Vacation Home Rentals By Owner In Key West, FL

$754.88

Lighthouse Villa by AvantStay | Southernmost Point w/ Pool, Patio | Long Stays

Key West, Florida, United States

*Please note that this home is available for 28+ night stays only.*brbrAmid the most iconic historic sites in Key West, you’ll find the Lighthouse Villa, a timeless and private Conch home. This tropically inspired three-level property has all the updated amenities for you and your guests to enjoy, plus be within walking distance of the Southernmost Point, the Hemingway House, and the Key West Lighthouse.brbrThe tropically inspired 3-bedroom, 4.5-bath home can easily accommodate a large family yet offers plenty of privacy by separating entertaining spaces from the tranquil sleeping areas.brThrough the front door is an updated kitchen and dining room filled with vintage touches. A small sitting area off the kitchen is just right for catching up on a nap or novel. The comfy larger family room includes a wall of French doors opening to the private pool and an additional dining area in your own landscaped sanctuary.brbrAfter enjoying a refreshing dip in the pool, rinse off in the outdoor shower or climb the back stairs to the upstairs bathroom.brbrTwo well-appointed master suites welcome you to the second level up a grand staircase.brbrThe first bedroom with king bed and a remodeled brightly tiled bathroom. beckon you to rest after a day of exploring the island. The second bedroom with a queen bed has access to a terrace overlooking the lush gardens -- a perfect spot to sunbathe or enjoy your first cup of coffee of the day.brbrHead up one more level to another queen bedroom plus an open alcove complete with two over-stuffed chairs, a flat screened TV, and a double bed -- perfect for older children or teens to have their own space.brbrEnjoy an afternoon cocktail as you watch the world go by on two front porches on the first and second levels overlooking the famous Key West Lighthouse.brbrExperience the Lighthouse Villa -- an amazing home that is perfectly located for ease of getting around Old Town.brbrEntry Levelbr- Large open kitchen and dining room with a table that seats 10br- A full bathroom is off the living areabr- Large open family room/ sun room, facing the pool.br- Laundry is under the stairs on the main levelbrbrSecond Floorbr- Master bedroom with extra-large partial en-suite bathroom (no toilet)br- A balcony off the master bathroom overlooks the poolbr- Hidden staircase to the poolbr- Second bedroom with queen size bedbr- Half bathroom down the hall, shared by both bedroomsbr- Balcony off the second bedroom overlooking Key West LighthousebrbrThird Floorbr- Full bathroom at top of stairsbr- Open floor plan with sitting area and full-size bed.br- Separate queen bedroom is straight aheadbrbrOutsidebr- Large pool with deck and three seating areasbr- Gas BBQ grill and counter space for cookingbr- A full bathroom is outside off of the sliding doorsbrbrKey West is the place to visit the lively nightlife and relax in the historic charm, flamboyance, and conch-style architecture that early Bahamian settlers made famous. It embodies a clash of the past and the present, and every building (including this rental) in Key West reflects this eclectic ambiance!brbrAvantStay provides a personalized hospitality experience to elevate your stay. With our Concierge Service, guests have access to our tech-enabled services like fridge stocking, private chefs, massages, transportation, special occasion celebrations, baby gear rentals, ski gear, beach gear, and more. For anything you need, we’re at your fingertips!brbr*Home Truths:*br- Please note that all bookings 28 days or longer will require a security deposit of $2000 which will be collected after the booking has been made. Multiple months reservations might be subject to a higher security deposit fee.br- Any reservations 28 days or longer will require additional clean/cleans to be scheduled. Additional payment will be collected and the amount of cleans will depend on the length of your stay.br- You must be 25 years or older to book this home.br- Lighthouse Villa is intended for vacation rental purposes only, it is not designed as corporate housing.br- Maximum occupancy is strictly enforced.br- Pool heat is available for an additional fee but must be requested at least 48 hours before your stay.br- Pool heat is not available between 4/1 and 10/31.br- We allow service animals at this home. If undisclosed pets are brought into the home without AvantStay's approval there is a fine of $500 per pet.br- This home is on a monthly pest control schedule. The area of Key West is home to many insects such as termites, no-see-ums, and mosquitos. Pest control can not eliminate these insects during the swarming season. You may also encounter geckos, lizards, iguanas, frogs, and chickens during your stay in the area.br- Key West is a resort island where renovation of existing historic properties, new construction, and road repair sometimes occur without forewarning. AvantStay is not liable for any guest inconveniences caused due to construction in the area.br- Please note that max occupancy includes infants.br- Please be advised that documentation may be necessary for ESA/service animals to gain entry.brbrParking Details:brStreet parking only.brbr---brbrThe room configuration is as follows:brbrPrimary Bedroom / King bed brBedroom 2 / Queen bedbrBedroom 3 / Queen bedbrbr---brbrThis is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs.brbrAs part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation. brbrEvents or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees. brbrThere is nothing more important to us at AvantStay than the health, safety, and experience of our guests & staff. We've enhanced our cleaning and sanitation protocols and are taking extra care to disinfect all surfaces between reservations with hospital-grade disinfecting solutions.brbrAs a reminder, we do work with 3rd party vendors to maintain the property, and although we adhere to the strictest CDC guidelines and advise all contractors to wear PPE equipment, we can not always enforce. We strongly advise guests to please deny access if any vendors fail to meet and adhere to these standards.brbrIDs will be requested for verification after booking. brbrWe report and prosecute all Credit Card Fraud.

Bed

Bath

Sleeps

$188.06

/ Nightly

Private Vacation Home

Coral Breeze by AvantStay | Close to Beach w/ Balcony & Shared Pool!

Key West, Florida, United States

*Please note that this home is available for 28+ night stays only.*brbrCoral Breeze is a two-bedroom townhome located in the gated community at the Key West Golf Club on Stock Island. This modern and comfortable home is perfect for a couple or small family looking to stay for a month in Key West.brbrThe fully equipped kitchen is stocked with all the essentials, making it easy to prepare everything from quick snacks to full family dinners. Bright and open, the adjoining living room welcomes you to relax in comfort, then step out to the spacious screened-in porch—perfect for sipping your morning coffee or enjoying evening cocktails with a view of the green. For added convenience, a washer and dryer are located on the first floor, just off the living room.brbrUpstairs, you’ll find two comfortable bedrooms and a full bathroom. The primary bedroom features a cozy queen bed, while the second bedroom offers both a twin bed and a twin daybed, making it ideal for children or additional guests.brbrThe surrounding neighborhood includes some of the locals’ favorite restaurants – Hogfish, Roostica, and the completely renovated Stock Island marina. Plan a day at nearby Smather’s Beach for sunbathing, paddle boarding, or a jet ski tour. Take a short drive into Old Town, for more dining, shopping, and site-seeing. And make sure to see the famous sunsets at Mallory Square.brbrKey West is the place to visit the lively nightlife and relax in the historic charm, flamboyance, and conch-style architecture that early Bahamian settlers made famous. It embodies a clash of the past and the present, and every building (including this rental) in Key West reflects this eclectic ambiance!brbrAvantStay provides a personalized hospitality experience to elevate your stay. With our Concierge Service, guests have access to our tech-enabled services like fridge stocking, private chefs, massages, transportation, special occasion celebrations, baby gear rentals, ski gear, beach gear, and more. For anything you need, we’re at your fingertips!brbr*Home Truths:*br- Please note that all bookings 28 days or longer will require a security deposit of $2000 which will be collected after the booking has been made. Multiple months reservations might be subject to a higher security deposit fee.br- Any reservations 28 days or longer will require additional clean/cleans to be scheduled. Additional payment will be collected and the amount of cleans will depend on the length of your stay.br- This home has access to a shared pool.br- This home is part of a gated community.br- This home is on a monthly pest control schedule. The area of Key West is home to many insects such as termites, no-see-ums, and mosquitos. Pest control can not eliminate these insects during the swarming season. You may also encounter geckos, lizards, iguanas, frogs, and chickens during your stay in the area.br- Key West is a resort island where renovation of existing historic properties, new construction, and road repair sometimes occur without forewarning. AvantStay is not liable for any guest inconveniences caused due to construction in the area.br- Please note that max occupancy includes infants.br- Please be advised that documentation may be necessary for ESA/service animals to gain entry.brbrPets:br- This home allows up to 2 dogs for a fee; undisclosed pets brought without AvantStay’s approval may result in a $500 fine per pet.br- We LOVE pets, however- Certain breeds typically have to have an additional owner or HOA approval. If your pet falls under any typical breed restrictions (breed, size, weight) please let us know so that we can confirm!brbrParking Details:brParking for two vehicles.brbr---brbrThe room configuration is as follows:brbrPrimary Bedroom / Queen bedbrBedroom 2 / Twin bed, twin day bedbrbr---brbrThis is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs.brbrAs part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation. brbrEvents or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees. brbrThere is nothing more important to us at AvantStay than the health, safety, and experience of our guests & staff. We've enhanced our cleaning and sanitation protocols and are taking extra care to disinfect all surfaces between reservations with hospital-grade disinfecting solutions.brbrAs a reminder, we do work with 3rd party vendors to maintain the property, and although we adhere to the strictest CDC guidelines and advise all contractors to wear PPE equipment, we can not always enforce. We strongly advise guests to please deny access if any vendors fail to meet and adhere to these standards.brbrIDs will be requested for verification after booking. brbrWe report and prosecute all Credit Card Fraud.

Bed

Bath

Sleeps

$195.91

/ Nightly

Private Vacation Home

Gated Golf Community w/ Pool, Prime Location Mins to Old Town | Long-Term Stays

Key West, Florida, United States

*Please note that this home is available for 28+ day stays only.*brbrLocated on the main road meandering through the secluded gated Key West Golf Club community, you’ll find A Little Slice of Paradise. Spend a month (or two) in this charming townhouse and you may never return home.brbrStep out onto your private balconies and feel the morning breezes from the two comfy queen bedrooms. An open floor plan downstairs with sleeper sofa for guests, and a half bath, this well-kept townhouse will satisfy all your needs for a home away from home. Enjoy included WIFI, flat screen TVs, a fully equipped kitchen with new appliances and a convenient washer/dryer.brbrAfter a round of golf and quick bite at the Golf Club, head over to either of the two pools to cool off. Relax with a cool drink on your screened-in back porch or watch the world go by on the front. And although you could spend all your time in this relaxed community, you’re just minutes from exciting Old Town Key West.brbrHead into the fun for all the activities you've heard so much about – sunset celebrations at Mallory Square, live music at The Green Parrot, delectable seafood at the Historic Seaport, museums, art galleries and beaches. And once you’ve had your fill, return home to the peace and serenity of A Slice of Paradise.brbrKey West is the place to visit the lively nightlife and relax in the historic charm, flamboyance, and conch-style architecture that early Bahamian settlers made famous. It embodies a clash of the past and the present, and every building (including this rental) in Key West reflects this eclectic ambiance!brbrAvantStay provides a personalized hospitality experience to elevate your stay. With our Concierge Service, guests have access to our tech-enabled services like fridge stocking, private chefs, massages, transportation, special occasion celebrations, baby gear rentals, ski gear, beach gear, and more. For anything you need, we’re at your fingertips!brbr*Home Truths:*br- Please note that all bookings 28 days or longer will require a security deposit of $2000 which will be collected after the booking has been made. Multiple months reservations might be subject to a higher security deposit fee.br- Any reservations 28 days or longer will require additional clean/cleans to be scheduled. Additional payment will be collected and the amount of cleans will depend on the length of your stay.br- This home has access to a shared pool.br- This home features a sleeper sofa.br- This home is on a monthly pest control schedule. The area of Key West is home to many insects such as termites, no-see-ums, and mosquitos. Pest control can not eliminate these insects during the swarming season. You may also encounter geckos, lizards, iguanas, frogs, and chickens during your stay in the area.br- Key West is a resort island where renovation of existing historic properties, new construction, and road repair sometimes occur without forewarning. AvantStay is not liable for any guest inconveniences caused due to construction in the area.br- Please note that max occupancy includes infants.br- Please be advised that documentation may be necessary for ESA/service animals to gain entry.brbrPets:br- This home allows up to 2 dogs for a fee; undisclosed pets brought without AvantStay’s approval may result in a $500 fine per pet.br- We LOVE pets, however- Certain breeds typically have to have an additional owner or HOA approval. If your pet falls under any typical breed restrictions (breed, size, weight) please let us know so that we can confirm!brbrParking Details:brParking for two vehicles.brbr---brbrThe room configuration is as follows:brbrPrimary Bedroom / Queen bedbrBedroom 2 / Queen bedbrSleeper sofabrbr---brbrThis is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs.brbrAs part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation. brbrEvents or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees. brbrThere is nothing more important to us at AvantStay than the health, safety, and experience of our guests & staff. We've enhanced our cleaning and sanitation protocols and are taking extra care to disinfect all surfaces between reservations with hospital-grade disinfecting solutions.brbrAs a reminder, we do work with 3rd party vendors to maintain the property, and although we adhere to the strictest CDC guidelines and advise all contractors to wear PPE equipment, we can not always enforce. We strongly advise guests to please deny access if any vendors fail to meet and adhere to these standards.brbrIDs will be requested for verification after booking. brbrWe report and prosecute all Credit Card Fraud.

Bed

Bath

Sleeps

$306.24

/ Nightly

Private Vacation Home

Key West Found | Close to Shops w/ Patio & Shared Pool! | Month-Long Stays

Key West, Florida, United States

*Please note that this home is available for 28+ night stays only.*brbrJust steps away from Harry Truman's Little White House you’ll find your vacation dreams come true!brbrLocated in the historic brick Foundry building, Key West Found is a spacious two-bedroom, two-and-a-half-bath, three-story townhome. Enter through a wrought iron gate to your own tropical landscape and have a seat on the private front porch with seating for four to enjoy an evening cocktail.brbrDecorated in a whimsical Key West style with new living room furniture including a queen sleeper sofa, the first floor features an open and airy living/dining room area, kitchen, and half bath. The gleaming white kitchen is well stocked for preparing a quick breakfast on your way out to explore the island, or a fancy dinner featuring your fresh catch.brbrThe second-floor master bedroom has a king bed with a bath en-suite and a private balcony. The third-floor guest bedroom has twin beds that can be converted to a king, with another full bath en-suite. Other amenities include: one covered parking space, close by community swimming pool, and high-speed internet service.brbrTruman Annex is a private gated community within walking distance to the daily Sunset Celebration at Mallory Square, two blocks from infamous Duval Street where you can explore the bars, restaurants, galleries, and tourist attractions in Old Town Key West. And down the road is Ft. Zachary Taylor State Park for swimming, snorkeling, and a shady spot for bar-b-Que.brbrKey West is the place to visit the lively nightlife and relax in the historic charm, flamboyance, and conch-style architecture that early Bahamian settlers made famous. It embodies a clash of the past and the present, and every building (including this rental) in Key West reflects this eclectic ambiance!brbrAvantStay provides a personalized hospitality experience to elevate your stay. With our Concierge Service, guests have access to our tech-enabled services like fridge stocking, private chefs, massages, transportation, special occasion celebrations, baby gear rentals, ski gear, beach gear, and more. For anything you need, we’re at your fingertips!brbr*Home Truths:*br- This home has access to a shared pool.br- This home is part of a gated community.br- This home features a sleeper sofa.br- We allow service animals at this home. If undisclosed pets are brought into the home without AvantStay's approval there is a fine of $500 per pet.br- Any reservations 28 days or longer will require additional clean/cleans to be scheduled. Additional payment will be collected and the amount of cleans will depend on the length of your stay.br- All bookings 28 days or longer require a security deposit to be charged after booking.br- This home is on a monthly pest control schedule. The area of Key West is home to many insects such as termites, no-see-ums, and mosquitos. Pest control can not eliminate these insects during the swarming season. You may also encounter geckos, lizards, iguanas, frogs, and chickens during your stay in the area.br- Key West is a resort island where renovation of existing historic properties, new construction, and road repair sometimes occur without forewarning. AvantStay is not liable for any guest inconveniences caused due to construction in the area.br- Please note that if requested, the two twin beds can be converted into one king bed with bedding for a fee of $75. Please ensure you make this request at least 48 hours in advance.br- Please note that max occupancy includes infants.br- Please be advised that documentation may be necessary for ESA/service animals to gain entry.brbrParking Details:br- One parking space per unit, no guest parking.br- No vehicle over 18’ long or 80” wide allowed.br- No large trucks, trailers, mobile homes, vans, campers or similar vehicles shall be parked in the Truman Annex.br- Motorcycles and scooters must be parked in the parking lot and not on sidewalks or porches.br- All vehicles parked within the community must either have a permanent parking sticker or a temporary parking pass (obtained at the Security Guardhouse).br- All others will be subject to ticketing and towing.brbr---brbrThe room configuration is as follows:brbrPrimary Bedroom / King bed w/ ensuitebrBedroom 2 / Two twin bedsbrSleeper sofabrbr---brbrThis is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs.brbrAs part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation. brbrEvents or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees. brbrThere is nothing more important to us at AvantStay than the health, safety, and experience of our guests & staff. We've enhanced our cleaning and sanitation protocols and are taking extra care to disinfect all surfaces between reservations with hospital-grade disinfecting solutions.brbrAs a reminder, we do work with 3rd party vendors to maintain the property, and although we adhere to the strictest CDC guidelines and advise all contractors to wear PPE equipment, we can not always enforce. We strongly advise guests to please deny access if any vendors fail to meet and adhere to these standards.brbrIDs will be requested for verification after booking. brbrWe report and prosecute all Credit Card Fraud.

Bed

Bath

Sleeps

$248.45

/ Nightly

Private Vacation Home

Always Your Paradise | Shared Pool | Near Zachary Beach | Month-Long Stays

Key West, Florida, United States

*Please note that this home is available for 28+ night stays only.*brbrPLEASE READ PRIOR TO BOOKING THIS PROPERTY:brThe Shipyard Pool will be closed beginning August 1, 2026, for the Pool Deck Replacement Project. The project is expected to take 30 days, with the goal of having the work completed and the pool reopened by September 1, 2026. During this time, no pool will be available to the guests. *The rates for the month of August have already been discounted to reflect the loss of the amenity.*brbrAlways Your Paradise is the perfect escape for your next trip to Key West. Conveniently located in the Shipyard Condominiums in the Truman Annex right in the heart of downtown. Enjoy the shared heated community pool or ride bikes to Ft. Zachary Beach.brbrThis condo is a ground-level unit with easy access to your assigned parking space just steps from the front door. Enter the rental through the front porch and step into the colorful Key West vibes with the open floor plan including a full kitchen, dining area, and living area. The back patio is perfect for al fresco dining.brbrEach bedroom has plenty of space to unpack your swimsuits and flip-flops. Enjoy smart TVs in all the rooms with live TV and streaming services. Relax at home or walk a few short blocks to Duval Street where you will find amazing restaurants, live music, and tons of shopping.brbrParking for this unit is conveniently located just steps from the front door.brbrKey West is the place to visit the lively nightlife and relax in the historic charm, flamboyance, and conch-style architecture that early Bahamian settlers made famous. It embodies a clash of the past and the present, and every building (including this rental) in Key West reflects this eclectic ambiance!brbrAvantStay provides a personalized hospitality experience to elevate your stay. With our Concierge Service, guests have access to our tech-enabled services like fridge stocking, private chefs, massages, transportation, special occasion celebrations, baby gear rentals, ski gear, beach gear, and more. For anything you need, we’re at your fingertips!brbr*Home Truths:*br- This home has access to a shared pool and is part of a gated community.br- We allow service animals at this home. If undisclosed pets are brought into the home without AvantStay's approval there is a fine of $500 per pet.br- Any reservations 28 days or longer will require additional clean/cleans to be scheduled. Additional payment will be collected and the amount of cleans will depend on the length of your stay.br- All bookings 28 days or longer require a security deposit to be charged after booking.br- This home is on a monthly pest control schedule. The area of Key West is home to many insects such as termites, no-see-ums, and mosquitos. Pest control can not eliminate these insects during the swarming season. You may also encounter geckos, lizards, iguanas, frogs, and chickens during your stay in the area.br- Key West is a resort island where renovation of existing historic properties, new construction, and road repair sometimes occur without forewarning. AvantStay is not liable for any guest inconveniences caused due to construction in the area.br- Please note that if requested, the two twin beds can be converted into one king bed with bedding for a fee of $75. Please ensure you make this request at least 48 hours in advance.br- Please note that max occupancy includes infants.br- Please be advised that documentation may be necessary for ESA/service animals to gain entry.br- PLEASE READ PRIOR TO BOOKING THIS PROPERTY:brThe Shipyard Pool will be closed beginning August 1, 2026, for the Pool Deck Replacement Project. The project is expected to take 30 days, with the goal of having the work completed and the pool reopened by September 1, 2026. During this time, no pool will be available to the guests.brbrParking Details:br- One parking space per unit, no guest parking.br- No vehicle over 18’ long or 80” wide allowed.br- No large trucks, trailers, mobile homes, vans, campers or similar vehicles shall be parked in the Truman Annex.br- Motorcycles and scooters must be parked in the parking lot and not on sidewalks or porches.br- All vehicles parked within the community must either have a permanent parking sticker or a temporary parking pass (obtained at the Security Guardhouse).br- All others will be subject to ticketing and towing.brbr---brbrThe room configuration is as follows:brbrPrimary Bedroom / King bed brBedroom 2 / Two twin bedsbrbr---brbrThis is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs.brbrAs part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation. brbrEvents or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees. brbrThere is nothing more important to us at AvantStay than the health, safety, and experience of our guests & staff. We've enhanced our cleaning and sanitation protocols and are taking extra care to disinfect all surfaces between reservations with hospital-grade disinfecting solutions.brbrAs a reminder, we do work with 3rd party vendors to maintain the property, and although we adhere to the strictest CDC guidelines and advise all contractors to wear PPE equipment, we can not always enforce it. We strongly advise guests to please deny access if any vendors fail to meet and adhere to these standards.brbrIDs will be requested for verification after booking. brbrWe report and prosecute all Credit Card Fraud.

Bed

Bath

Sleeps

$249.22

/ Nightly

Private Vacation Home

Lavender Jungle | Great Location w/ Patio & Shared Pool | Month-Long Stays

Key West, Florida, United States

*Please note that this home is available for 28+ night stays only.*brbrPLEASE READ PRIOR TO BOOKING THIS PROPERTY:brThe Shipyard Pool will be closed beginning August 1, 2026, for the Pool Deck Replacement Project. The project is expected to take 30 days, with the goal of having the work completed and the pool reopened by September 1, 2026. During this time, no pool will be available to the guests. *The rates for the month of August have already been discounted to reflect the loss of the amenity.*brbrYou are instantly soothed walking through the door of the Lavender Jungle, located in the Truman Annex, one of Key West's most attractive, quiet, and convenient neighborhoods. You’ll quickly see why its moniker fits when you notice the purplish-pink walls and African art that adorn the living space in this delightful 2-bedroom, 1-bath first-floor condo in the Shipyard section of the community.brFor those who don't want to climb stairs, this first-floor property is perfect!brbrThe master bedroom with a queen bed and guest bedroom with two twins sit on either side of the full bathroom. There is a well-equipped, recently renovated kitchen for preparing meals when you want to (but remember there are amazing restaurants to sample within easy reach). A large brick patio is ready for your quiet nights relaxing at home.brbrTruman Annex is a lushly landscaped gated community within the historic district of Old Town Key West. And the best part Anything you want to do is within a couple of blocks – see the daily sunset celebration at Mallory Square; walk a couple of blocks to the infamous Duval Street with shops, galleries, and restaurants galore; and mere steps away to Fort Zachary Taylor State Park with one of the nicest beaches on our island and a perfect spot to view the sunset!brbrKey West is the place to visit the lively nightlife and relax in the historic charm, flamboyance, and conch-style architecture that early Bahamian settlers made famous. It embodies a clash of the past and the present, and every building (including this rental) in Key West reflects this eclectic ambiance!brbr*Home Truths:*br- Shared community pool.br- This home is located in a gated community.br- This home does not have a dishwasher.br- We allow service animals at this home. If undisclosed pets are brought into the home without AvantStay's approval there is a fine of $500 per pet.br- Any reservations 28 days or longer will require additional clean/cleans to be scheduled. Additional payment will be collected and the amount of cleans will depend on the length of your stay.br- All bookings 28 days or longer require a security deposit to be charged after booking.br- This home is on a monthly pest control schedule. The area of Key West is home to many insects such as termites, no-see-ums, and mosquitos. Pest control can not eliminate these insects during the swarming season. You may also encounter geckos, lizards, iguanas, frogs, and chickens during your stay in the area.br- Key West is a resort island where renovation of existing historic properties, new construction, and road repair sometimes occur without forewarning. AvantStay is not liable for any guest inconveniences caused due to construction in the area.br- Please note that if requested, the two twin beds can be converted into one king bed with bedding for a fee of $75. Please ensure you make this request at least 48 hours in advance.br- Please note that max occupancy includes infants.br- Please note that smoking is prohibited on the premises.br- Please be advised that documentation may be necessary for ESA/service animals to gain entry.br- PLEASE READ PRIOR TO BOOKING THIS PROPERTY:brThe Shipyard Pool will be closed beginning August 1, 2026, for the Pool Deck Replacement Project. The project is expected to take 30 days, with the goal of having the work completed and the pool reopened by September 1, 2026. During this time, no pool will be available to the guests.brbrParking Details:br- One parking space per unit, no guest parking.br- No vehicle over 18’ long or 80” wide allowed.br- No large trucks, trailers, mobile homes, vans, campers or similar vehicles shall be parked in the Truman Annex.br- Motorcycles and scooters must be parked in the parking lot and not on sidewalks or porches.br- All vehicles parked within the community must either have a permanent parking sticker or a temporary parking pass (obtained at the Security Guardhouse).br- All others will be subject to ticketing and towing.brbrAvantStay provides a personalized hospitality experience to elevate your stay. With our Concierge Service, guests have access to our tech-enabled services like fridge stocking, private chefs, massages, transportation, special occasion celebrations, baby gear rentals, ski gear, beach gear, and more. For anything you need, we’re at your fingertips!brbr---brbrThe room configuration is as follows:brbrPrimary Bedroom / Queen bedbrBedroom 2 / Two twin bedsbrbr---brbrThis is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs.brbrAs part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation. brbrEvents or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees. brbrThere is nothing more important to us at AvantStay than the health, safety, and experience of our guests & staff. We've enhanced our cleaning and sanitation protocols and are taking extra care to disinfect all surfaces between reservations with hospital-grade disinfecting solutions.brbrAs a reminder, we do work with 3rd party vendors to maintain the property, and although we adhere to the strictest CDC guidelines and advise all contractors to wear PPE equipment, we can not always enforce. We strongly advise guests to please deny access if any vendors fail to meet and adhere to these standards.brbrIDs will be requested for verification after booking. brbrWe report and prosecute all Credit Card Fraud.

Bed

Bath

Sleeps

$246.07

/ Nightly

Private Vacation Home

Conch Adventure | Great Location w/ Patio, Outdoor Dining | Month-Long Stays

Key West, Florida, United States

*Please note that this home is available for 28+ night stays only.*brbrPLEASE READ PRIOR TO BOOKING THIS PROPERTY:brThe Shipyard Pool will be closed beginning August 1, 2026, for the Pool Deck Replacement Project. The project is expected to take 30 days, with the goal of having the work completed and the pool reopened by September 1, 2026. During this time, no pool will be available to the guests. *The rates for the month of August have already been discounted to reflect the loss of the amenity.*brbrNestled in a quiet corner of the Shipyard section in the desirable Truman Annex, this 2-bedroom 1 bath downstairs condo offers peace, quiet, and convenience.brbrThe location may just be the best part of staying at Conch Adventure! This property is just a couple of blocks from lively Duval Street for dining, shopping, and entertainment. You are also just a short walk to Mallory Square for Sunset Celebration every evening. Your biggest decision of the day is just maybe whether to head to Fort Zachary Taylor Beach in one direction or to the community swimming pool in the other.brbrConch Adventure is great for one or two couples, a small family, or a few friends. The home is complete with a fully stocked kitchen with a state-of-the-art microwave convection oven and all cooking essentials. Make a pitcher of Margarita's and sit out on the large back patio, situated overlooking the Truman Annex Waterfront Park and The Florida Straights.brbrThis is a simple and cozy condo located in one of the best locations in Key West. The open living, kitchen, and dining areas are great for discussing the day's plans before heading out on the town. The washer and dryer and convenient parking location make this a great pick for your next visit to Key West.brbrKey West is the place to visit the lively nightlife and relax in the historic charm, flamboyance, and conch-style architecture that early Bahamian settlers made famous. It embodies a clash of the past and the present, and every building (including this rental) in Key West reflects this eclectic ambiance!brbr*Home Truths:*br- This home has access to a shared pool.br- This home is located in a gated community.br- We allow service animals at this home. If undisclosed pets are brought into the home without AvantStay's approval there is a fine of $500 per pet.br- Any reservations 28 days or longer will require additional clean/cleans to be scheduled. Additional payment will be collected and the amount of cleans will depend on the length of your stay.br- All bookings 28 days or longer require a security deposit to be charged after booking.br- This home is on a monthly pest control schedule. The area of Key West is home to many insects such as termites, no-see-ums, and mosquitos. Pest control can not eliminate these insects during the swarming season. You may also encounter geckos, lizards, iguanas, frogs, and chickens during your stay in the area.br- Key West is a resort island where renovation of existing historic properties, new construction, and road repair sometimes occur without forewarning. AvantStay is not liable for any guest inconveniences caused due to construction in the area.br- Please note that if requested, the two twin beds can be converted into one king bed with bedding for a fee of $75. Please ensure you make this request at least 48 hours in advance.br- Please note that max occupancy includes infants.br- Please be advised that documentation may be necessary for ESA/service animals to gain entry.br- PLEASE READ PRIOR TO BOOKING THIS PROPERTY:brThe Shipyard Pool will be closed beginning August 1, 2026, for the Pool Deck Replacement Project. The project is expected to take 30 days, with the goal of having the work completed and the pool reopened by September 1, 2026. During this time, no pool will be available to the guests.brbrParking Details:br- One parking space per unit, no guest parking.br- No vehicle over 18’ long or 80” wide allowed.br- No large trucks, trailers, mobile homes, vans, campers or similar vehicles shall be parked in the Truman Annex.br- Motorcycles and scooters must be parked in the parking lot and not on sidewalks or porches.br- All vehicles parked within the community must either have a permanent parking sticker or a temporary parking pass (obtained at the Security Guardhouse).br- All others will be subject to ticketing and towing.brbrAvantStay provides a personalized hospitality experience to elevate your stay. With our Concierge Service, guests have access to our tech-enabled services like fridge stocking, private chefs, massages, transportation, special occasion celebrations, baby gear rentals, ski gear, beach gear, and more. For anything you need, we’re at your fingertips!brbr---brbrThe room configuration is as follows:brbrPrimary Bedroom / Queen bedbrBedroom 2 / Two twin bedsbrbr---brbrThis is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs.brbrAs part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation. brbrEvents or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees. brbrThere is nothing more important to us at AvantStay than the health, safety, and experience of our guests & staff. We've enhanced our cleaning and sanitation protocols and are taking extra care to disinfect all surfaces between reservations with hospital-grade disinfecting solutions.brbrAs a reminder, we do work with 3rd party vendors to maintain the property, and although we adhere to the strictest CDC guidelines and advise all contractors to wear PPE equipment, we can not always enforce it. We strongly advise guests to please deny access if any vendors fail to meet and adhere to these standards.brbrIDs will be requested for verification after booking. brbrWe report and prosecute all Credit Card Fraud.

Bed

Bath

Sleeps

$276.2

/ Nightly

Private Vacation Home

Key Lime Pie by AvantStay | Ideal Location w/ Splash Pool & Out Door Dining

Key West, Florida, United States

*Please note that this home is available for 28+ night stays only.*brbrKey Lime Pie is a private cottage that perfectly encompasses the “Key West vibe” that you’re looking for. The minute you walk in to see the bright, sunny walls and local artwork, you know you are somewhere special. This rental has all the amenities required for a memorable stay – including a delightful outdoor space for grilling and dining or just lounging by the splash pool.brbrCook up the perfect meal in the large kitchen which can be enjoyed at the kitchen table or breakfast bar. On the first floor you will also find the colorful master bedroom with queen bed and a full bathroom with a tub and shower. Upstairs gaze at the clouds on the ceiling as you fall asleep in the second bedroom with two twins. Another full bathroom and washer/dryer are also conveniently found upstairs.brbrThis vacation bungalow is one block from the Historic Seaport where you can watch fishing boats bring in their fresh catches and then enjoy them at Turtle Kraals or Half-Shell Raw Bar. In fact, you’re close enough to bike to all the sites and attractions of Old Town. After a full day of site-seeing, head back to your cozy deck surrounded by lush palms and foliage, where you can bask in the splash pool or relax while reading a book.brbrKey West is the place to visit the lively nightlife and relax in the historic charm, flamboyance, and conch-style architecture that early Bahamian settlers made famous. It embodies a clash of the past and the present, and every building (including this rental) in Key West reflects this eclectic ambiance!brbrAvantStay provides a personalized hospitality experience to elevate your stay. With our Concierge Service, guests have access to our tech-enabled services like fridge stocking, private chefs, massages, transportation, special occasion celebrations, baby gear rentals, ski gear, beach gear, and more. For anything you need, we’re at your fingertips!brbrHome Truths:br- Please note that all bookings 28 days or longer will require a security deposit of $2000 which will be collected after the booking has been made. Multiple months reservations might be subject to a higher security deposit fee.br- Any reservations 28 days or longer will require additional clean/cleans to be scheduled. Additional payment will be collected and the amount of cleans will depend on the length of your stay.br- Pool heat is not available between 4/1 and 10/31.br- Pool heat fee is $90 plus tax per day for short-term rental and $20 plus tax per day for long-term rental.br- This home is on a monthly pest control schedule. The area of Key West is home to many insects such as termites, no-see-ums, and mosquitos. Pest control can not eliminate these insects during the swarming season. You may also encounter geckos, lizards, iguanas, frogs, and chickens during your stay in the area.br- Key West is a resort island where renovation of existing historic properties, new construction, and road repair sometimes occur without forewarning. AvantStay is not liable for any guest inconveniences caused due to construction in the area.br- Please note that max occupancy includes infants.br- Please be advised that documentation may be necessary for ESA/service animals to gain entry.brbrPets:br- This home allows pets for a fee. If undisclosed pets are brought into the home without AvantStay's approval there is a fine of $500 per pet. br- We LOVE pets, however- Certain breeds typically have to have an additional owner or HOA approval. If your pet falls under any typical breed restrictions (breed, size, weight) please let us know so that we can confirm!brbrParking Details:brOne off-street parking space for a smaller car.brbr---brbrThe room configuration is as follows:brbrPrimary Bedroom / Queen bed w/ ensuitebrBedroom 2 / Two twin bedsbrbr---brbrThis is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs.brbrAs part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation. brbrEvents or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees. brbrThere is nothing more important to us at AvantStay than the health, safety, and experience of our guests & staff. We've enhanced our cleaning and sanitation protocols and are taking extra care to disinfect all surfaces between reservations with hospital-grade disinfecting solutions.brbrAs a reminder, we do work with 3rd party vendors to maintain the property, and although we adhere to the strictest CDC guidelines and advise all contractors to wear PPE equipment, we can not always enforce. We strongly advise guests to please deny access if any vendors fail to meet and adhere to these standards.brbrIDs will be requested for verification after booking. brbrWe report and prosecute all Credit Card Fraud.

Bed

Bath

Sleeps

$271.92

/ Nightly

Private Vacation Home

Paradise Palms by AvantStay | Great Location w/ Outdoor Dining, BBQ

Key West, Florida, United States

*Please note that this home is available for 28+ night stays only.*brbrMake your next Florida vacation something special with this charming home in a quiet, upscale enclave that is close to everything!brbrParadise Palms, a cigar-styled “shotgun” cottage is in a cute neighborhood on the edge of Old Town Key West. Enter the home from the front porch into the living space featuring a huge flat-screen TV equipped.brbrThis home has been completely renovated and it shows in the gourmet appointed kitchen with stainless steel appliances and a gas range. It’s perfect for preparing meals and sitting down for your morning coffee at the breakfast bar with two stools. The dining area off the kitchen seats four as well.brbrThe master bedroom features a king-size bed, flat-screen television, en-suite bathroom, and French doors leading you out to the private side deck. The second bedroom features a queen-size Murphy bed which folds to offer additional space.brbrThe hall full bath is tastefully decorated in white and silver, with an Art Deco mirrored vanity. Wash the sand off at the outdoor shower or enjoy an evening out in the shady front courtyard.brbrSurrounded by the historic sights of Old Town, you have easy access to shopping and dining. Walk to the local grocery, Fausto’s, for a quick meal or bottle of wine. Dine at El Siboney for the best in authentic Cuban. And, take a yoga class at Shakti a few blocks away.brbrFor a fun day in the sun, head to Higgs Beach less than a mile away, or Fort Zachary Taylor Historic State Park, a little over a mile heading west.brbrKey West is the place to visit the lively nightlife and relax in the historic charm, flamboyance, and conch-style architecture that early Bahamian settlers made famous. It embodies a clash of the past and the present, and every building (including this rental) in Key West reflects this eclectic ambiance!brbrAvantStay provides a personalized hospitality experience to elevate your stay. With our Concierge Service, guests have access to our tech-enabled services like fridge stocking, private chefs, massages, transportation, special occasion celebrations, baby gear rentals, ski gear, beach gear, and more. For anything you need, we’re at your fingertips!brbrHome Truths:br- Please note that all bookings 28 days or longer will require a security deposit of $2000 which will be collected after the booking has been made. Multiple months reservations might be subject to a higher security deposit fee.br- Any reservations 28 days or longer will require additional clean/cleans to be scheduled. Additional payment will be collected and the amount of cleans will depend on the length of your stay.br- We allow service animals at this home. If undisclosed pets are brought into the home without AvantStay's approval there is a fine of $500 per pet.br- This home is on a monthly pest control schedule. The area of Key West is home to many insects such as termites, no-see-ums, and mosquitos. Pest control can not eliminate these insects during the swarming season. You may also encounter geckos, lizards, iguanas, frogs, and chickens during your stay in the area.br- Key West is a resort island where renovation of existing historic properties, new construction, and road repair sometimes occur without forewarning. AvantStay is not liable for any guest inconveniences caused due to construction in the area.br- Please note that max occupancy includes infants.br- Please be advised that documentation may be necessary for ESA/service animals to gain entry.brbrParking Details:brOff-street parking for one car.brbr---brbrThe room configuration is as follows:brbrPrimary Bedroom / King bed w/ ensuitebrBedroom 2 / Queen murphy bedbrbr---brbrThis is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs.brbrAs part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation. brbrEvents or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees. brbrThere is nothing more important to us at AvantStay than the health, safety, and experience of our guests & staff. We've enhanced our cleaning and sanitation protocols and are taking extra care to disinfect all surfaces between reservations with hospital-grade disinfecting solutions.brbrAs a reminder, we do work with 3rd party vendors to maintain the property, and although we adhere to the strictest CDC guidelines and advise all contractors to wear PPE equipment, we can not always enforce. We strongly advise guests to please deny access if any vendors fail to meet and adhere to these standards.brbrIDs will be requested for verification after booking. brbrWe report and prosecute all Credit Card Fraud.

Bed

Bath

Sleeps

$402.4

/ Nightly

Private Vacation Home

Ecco Domani by AvantStay | Gorgeous Home w/ Pool, Balcony in Great Location

Key West, Florida, United States

*Please note that this home is available for 28+ night stays only.*brbrA beautiful three-story home with a private pool, off-street parking, and attractive decor, Ecco Domani is a wonderful Key West monthly vacation rental that you will want to come home to year after year.brbrBeautifully designed and decorated this private home has a gourmet kitchen with French doors that lead to a private outdoor space with a pool.brbrEnter your private gate and ascend the quaint front porch to the entrance. The first floor offers living and dining areas that lead into the kitchen in a spacious open floor plan. Striking artwork and splendid leather sofa offer a warm welcome and pleasing ambiance.brbrThe dining table comfortably seats six for family gatherings and gourmet meals. The kitchen has an abundance of supplies for the simplest or most complex menus, including state-of-the-art appliances and a multitude of kitchen accessories. The kitchen leads to your own private pool and deck where you will find yourself lounging, swinging, and relaxing all day long.brbrOn the second floor, you will find the master bedroom with a private balcony, a walk-in closet, and a stunning master bath featuring a large jetted tub with a shower wand, a separate shower with several showerheads, and beautiful granite countertops.brbrThe third floor has a queen guest bedroom room, a bedroom with two twins, and a full shared bathroom between them.brbrYou'll be please to know that there are TVs in all bedrooms in addition to the living room with full cable and streaming services throughout.brbrCentrally located just off Simonton Street, you are one block from Duval Street, within walking distance to galleries, shopping, bars, and restaurants. South Beach is six blocks away and the Southernmost Beach Café awaits you with excellent food and libations all day long.brbrKey West is the place to visit the lively nightlife and relax in the historic charm, flamboyance, and conch-style architecture that early Bahamian settlers made famous. It embodies a clash of the past and the present, and every building (including this rental) in Key West reflects this eclectic ambiance!brbrAvantStay provides a personalized hospitality experience to elevate your stay. With our Concierge Service, guests have access to our tech-enabled services like fridge stocking, private chefs, massages, transportation, special occasion celebrations, baby gear rentals, ski gear, beach gear, and more. For anything you need, we’re at your fingertips!brbr*Home Truths:*br- Please note that all bookings 28 days or longer will require a security deposit of $2000 which will be collected after the booking has been made. Multiple months reservations might be subject to a higher security deposit fee.br- Any reservations 28 days or longer will require additional clean/cleans to be scheduled. Additional payment will be collected and the amount of cleans will depend on the length of your stay.br- Pool heat is not available between 4/1 and 10/31.br- If it is requested by guests from June through September then it is available for an additional charge.br- Pool heat is available for an additional fee but must be requested at least 48 hours before your stay.br- The pool is a salt pool.br- This home comes with a Nespresso machine (pods not provided).br- There are televisions in all the bedrooms as well as in the living room. Plus we provide an extensive range of cable and streaming channels on all televisions.br- This home is on a monthly pest control schedule. The area of Key West is home to many insects such as termites, no-see-ums, and mosquitos. Pest control can not eliminate these insects during the swarming season. You may also encounter geckos, lizards, iguanas, frogs, and chickens during your stay in the area.br- Key West is a resort island where renovation of existing historic properties, new construction, and road repair sometimes occur without forewarning. AvantStay is not liable for any guest inconveniences caused due to construction in the area.br- Please note that max occupancy includes infants.br- Please be advised that documentation may be necessary for ESA/service animals to gain entry.brbrPets:br- This home allows pets for a fee. If undisclosed pets are brought into the home without AvantStay's approval there is a fine of $500 per pet.br- We LOVE pets, however- Certain breeds typically have to have an additional owner or HOA approval. If your pet falls under any typical breed restrictions (breed, size, weight) please let us know so that we can confirm!brbrParking Details:brOne assigned parking space.brbr---brbrThe room configuration is as follows:brbrPrimary Bedroom / Queen bed w/ ensuitebrBedroom 2 / Queen bed w/ shared ensuitebrBedroom 3 / Two twin beds w/ shared ensuitebrbr---brbrThis is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs.brbrAs part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation. brbrEvents or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees. brbrThere is nothing more important to us at AvantStay than the health, safety, and experience of our guests & staff. We've enhanced our cleaning and sanitation protocols and are taking extra care to disinfect all surfaces between reservations with hospital-grade disinfecting solutions.brbrAs a reminder, we do work with 3rd party vendors to maintain the property, and although we adhere to the strictest CDC guidelines and advise all contractors to wear PPE equipment, we can not always enforce. We strongly advise guests to please deny access if any vendors fail to meet and adhere to these standards.brbrIDs will be requested for verification after booking. brbrWe report and prosecute all Credit Card Fraud.

Bed

Bath

Sleeps

$442.3

/ Nightly

Private Vacation Home

First Breath by AvantStay | Close to Old Town w/ Pool | Month Long Stays Only

Key West, Florida, United States

*Please note that this home is available for 28+ night stays only.*brbrBring the family to this 3 bed, 2 bath private conch home and enjoy your large private pool and outdoor area as the days pass by.brbrYou know the feeling. Rushing to go on vacation, to the airport, driving in traffic, so many people around you doing the same thing, finally in Key West at your home for the next month... and you can take your first breath... you have arrived.brbrLovely 3-bedroom 2-bath Conch home with pool located right in the middle of the action in Old Town Key West. Fenced-in and lushly landscaped for the ultimate in privacy.brbrWell-stocked kitchen, comfortably furnished living room. Dine inside or out on the deck. Read inside or out on the deck. Play inside or out on the deck. You will probably spend most of your time on the deck surrounding the 10'x 20' pool.brbrMake the most of being centrally located in Old Town Key West. Leave the car and ride bikes or scooters anywhere you want to go. Everything is at your fingertips from the Historic Seaport to Duval Street.brbrKey West is the place to visit the lively nightlife and relax in the historic charm, flamboyance, and conch-style architecture that early Bahamian settlers made famous. It embodies a clash of the past and the present, and every building (including this rental) in Key West reflects this eclectic ambiance!brbrAvantStay provides a personalized hospitality experience to elevate your stay. With our Concierge Service, guests have access to our tech-enabled services like fridge stocking, private chefs, massages, transportation, special occasion celebrations, baby gear rentals, ski gear, beach gear, and more. For anything you need, we’re at your fingertips!brbr*Home Truths:*br- Please note that all bookings 28 days or longer will require a security deposit of $2000 which will be collected after the booking has been made. Multiple months reservations might be subject to a higher security deposit fee.br- Any reservations 28 days or longer will require additional clean/cleans to be scheduled. Additional payment will be collected and the amount of cleans will depend on the length of your stay.br- Pool heat is available for an additional fee but must be requested at least 48 hours before your stay.br- Pool heat is not available between 4/1 and 10/31.br- We allow service animals at this home. If undisclosed pets are brought into the home without AvantStay's approval there is a fine of $500 per pet.br- The pool is a saltwater pool.br- This home is on a monthly pest control schedule. The area of Key West is home to many insects such as termites, no-see-ums, and mosquitos. Pest control can not eliminate these insects during the swarming season. You may also encounter geckos, lizards, iguanas, frogs, and chickens during your stay in the area.br- Key West is a resort island where renovation of existing historic properties, new construction, and road repair sometimes occur without forewarning. AvantStay is not liable for any guest inconveniences caused due to construction in the area.br- Please note that max occupancy includes infants.br- Please be advised that documentation may be necessary for ESA/service animals to gain entry.brbrParking Details:br1 car can be parked onsite.brbr---brbrThe room configuration is as follows:brbrPrimary Bedroom / Queen bed w/ ensuitebrBedroom 2 / Queen bedbrBedroom 3 / Two twin bedsbrbr---brbrThis is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs.brbrAs part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation. brbrEvents or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees. brbrThere is nothing more important to us at AvantStay than the health, safety, and experience of our guests & staff. We've enhanced our cleaning and sanitation protocols and are taking extra care to disinfect all surfaces between reservations with hospital-grade disinfecting solutions.brbrAs a reminder, we do work with 3rd party vendors to maintain the property, and although we adhere to the strictest CDC guidelines and advise all contractors to wear PPE equipment, we can not always enforce. We strongly advise guests to please deny access if any vendors fail to meet and adhere to these standards.brbrIDs will be requested for verification after booking.brbrWe report and prosecute all Credit Card Fraud.

Bed

Bath

Sleeps

$795.34

/ Nightly

Private Vacation Home

Duval Breeze by AvantStay | Great Location | Close to Beach & Nightlife!

Key West, Florida, United States

*PLEASE READ BEFORE MAKING A RESERVATION:*brWork on the pool deck restoration project will begin on Monday, May 18. This initial phase will involve grinding off the old deck surface and completing any repairs needed in that section. During this time, the pool itself is expected to remain open; however, residents should anticipate loud noise and some dust associated with the grinding process. The initial phase will take 1-2. After the initial phase, the pool area will need to be shut down. Dates for the pool closure have not been determined at this time.brbrLocation! Location! Location! Duval Breeze offers the best location in town! Walking distance to restaurants, bars, and galleries and easy biking distance to the beaches!brbrEnjoy the great location of this beautiful 2 bedroom 2.5 bath vacation home in Key West located in the gated rooftop community of Duval Square on Duval Street, in the middle of the action.brbrSteps away from fantastic restaurants, nightlife, entertainment, bars, and shopping on Duval Street in Old Town Key West and a few blocks from the beach; leave the car keys with your luggage -- everything you want to do in Key West is in easy walking or biking distance. Close enough to the eclectic activity on Duval Street when you want it, far enough away for peace and solitude when you don't.brbrThis home is on 2 levels; the 1st floor offers an open floor plan with a well-stocked kitchen, spacious living room, dining room, half bath, and French doors that open out to your own private balcony. The 2nd floor offers 2 bedrooms, both with full bath en suite. The Master bedroom has a private balcony for sipping your morning coffee, contemplating on the day ahead of you -- or not thinking about anything other than the blue sky and warmth of the sun.brbrKey West is the place to visit the lively nightlife and relax in the historic charm, flamboyance, and conch-style architecture that early Bahamian settlers made famous. It embodies a clash of the past and the present, and every building (including this rental) in Key West reflects this eclectic ambiance!brbrAvantStay provides a personalized hospitality experience to elevate your stay. With our Concierge Service, guests have access to our tech-enabled services like fridge stocking, private chefs, massages, transportation, special occasion celebrations, baby gear rentals, ski gear, beach gear, and more. For anything you need, we’re at your fingertips!brbr*Home Truths:*br- This home has access to a shared pool.br- This home offers a sleeper sofa as an additional sleeping option.br- Unfortunately, pets are not allowed in this home. If undisclosed pets are brought into the home without AvantStay's approval there is a fine of $500 per pet.br- Any reservations 28 days or longer will require additional clean/cleans to be scheduled. Additional payment will be collected and the amount of cleans will depend on the length of your stay.br- All bookings 28 days or longer require a security deposit to be charged after booking.br- This home is on a monthly pest control schedule. The area of Key West is home to many insects such as termites, no-see-ums, and mosquitos. Pest control can not eliminate these insects during the swarming season. You may also encounter geckos, lizards, iguanas, frogs, and chickens during your stay in the area.br- Key West is a resort island where renovation of existing historic properties, new construction, and road repair sometimes occur without forewarning. AvantStay is not liable for any guest inconveniences caused due to construction in the area.br- Please note that max occupancy includes infants.br- Please be advised that documentation may be necessary for ESA/service animals to gain entry.brbrParking Details:brOne assigned parking in the garage.brbr---brbrThe room configuration is as follows:brbrPrimary Bedroom / King bedbrBedroom 2 / Queen bedbrSleeper sofabrbr---brbrThis is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs.brbrAs part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation. brbrEvents or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees. brbrThere is nothing more important to us at AvantStay than the health, safety, and experience of our guests & staff. We've enhanced our cleaning and sanitation protocols and are taking extra care to disinfect all surfaces between reservations with hospital-grade disinfecting solutions.brbrAs a reminder, we do work with 3rd party vendors to maintain the property, and although we adhere to the strictest CDC guidelines and advise all contractors to wear PPE equipment, we can not always enforce. We strongly advise guests to please deny access if any vendors fail to meet and adhere to these standards.brbrIDs will be requested for verification after booking. brbrWe report and prosecute all Credit Card Fraud.

Bed

Bath

Sleeps

$137.14

/ Nightly

Private Vacation Home

Casa Mamisa - 2 bedroom home in Old Town

Key West, Florida, United States

The two bedroom Casa Mamisa is your home away from home on a quiet lane just off of Duval Street. This peaceful space features thoughtful amenities and luxurious appointments - fabulous master suite with walk-in shower and patio, eco-friendly bath and cleaning products, cool AC, fast Wifi, and a conveniently stocked kitchen. At this beautiful space you are within a short walk to all of the best Key West attractions - restaurants, museums, shopping, beaches, bars, and other landmarks.brbrThe open layout kitchen and living area will be your happy place in Key West, with its plush sectional sofa and huge Smart TV. Down the hallway are two comfortable bedrooms - one with a queen bed and full bathroom nearby, and the master suite with a king bed and en-suite bathroom with walk-in shower. A cute backyard space with a porch swing and Weber grill is just off the master bedroom.

Bed

Bath

Sleeps

$195.1

/ Nightly

Private Vacation Home

Cottage by the Pool by AvantStay | w/ Balcony, BBQ & Shared Pool!

Key West, Florida, United States

*Please note that this home is available for 28+ night stays only.*brbrThis cozy 2 bedroom home is nestled in the center of the Key West Golf Club on a secluded lane. Cottage by the Pool is a monthly rental, perfect for a small family or a couple looking to truly enjoy the tropical island life that Key West offers.brbrUpon entering the home, the spacious open floor plan allows you to see straight through to the screened-in porch and lower garden area in the backyard. The first floor has a fully equipped kitchen and an intimate dining space with a high-top table and six chairs. There is a half bath and comfortable living room that flows off the dining area.brbrThe second floor’s master bedroom has a queen bed and a delightful balcony that sits in the treetops in the back of the home and overlooks the resort-style pool. Down the hall and passing a full bathroom is the second bedroom which has a queen sleeper sofa and its own private balcony as well, overlooking the front of the home.brbrAfter a day of fun-filled activities in and around Key West, you will be happy to come home and relax in your own private patio and garden space. Best of all, there is your own pebbled pathway that leads to a private entrance to the community pool.brbrBeing in the Golf Club Community has all the perks of living in Key West where you can take it easy, venture downtown to famous Duval Street, or stay in the neighborhood and live like a local. There are a few local favorites near you that you will not want to miss!brbrKey West is the place to visit the lively nightlife and relax in the historic charm, flamboyance, and conch-style architecture that early Bahamian settlers made famous. It embodies a clash of the past and the present, and every building (including this rental) in Key West reflects this eclectic ambiance!brbrAvantStay provides a personalized hospitality experience to elevate your stay. With our Concierge Service, guests have access to our tech-enabled services like fridge stocking, private chefs, massages, transportation, special occasion celebrations, baby gear rentals, ski gear, beach gear, and more. For anything you need, we’re at your fingertips!brbr*Home Truths:*br- Please note that all bookings 28 days or longer will require a security deposit of $2000 which will be collected after the booking has been made. Multiple months reservations might be subject to a higher security deposit fee.br- Any reservations 28 days or longer will require additional clean/cleans to be scheduled. Additional payment will be collected and the amount of cleans will depend on the length of your stay.br- This home has access to a shared pool.br- This home is part of a gated community.br- This home features a sleeper sofa.br- This home is on a monthly pest control schedule. The area of Key West is home to many insects such as termites, no-see-ums, and mosquitos. Pest control can not eliminate these insects during the swarming season. You may also encounter geckos, lizards, iguanas, frogs, and chickens during your stay in the area.br- Key West is a resort island where renovation of existing historic properties, new construction, and road repair sometimes occur without forewarning. AvantStay is not liable for any guest inconveniences caused due to construction in the area.br- Please note that max occupancy includes infants.br- Please be advised that documentation may be necessary for ESA/service animals to gain entry.brbrParking Details:brParking for two vehicles.brbr---brbrThe room configuration is as follows:brbrPrimary Bedroom / Queen bed w/ ensuitebrBedroom 2 / Sleeper sofabrbr---brbrThis is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs.brbrAs part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation. brbrEvents or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees. brbrThere is nothing more important to us at AvantStay than the health, safety, and experience of our guests & staff. We've enhanced our cleaning and sanitation protocols and are taking extra care to disinfect all surfaces between reservations with hospital-grade disinfecting solutions.brbrAs a reminder, we do work with 3rd party vendors to maintain the property, and although we adhere to the strictest CDC guidelines and advise all contractors to wear PPE equipment, we can not always enforce. We strongly advise guests to please deny access if any vendors fail to meet and adhere to these standards.brbrIDs will be requested for verification after booking. brbrWe report and prosecute all Credit Card Fraud.

Bed

Bath

Sleeps

$352.9

/ Nightly

Private Vacation Home

Casa de Rosalie by AvantStay | Great Location w/ Pool, BBQ & Outdoor Dining

Key West, Florida, United States

*2026 Historic Florida Keys Foundation Award for Preservation and Restoration.*brbr*Please note that this home is available for 28+ night stays only.*brbrBuilt-in 1889 with original Dade County Pine, history comes alive when you enter this luxurious private home. All at once you see the Victorian-era parlor and a gracious banister up to the second floor and can almost imagine a young sea captain coming home to his family. And now it’s your turn for your family to experience Casa de Rosalie, the perfect spot for a reunion vacation.brbrThe elegant and spacious living room has a large flat-screen TV and comfortable seating for everyone, including a soft leather queen sleeper sofa for extra guests. The spacious modern gourmet kitchen has everything needed for entertaining, including a dining table that seats eight and a kitchen counter with four stools.brbrA wall of three sets of French doors leads you to a spacious and very private yard, with multiple areas for relaxing in sun or shade. The private pool is 10’x20’ with heat in the cooler months. There's a gas grill or a cutting-edge Blackstone griddle to cook up some fresh fish or steaks for your family and guests. Enjoy your meal at the outdoor dining table under a gazebo that will seat eight.brbrA sumptuously appointed master bedroom with bath en-suite is conveniently located on the main level, with a queen-sized bed and flat-screen TV. Upstairs the luxury continues in the second bedroom with another queen bed and the third bedroom with two twin beds. The full bathroom with shower is in the hall, with direct access from both bedrooms.brbrThis classic Conch home is located across the street from Bayview Park, with tennis courts, playground, basketball court and community activities. It’s also a short walk to White Street for shopping at Fausto’s or to grab a Cuban sandwich at the famous Sandy’s. A few more blocks will find you at Duval Street for a myriad of possibilities. Adventure awaits!brbrKey West is the place to visit the lively nightlife and relax in the historic charm, flamboyance, and conch-style architecture that early Bahamian settlers made famous. It embodies a clash of the past and the present, and every building (including this rental) in Key West reflects this eclectic ambiance!brbrAvantStay provides a personalized hospitality experience to elevate your stay. With our Concierge Service, guests have access to our tech-enabled services like fridge stocking, private chefs, massages, transportation, special occasion celebrations, baby gear rentals, ski gear, beach gear, and more. For anything you need, we’re at your fingertips!brbr*Home Truths:*br- Please note that all bookings 28 days or longer will require a security deposit of $2000 which will be collected after the booking has been made. Multiple months reservations might be subject to a higher security deposit fee.br- Any reservations 28 days or longer will require additional clean/cleans to be scheduled. Additional payment will be collected and the amount of cleans will depend on the length of your stay.br- Pool heat is available for an additional fee but must be requested at least 48 hours before your stay.br- Pool heat is not available between 4/1 and 10/31.br- This home features a sleeper sofa.br- This home is on a monthly pest control schedule. The area of Key West is home to many insects such as termites, no-see-ums, and mosquitos. Pest control can not eliminate these insects during the swarming season. You may also encounter geckos, lizards, iguanas, frogs, and chickens during your stay in the area.br- Key West is a resort island where renovation of existing historic properties, new construction, and road repair sometimes occur without forewarning. AvantStay is not liable for any guest inconveniences caused due to construction in the area.br- Please note that max occupancy includes infants.br- Please be advised that documentation may be necessary for ESA/service animals to gain entry.brbrPets:br- This home allows pets for a fee. If undisclosed pets are brought into the home without AvantStay's approval there is a fine of $500 per pet. br- We LOVE pets, however- Certain breeds typically have to have an additional owner or HOA approval. If your pet falls under any typical breed restrictions (breed, size, weight) please let us know so that we can confirm!brbrParking Details:brOff-street parking for two vehicles.brbr---brbrThe room configuration is as follows:brbrPrimary Bedroom / Queen bed w/ ensuitebrBedroom 2 / Queen bedbrBedroom 3 / Two twin bedsbrSleeper sofabrbr---brbrThis is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs.brbrAs part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation. brbrEvents or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees. brbrThere is nothing more important to us at AvantStay than the health, safety, and experience of our guests & staff. We've enhanced our cleaning and sanitation protocols and are taking extra care to disinfect all surfaces between reservations with hospital-grade disinfecting solutions.brbrAs a reminder, we do work with 3rd party vendors to maintain the property, and although we adhere to the strictest CDC guidelines and advise all contractors to wear PPE equipment, we can not always enforce. We strongly advise guests to please deny access if any vendors fail to meet and adhere to these standards.brbrIDs will be requested for verification after booking. brbrWe report and prosecute all Credit Card Fraud.

Bed

Bath

Sleeps

$517.34

/ Nightly

Private Vacation Home

Easy Livin' by AvantStay | Key West Home w/ Pool & BBQ | Month Long Stays Only

Key West, Florida, United States

*Please note that this home is available for 28+ night stays only.*brbrCozy, but upscale, this charming vacation rental with a private pool and great outside space is guaranteed to make you feel right at home.brbrAt Easy Livin' the name says it all! This lovely private home with a saltwater pool is located in a secluded cul-de-sac in Truman Annex. Truman Annex is a gated community located in the historic Old Town neighborhood, in walking distance of anything you'll want to do during your visit. The formal entrance of this vacation rental home in Key West Florida hides the cozy, casual ambiance you feel as you walk through the house and out to the bricked yard with outdoor living space and a tranquil pool.brbrThis home was custom built by the owners with family gatherings in mind. The 3 bedrooms, sleeper sofa, and 4 baths can comfortably accommodate a group of 8. All rooms on the first level have French doors that open to the pool space and outdoor living/dining room.brbrThe kitchen is equipped to accommodate your most extravagant feast. There is a 37 HDTV in the living room and flat-screen TVs in the bedrooms, as well as WIFI for those who find it hard to leave the real world behind.brbrKey West is the place to visit the lively nightlife and relax in the historic charm, flamboyance, and conch-style architecture that early Bahamian settlers made famous. It embodies a clash of the past and the present, and every building (including this rental) in Key West reflects this eclectic ambiance!brbrExperience Key West, AvantStay style.brbrAvantStay provides a personalized hospitality experience to elevate your stay. With our Concierge Service, guests have access to our tech-enabled services like fridge stocking, private chefs, massages, transportation, special occasion celebrations, baby gear rentals, ski gear, beach gear, and more. For anything you need, we’re at your fingertips!brbr*Home Truths:*br- Pool heat is not available between 4/1 and 10/31.br- Pool heat is a paid feature and must be requested 48 hours before the day of check-in.br- Please note that the pool is a saltwater pool.br- This home also features a sleeper sofa.br- We allow service animals at this home. If undisclosed pets are brought into the home without AvantStay's approval there is a fine of $500 per pet.br- Any reservations 28 days or longer will require additional clean/cleans to be scheduled. Additional payment will be collected and the amount of cleans will depend on the length of your stay.br- All bookings 28 days or longer require a security deposit to be charged after booking.br- This home is on a monthly pest control schedule. The area of Key West is home to many insects such as termites, no-see-ums, and mosquitos. Pest control can not eliminate these insects during the swarming season. You may also encounter geckos, lizards, iguanas, frogs, and chickens during your stay in the area.br- Key West is a resort island where renovation of existing historic properties, new construction, and road repair sometimes occur without forewarning. AvantStay is not liable for any guest inconveniences caused due to construction in the area.br- Please note that max occupancy includes infants.br- Please be advised that documentation may be necessary for ESA/service animals to gain entry.brbrParking Details:br- One parking space per unit, no guest parking.br- No vehicle over 18’ long or 80” wide allowed.br- No large trucks, trailers, mobile homes, vans, campers or similar vehicles shall be parked in the Truman Annex.br- Motorcycles and scooters must be parked in the parking lot and not on sidewalks or porches.br- All vehicles parked within the community must either have a permanent parking sticker or a temporary parking pass (obtained at the Security Guardhouse).br- All others will be subject to ticketing and towing.brbr---brbrThe room configuration is as follows:brbrPrimary Bedroom / Queen bedbrBedroom 2 / Queen bedbrBedroom 3 / 2x twin bedsbrSleeper sofabrbr---brbrThis is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs.brbrAs part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation. brbrEvents or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees. brbrThere is nothing more important to us at AvantStay than the health, safety, and experience of our guests & staff. We've enhanced our cleaning and sanitation protocols and are taking extra care to disinfect all surfaces between reservations with hospital-grade disinfecting solutions.brbrAs a reminder, we do work with 3rd party vendors to maintain the property, and although we adhere to the strictest CDC guidelines and advise all contractors to wear PPE equipment, we can not always enforce. We strongly advise guests to please deny access if any vendors fail to meet and adhere to these standards.brbrIDs will be requested for verification after booking. brbrWe report and prosecute all Credit Card Fraud.

Bed

Bath

Sleeps

$2459.25

/ Nightly

Private Vacation Home

Takeover at the Grand Maloney

Key West, Florida, United States

Summary:brThe Grand Maloney Hotel is a boutique hotel located in the heart of downtown Key West. Our signature red brick, historical home on Caroline Street has been lovingly restored with a brand-new heated dipping pool on its private patio. With undeniable character, the two-story house stands out from the traditional cottages of Key West in the same way the Grand Maloney stands out from other boutique hotels in the area.brbrThe Space:brThis modern hotel boasts creative, interior design concepts and takes luxury living to a whole new level. Featuring a lobby, lounge, wrap-around balcony, private pool, patio and lounge chairs, the red brick home provides ample common space. The kitchen area encompasses two large refrigerator drawers, an Keurig coffee maker, sink and select glassware. Allow our team of guest experience managers to become your personal shoppers, coordinators and event planners!brbrThe entire house features 6 bedrooms and 6.5 bathrooms for up to 16 guests. Sleeping arrangements include 5 king beds and 2 queen beds and a queen size pullout couch. Each bedroom also features an attached full bathroom for privacy and space:brRoom 1: Queen over Queen Bunk BedsbrRoom 2: King bed with Queen pullout couchbrRoom 3: King bed in attached Carriage HousebrRoom 4: King bedbrRoom 5: King bedbrRoom 6: King bedbrbrYour next luxury getaway awaits!brbrGuest Access:brOur contactless check-in procedure makes check-in easy. Guests will receive a personalized access code prior to arrival and direct contact to a local guest experience manager for any questions, needs or recommendations during their stay.brbrThe Neighborhood:brPlaced perfectly between downtown and the Historic Seaport, enjoy walkable attractions like Fury Water Adventures for a day at sea, the Mel Fisher Maritime Museum for some Key West history and the famous Mallory Square for a Sunset Celebration. brbrHalf a block from Duval Street, the Grand Maloney Hotel is steps away from Key West's most famous bars and kitchens. Food is at your finger tips with local’s favorite restaurants, such as First Flight, Bagatelle and Two Friend’s Patio, less than a 5-minute walk from your front door. Got a sweet tooth Keep an eye out for Kermit’s Key Lime Pie Shoppe known for the best key lime pie in Key West. Or, grab some homemade fudge and candy from River Street Sweets.brbrForgot something or need a quick fix Shorty’s Market has your last minute necessities for your weekend getaway. Just 2 blocks away, you will also find Fausto’s Food Market with locally sourced groceries.brbrGetting Around:brThere are a variety of great ways to explore Key West whether it be by bicycle, pedi-cab, moke, scooter, golf cart, Uber, Taxi, or foot. Being in the heart of downtown Key West, many attractions are within walking distance. Feel free to ask us for recommendations!brbrThere is no on-site parking for this unit. You may utilize the brick pathway/driveway for bike parking ONLY. For overnight parking, here are some parking lots:br• 204 Simonton Street (This is the closest to your unit!)br• Caroline Street Outdoor Parking Lotbr• Park N Ride Old Town GaragebrbrStreet parking information:br• There are pay-to-park spots and meters, which are free from 12AM - 8AM, with a 3-day limit.br• The neighborhoods of Old Town offer some free parking spaces close to your unit, but be aware that many of the spots are marked “Residential” and visitors are NOT permitted to park in them.brbrOther Things to Note:br- Ask us about our other neighboring units for groups exceeding this guest count. br- Relax by the brand-new, heated pool in the back of the home!br- There is onsite laundry facilities. br- This is not a pet friendly hotel.br- For the purpose of creating a safe environment for our guests, the exterior of the building is monitored by security cameras.

Bed

Bath

Sleeps

$257.39

/ Nightly

Private Vacation Home

The oasis-waterfront house

Key West, Florida, United States

Relax with the whole family at this peaceful place to stay.You can dock your boat in front of the house and take it to see the surroundings like Marvin or Snipes key, which are 2 of our famous sandbars .Nearby there is tennis court, playground for kids and baby’s coffee shop and you are 15 min away from key west.

Bed

Bath

Sleeps

$394.5

/ Nightly

Private Vacation Home

Luxury Condo-FREE PARKING,WIFI,BIKES,BIG POOL,WALK TO RESTAURANTS, BEACH CHAIRS

Key West, Florida, United States

'TEE BY THE SEA' vacation rentalbr(we include 7 bikes, FREE PARKING AND WIFI free for our guests!!!)brbrWe're less then 1/2 mile outside of Key West and only 4 1/2 miles from Duval Street, located in Stock Island. We are 2 miles from the beach, 1 1/2 miles from the airport. Our condo is in a very nice gated community with only 52 units that boasts a beautiful heated pool, lush landscaped grounds, fitness center, and clubhouse. Our unit provides FREE covered parking too. We have trailer parking available whether its for your motorcycle, jet ski or boat (off property).brbrWe're across the street from the ONLY 18 hole championship public golf course in Key West. Golf club rental is available from the pro shop.brbrWe can accommodate your trailer by offering off site trailer parking (must inquire ahead with owner), safe and convenient. A full service marina and a public boat ramp is walking distance from my unit. So bring your boat or bring your motorcycle or jet ski because we can accommodate all of them.brbrWe are located right next to a CVS, Dion's convenience store, Beach Weekend - a Full service marina that offers boat rentals, bank with ATM, Jollys liquor store, FYT Gym offering day passes for Cardio, Yoga and Pilates classes is just across the street. We are walking distance to many restaurants that are favorites with the locals including Roostica Pizzeria with full bar, Hog Fish Bar/Grill on the water, Hurricane Hole Marina/Bar/Grill on the water, El Siboney, El Mochos Cuban Cafe, Tavern & Town Restaurant and Chicos Cantina. There is even a local French bakery walking distance from our place, Croissants de France Bakery. There is also our very own local seafood store, Fish Busters ,within walking distance to purchase fresh locally caught seafood of all kinds, spices and gourmet extras for your cooking/dining pleasure.brbrOur complex is located along the local city bus transit route which comes by every 1/2 hour, offers transit to all parts of Key West (old town, beaches, and new town) and is economically priced at $10 per person for a weekly pass. We are only a $20 uber drive to the downtown area.brbrWe are less than 2 miles from the beach, Publix, AMC movie theater, Outback, Subway, Ross and TJ Max . brbrDecorated in Key West style to give our guests the full impact of island living, we offer a home away from home with thoughtful touches.brbrOur condo offers 1100 sq. ft of spacious living plus two covered porches. It has 2 bedrooms upstairs, each with cathedral ceilings, queen bed, private bath with granite countertops, Smart T.V. with remote control, 500+ count cotton sheets and duvets with down comforters. We provide all of your linens and beach towels. There is also a full size front loading washer/dryer tucked away in the hall closet in between bedrooms. The kitchen has granite counter tops with stainless appliances and is fully stocked including a Keurig coffee maker. The living room has a queen sofa sleeper and a 42' SONY SMART LED TV. brWe also have board games too.brbrThe master bedroom and living room have double French doors that open up to a covered balcony with patio furniture and ceiling fan and light. Each patio offers decorative hooks to hang bathing suits and towels to air dry. The kitchen and living room are downstairs. Our dining table comfortably seats 6. brbrWe offer FREE WIFI (wireless internet). br brWe have an additional 370 sq. ft of covered storage area below our unit that has 6 bikes with 3 locks, 3 coolers, gas grill with cooking utensils, beach umbrella, beach chairs and tons of storage for any gear you may bring (golf clubs, fishing poles, baby stroller,etc...),keeping it out of the way but secured. brThere is a wonderful bike path located across the street that takes you right into Key West and all around our island, so a bike ride into town to sight see is a must. br brBaby furniture (crib, high chair, stroller, etc...) is available for rent with advance notice and the items will be set up waiting for you when you arrive. brbrMinimum age: 25 to rent property brbrKeywords: Vacation Key West, Vacation rental key West, Vacation Home Key West, Key West Vacation Home,Luxury Condo, Key West vacation rental, Florida Keys Vacation Rental, Key West condo, Vacation rental by owner, free covered parking, heated pool, fitness center, trailer parking, grill, spacious, Key West, concierge, discount coupons,restaurants, boating,kayak,jet ski, trailer parking.

Bed

Bath

Sleeps

$562.25

/ Nightly

Private Vacation Home

Key West Vintage Luxury Cottage on Duval w Pool

Key West, Florida, United States

Without a doubt, one of the rarest private Key West luxury cottage rentals available. Situated in one of the most requested locations in Old Town Key West, this luxury renovated turn-of-the-century Vintage Luxury Cottage vacation rental is hidden just off upper Duval Street in Old Town. Enter the gate from your private off-street parking place to a stunning large brick courtyard with private heated swimming pool.brbrThis elegant one bedroom private vacation home is completely renovated with style and flare. The living room has open beam ceilings and the cottage is decorated and appointed throughout with casual elegance. All rooms are tiled with beautiful muted tile. The stylized bathroom offers a double size shower, designer fixtures, and an elegant bowl vanity. The kitchen is a cooks dream -- all stainless steel appliances, granite counter tops, and even a professional wine cooler under the counter!! Very handy since you are right next to Grand Vin - a high end wine tasting shop.brbrFrom the living room, French doors open to a large porch with marble top table that will seat six. The porch even sports tailored privacy curtains that can be pulled at the guest's discretion. From the porch step onto the beautiful antique brick courtyard which has a captivating view of the pool. For our plant loving guests, courtyard sports a variety of lovely tropical flowers and trees. Indeed, you will probably spend most of your time pool side. Guests are also invited to use the pool and deck area to entertain small groups who may wish to visit them.brbrThe general graceful design and layout of the Vintage Luxury Cottage lends itself perfectly for versatile use. If you're looking for luxury cottage rentals, this could be the perfect place for you1 It is ideal for honeymoon or anniversary couple, a single who wants a private luxury retreat that is close to everything, or small family that want a private cottage just steps away from Duval Street convenience.brbrThe cottage has a king size bed in the bedroom and a Parisian style chaise for lounging. The living room has a full sleeper sofa for additional sleeping.brbrThe cottage has a full size (double bed) sleeper sofa. brbrNote: If you love this cottage but need to sleep more than 3 (or 4 maximum if two can sleep in a double bed), you can rent it with the two bedroom Caribbean Cottage. You can combine a rental of both cottages and sleep 8 - 10 by renting the Fantasy Resort Villa.brbrBedding Summary:brbrBedroom – King size bedbrLiving Room – 1 Full (double bed) sleeper sofabrAmenities: Champagne for the newly weds! Swimming pool (heat optional) with brick courtyard, garden and deck, large front porch, fenced yard, fully equipped cook's dream kitchen with all new stainless steel appliances, professional wine cellar, and granite counter tops. Central a/c, washer / dryer, Flat Screen cable TV, C/D player and stereo. Linens and towels provided.brbrActivities: Shopping, restaurants, nightlife, museums, sailing, boating, snorkeling, diving, theatre, night life, family activities. Everything is within walking distance. Cafe neighborhood features art galleries, wonderful eateries and internationally famous fine restaurants, coffee house, fine gift and clothing stores. Right out your gate find Grand Vin Wine Bar, where you’ll enjoy an extensive selection of wine by the glass and Flamingo Crossing, the award winning homemade ice cream store with some of the best ice cream you’ll ever eat. Only a short stroll away from the extremely popular Key West Butterfly & Nature Conservatory, The Southernmost Point and South Beach.brbrbrbrArea: Elegant Upper Duval St. - Close to the Southern Most Point of the United States A Best kept Key West Secret! You would never know this cottage is here from the street, yet Upper Duval Street with all its charm and splendor is just out the gate. This property truly lends itself to the adage location, location, location. From here you really never need to get in your car even through private parking is available. Enjoy walking or biking everywhere then return home for a dip in your pool.brbrRestrictions: Smoking permitted on outside porch and pool deck only. No pets, please. We do not accept guests less than 25 years of age unless accompanied by a family group or guardian.brThis elegant one bedroom private vacation home is completely renovated with style and flare. The living room has open beam ceilings and the cottage is decorated and appointed throughout with casual elegance. All rooms are tiled with beautiful muted tile. The stylized bathroom offers a double size shower, designer fixtures, and an elegant bowl vanity. The kitchen is a cooks dream -- all stainless steel appliances, granite counter tops, and even a professional wine cooler under the counter!! Very handy since you are right next to Grand Vin - a high end wine tasting shop.brbrFrom the living room, French doors open to a large porch with marble top table that will seat six. The porch even sports tailored privacy curtains that can be pulled at the guest's discretion. From the porch step onto the beautiful antique brick courtyard which has a captivating view of the pool. For our plant loving guests, courtyard sports a variety of lovely tropical flowers and trees. Indeed, you will probably spend most of your time pool side. Guests are also invited to use the pool and deck area to entertain small groups who may wish to visit them.brbrThe general graceful design and layout of the Vintage Luxury Cottage lends itself perfectly for versatile use. If you're looking for luxury cottage rentals, this could be the perfect place for you1 It is ideal for honeymoon or anniversary couple, a single who wants a private luxury retreat that is close to everything, or small family that want a private cottage just steps away from Duval Street convenience.brbrThe cottage has a king size bed in the bedroom and a Parisian style chaise for lounging. The living room has a full sleeper sofa for additional sleeping.brbrThe cottage has a full size (double bed) sleeper sofa. brbrNote: If you love this cottage but need to sleep more than 3 (or 4 maximum if two can sleep in a double bed), you can rent it with the two bedroom Caribbean Cottage. You can combine a rental of both cottages and sleep 8 - 10 by renting the Fantasy Resort Villa.brbrBedding Summary:brbrbrBedroom – King size bedbrbrLiving Room – 1 Full (double bed) sleeper sofabrbrbrAmenities: Champagne for the newly weds! Swimming pool (heat optional) with brick courtyard, garden and deck, large front porch, fenced yard, fully equipped cook's dream kitchen with all new stainless steel appliances, professional wine cellar, and granite counter tops. Central a/c, washer / dryer, Flat Screen cable TV, C/D player and stereo. Linens and towels provided.brbrActivities: Shopping, restaurants, nightlife, museums, sailing, boating, snorkeling, diving, theatre, night life, family activities. Everything is within walking distance. Cafe neighborhood features art galleries, wonderful eateries and internationally famous fine restaurants, coffee house, fine gift and clothing stores. Right out your gate find Grand Vin Wine Bar, where you'll enjoy an extensive selection of wine by the glass and Flamingo Crossing, the award winning homemade ice cream store with some of the best ice cream you'll ever eat. Only a short stroll away from the extremely popularKey West Butterfly & Nature Conservatory, The Southernmost Pointand South Beach.brbrArea: Elegant Upper Duval St. - Close to the Southern Most Point of the United States A Best kept Key West Secret! You would never know this cottage is here from the street, yet Upper Duval Street with all its charm and splendor is just out the gate. This property truly lends itself to the adage location, location, location. From here you really never need to get in your car even through private parking is available. Enjoy walking or biking everywhere then return home for a dip in your pool.brbrPAYMENT: Payment for the rental will be processed outside of VRBO according to the terms of your rental agreement (sent for review upon reservation). Payments by credit card are subject to an additional 2.95% merchant processing fee.brbrRestrictions: Smoking permitted on outside porch and pool deck only. No pets, please. We do not accept guests less than 25 years of age unless accompanied by a family group or guardian.brPARKING: There is off-street parking for ONE vehicle only at the Vintage Luxury Cottage. The driveway is to the right of the Grand Vin and your spot is on the right side of the driveway. The gate to access the property is at the front of the driveway.brbrParking is challenging in Old Town Key West and parking meters and parking lots are relatively expensive. Since this part of the island was developed before there were cars, this should be expected. It is best to park your car, remove your valuables, lock it, and forget about it when you are here. Enjoy your location and walk or bike everywhere if possible.

1

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1

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4

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