Vacation Rentals By Owner In Key West, FL

*Please note that this home is available for 28+ night stays only.*brbrLocated in the Sanctuary of the gated community in the Key West Golf Club, this spacious single-family home welcomes you to the laid-back island life with the ease of everything on one floor. You and your guests will enjoy being close to the best that Key West has to offer, yet far enough away to relax and unwind in this quiet community.brbrThe spacious and well-equipped kitchen at Place to Relax has everything you need to prepare and enjoy your meals in the open dining area. This home-away-from-home offers three comfy bedrooms (a king, queen, and twin beds) making it comfortable for up to six guests.brbrThe back bedroom with king bed has its own en suite bathroom. The French doors from this bedroom open up to the backyard. The two front bedrooms with queen and two twin beds share the second full bathroom. This property is one level making it easy for a family with small children or families traveling with a senior family member to get around.brbrA special feature at Place to Relax is the large back patio with a BBQ grill and plenty of space for entertaining just overlooking the golf course. Guests also have access to a beautiful lagoon-style pool and 24-hour gym. Private parking is conveniently located under the adjacent car-port.brbrPlace to Relax is perfect for family getaways. The property is a monthly rental and has everything that you and your family need to enjoy time together in paradise. Just a few miles to Smather's Beach and downtown Duval Street where you will enjoy all the local attractions, restaurants, shops and more.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- Unfortunately, pets are not allowed 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:brSpace for two cars to park.brbr---brbrThe room configuration is as follows:brbrPrimary Bedroom / King bed brBedroom 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.

Place to Relax by AvantStay | Shared Pool | 3 Miles to Smather's Beach

Key West, Florida, United States

Bed

Bath

Sleeps

$301.09

*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.brbrLocated at the Shipyard Condominiums downtown Key West, this first floor, 2 bedroom, 1 bathroom home has been lovingly cared for by the owners. The living and dining area opens to a large wooden deck in the backyard to relax and soak up the sun in privacy.brbrThe master bedroom has a queen-size bed. The second bedroom has 2 twins. The bathroom is conveniently located in the hallway between the two. A well-equipped kitchen makes any meal you prepare a breeze.brbrKey West Charming offers the benefit of a great downtown location, within walking distance to all the sights and attractions including Fort Zachary Taylor State Park with one of the nicest beaches on our island. The property is just minutes from Duval Street with restaurants, bars, galleries, tourist attractions, and Sunset Celebration at Mallory Square.brbrRide your bike or walk through the beautiful Truman Annex. Play all day out and around town or soak up the afternoon sun at the community swimming pool. Perfect for a couple or a small family.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 part of a gated community.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- 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- 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 / Queen 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. 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.

Communal Pool | Gated Community | Month-Long Stays | Key West Charming

Key West, Florida, United States

Bed

Bath

Sleeps

$302.31

*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.brbrWelcome to Old Town Key West! This sunny and spacious second floor condominium is one of only three OVERSIZED Shipyard units that have an expanded floor plan and two large covered balconies. brbrShipyard Treasure is perfectly located a short distance to Key West’s most beautiful beach at Fort Zachary State Park. This modern, and quiet condo is located in Key West’s Historic District. It is less than a block from the famous Green Parrot Bar and only two blocks from Duval Street. The Hemingway House, Truman Waterfront Park, Blue Haven, Truman Little White House, countless Watersport adventures and Mallory Square are all just a short walk or bike ride from this lovely second story unit. brbrOur shaded and oversized front balcony is perfect for people watching or viewing one of Key West’s fantastic parades. The back balcony is ideal to sit and enjoy a quiet cup of coffee or a perfect margarita. Both bedrooms have French doors that open onto the front balcony, and the living area has two more sets of French doors that flood the home with natural light.brbrThis spotless and bright condo was recently renovated and has bamboo floors throughout the living area and ceramic tile in the nicely updated bathroom. The fully equipped remodeled kitchen area is open, sunny and well appointed with new stainless appliances, off-white granite countertops and cheerful blue tile. Central air conditioning, high speed internet and a washer/dryer make this condominium comfortable and convenient for our guests.brbrPrivacy, security, peace and quiet are provided with every window and door being impact rated. This contemporary condo is perfect for the solo traveler, a couple, family of four or a small group of friends. It has everything you would need to help make Key West feel like your second home.brbrOur condominium neighborhood has beautiful landscaping, white picket fences and palm-tree shaded paths that lead to our community pool. There is one designated parking spot assigned to this rental. If you're looking for the perfect place to relax, have fun, experience unique adventures and enjoy paradise you have found it at Shipyard Treasure.brbr*Home Truths:*br- This unit is located on the upper floor.br- This home has access to a shared pool.br- This home 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 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 / 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.

Pool, Near Duval St, Gated Community | Month Long Stays | Shipyard Treasure

Key West, Florida, United States

Bed

Bath

4

Sleeps

$209.27

*Please note that this home is available for 28+ night stays only.*brbrThis two-bedroom, two-bath condominium is located oceanfront in a gated community with a direct view of the Atlantic Ocean. Enjoy amazing views from this waterfront condo of the sparkling blue waters from your private balcony while relaxing in the tropical breezes and sipping a margarita. Put your feet up and know this is the vacation home you have been looking for.brbrWhen you enter this waterfront condo, you will find a fully equipped kitchen with everything you need to cook up your fresh catch, dine in the dining area, and relax in the spacious living room that opens to a private balcony with those unlimited ocean views. Pictures do not begin to tell the story of Dune Wind South, this beautifully renovated end unit located in La Brisa Condominiums. Enjoy sunrise ocean views from the large balcony while enjoying morning coffee.brbrComplete with two spacious bedrooms, each with its own full bathroom. A large walk-in closet is great for long stays in your new home-away-from-home, along with ample storage space for all of your necessities. Marble floors are throughout the main living areas, including the balcony and bathrooms. The fully renovated designer kitchen is complete with marble counters, stainless steel appliances, and a temperature-controlled red wine fridge.brbrDune Wind South evokes luxury style living in the heart of offbeat Key West, offering the best of both worlds. Enjoy walking on Smathers Beach every morning, right across the street from your luxurious condo. Perfect for couples looking to spend a much-needed stay in paradise with the option of having a guest bedroom available for visitors.brbrLa Brisa offers your own covered parking space with additional guest parking. A secure gated building, tennis courts, pool, Jacuzzi, clubhouse, and BBQ picnic areas are among the common grounds.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 & hot tub.br- This home 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- 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.br- The elevator is currently out of order. At this time, there is no estimated timeframe for when it will be operational.brbrParking Details:br- 1 covered parking spacebr- All vehicles permitted to park within the La Brisa Community must not be over 20 feet in length, including any attachments to the vehicle, not over 8 feet in width, and not over 7.5 feet in overall height.br- Trailers, boats, jet skis, and boat trailers, with or without boats or jet skis, are not permitted in the La Brisa Community.br- Kayaks, canoes, and paddleboards are permitted but must be kept on top of the vehicle at all times.br- Unauthorized vehicles will be towed at the owner or operator's expensebrbr---brbrThe room configuration is as follows:brbrPrimary Bedroom / King bed brBedroom 2 / 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.

Dune Wind South by AvantStay | Gated Community | Close to Beach

Key West, Florida, United States

Bed

Bath

Sleeps

$368.36

*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.brbrThis cozy and charming vacation rental in Truman Annex is guaranteed to make you feel right at home.brbrA beautiful 2 bedroom, 2 bath ground level condo located in the gated Shipyard Condominium area of the prestigious Truman Annex community. You will find everything here you want to make your Key West vacation spot a home away from home and more.brbrBeach House Condo has the perfect back deck to sip a cafe con leche in the morning or read a book in the afternoon. The property has an open floor plan with a fully equipped kitchen that allows the cook to remain in the gathering, a dining area with seating for 4 and a comfortable living room that opens to the large private deck. The bright and cheerful master bedroom suite has a queen-size bed and private bathroom while the second bedroom has two twin beds and a bathroom just outside the door.brbrThe shared swimming pool is steps away from the property, the perfect place to sun, relax, enjoy a good book or cool down after a busy day enjoying the sights of Key West. Reserved parking and WIFI complete the amenity package for this property.brbrTruman Annex is a secure gated community in the midst of historic Old Town Key West, one of the most requested locations for travelers to Key West. Located at the entrance to Fort Zachary Taylor State Park with one of our finest beaches and only 2 blocks from infamous Duval Street with shops, galleries, bars and restaurants from the Gulf of Mexico to the Atlantic Ocean, this spot is the ideal beach rental in the Florida Keys. Walk to Truman's Little White House, the Hemingway House, Lighthouse Museum or the Sunset Celebration at Mallory Square. Everything is within easy reach; you'll never want to leave.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.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 / Queen 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.

Condo

Beach House Condo | Pool Access, Gated Community, Top Location| Month Long Stays

Key West, Florida, United States

Bed

Bath

Sleeps

$172.49

*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.

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

Key West, Florida, United States

Bed

Bath

Sleeps

$331.96

*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.

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

Key West, Florida, United States

Bed

Bath

Sleeps

$319.19

*Please note that this home is available for 28+ night stays only.*brbrEnjoy a carefree vacation in a 2 bedroom 1.5 bath, 2-story townhome, located on Southard Court in the Truman Annex, downtown Key West. This home is situated right in front of the community pool.brbrThe first floor has an open floor plan with a full kitchen, dining area, and living area which opens to a beautiful backyard patio. There is also a half bath on the first floor. French doors from the living room open to the back deck with grill and exit gate right onto Thomas Street, giving easy access to and from downtown. This townhome is conveniently located poolside and just a short walk to the many restaurants, attractions, and shopping that Old Town Key West has to offer.brbrThe second floor has two bedrooms and a full bathroom. One bedroom has a queen bed and the second guest bedroom has two twin beds. The sofa in the living room pulls out into a queen.brbrLinger Longer is a great place to get away from it all and enjoy our tropical climate, exploring the tiny lanes and exotic byways that make Key West famous.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- 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 bed brBedroom 2 / 2 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.

Linger Longer | Near Key West, Gated Community, Shared Pool | Month-Long Stays

Key West, Florida, United States

Bed

Bath

Sleeps

$300.85

*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.brbrUnbeatable location at a great price! The Parrot Perch is in the gated Shipyard Community of the prestigious Truman Annex. You’ll find being part of “Old Town” Key West will make your vacation special, only a block to the infamous Green Parrot bar, a few blocks to Mallory Square to catch the nightly sunset or a short walk to one of the nicest beaches on the island -- yet still in a secluded, quiet community.brbrThis vacation rental is a second-floor 2 bedroom 2 bathroom condo with a balcony off the living room offering a view of the neighborhood. Feel immediately relaxed in the soft blues of the living room with a queen sleeper adding flexible accommodations for a group of 5. The inviting master bedroom has a queen bed with bathroom en-suite and the guest bedroom comes with twin beds that can be converted to a king.brbrThe gleaming white kitchen is well equipped to prepare culinary delights when you're not sampling the many amazing restaurants on the island. Just two short blocks to Duval Street, you're in walking and biking distance to shopping, restaurants, and entertainment, Fort Zachary Taylor State Park, and all the attractions of 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!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- This home also features a sleeper sofa.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 / Queen bed brBedroom 2 / Two twin bedsbrQueen 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.

Parrot Perch by AvantStay | Old Town Key West w/ Shared Pool | Month-Long Stays

Key West, Florida, United States

Bed

Bath

Sleeps

$344.66

*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.brbrThis spacious 3-bedroom apartment is located in Shipyard of Truman Annex, one of the most desirable Key West communities, close to Blue Heaven and Santiago's Bodega, one of Key West's most popular restaurants.brbrBeautiful and spacious Shipyard condo, Key West Casa is one of only a few 3 bedroom 2 bath condos in the Shipyard complex. This great rental property is located in the prestigious Truman Annex community just 2 blocks from famous Duval Street and within walking distance to shopping, restaurants, and attractions that make Key West the perfect tropical vacation.brYou enter into the newly renovated kitchen with granite countertops and fully stocked from cookware to dishes. The downstairs bedroom is just to your left and offers 2 twin beds. The living room is comfortable and welcoming, and French doors open onto the back porch. There’s also a full bath downstairs.brbrUpstairs you will find spacious bedrooms, the front-facing bedroom has a queen bed and the rear-facing bedroom offers a queen bed and another set of French doors that open onto a balcony that overlooks the backyard.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 is a two-story condo.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 / Queen bed brBedroom 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.

Apartment

Key West Casa | Pool Access | BBQ & Patio | Near Duval Street | Month-Long Stays

Key West, Florida, United States

Bed

Bath

Sleeps

$417.8

*Please note that this home is available for 28+ night stays only.*brbr“Amazingly Perfect!” That is how one of our delighted guests reviewed Southard Getaway and we’re sure you’ll agree. Imagine arriving in Key West to this beach-like home within walking distance of all that Key West has to offer.brbrLocated in the exclusive gated community of the Truman Annex, this tropical gem is decorated in hues of blue and green that remind you of the ocean. Fort Zachary Taylor Beach is only a short bike ride away.brbrSouthard Getaway is a 2-bedroom, 1.5-bathroom, 2-story townhome with upper and lower decks. Two queen bedrooms upstairs with a full bath between each, open to their own shaded decks to sit, relax, and while away the hours. Enjoy a meal out back on your private patio or take a dip in the sparkling community pool. Furnished with a full kitchen, washer/dryer, and your own convenient parking spot, and the excitement of Mallory Square and Duval Street a mere two blocks away - this truly is 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!brbr*Home Truths:*br- Smoking is not allowed anywhere on the premises. 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 max occupancy includes infants.br- Please be advised that documentation may be necessary for ESA/service animals to gain entry.brbrParking Details:brParking for one vehicle.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 / 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.

Southard Getaway | Covered Patio, Great Location, Shared Pool | Month Long Stays

Key West, Florida, United States

Bed

Bath

Sleeps

$189.77

*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.

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

Key West, Florida, United States

Bed

Bath

Sleeps

$480.13

*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.

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

Key West, Florida, United States

Bed

Bath

Sleeps

$733.53

*Prior to booking, please note:*brThe building is currently undergoing an exterior spalling project, which may result in construction noise and occasional elevator closures. The stairwell remains open, and the property is located on the second floor. Work is scheduled Monday through Saturday from 8:00 AM to 5:00 PM.brbr*Please note that this home is available for 3+ night stays only.*brbrEnjoy spectacular ocean views from this lovely rental!brbrThis two-bedroom, two-bath condominium is located oceanfront in a gated community with a direct view of the Atlantic Ocean. Enjoy amazing views from this waterfront rental condo of sparkling blue-green waters from your private balcony while relaxing in the tropical breezes and sipping a margarita. Put your feet up and know this is the vacation you have been looking for.brbrWhen you enter this waterfront rental condo, you will find a fully equipped kitchen with everything you need to cook up your fresh catch, a dining area, and a spacious living room that opens to a private balcony with those unlimited ocean views. The master bedroom has a comfortable queen size bed with a full bathroom en-suite and entry to the private balcony. The second bedroom has two twin-size beds that can be converted to a king and an additional full bathroom just around the corner.brbrWander across the street to the beach, rent umbrellas and chairs, relax, and soak up some Key West sunshine, or if the activity is what you have in mind rent kayaks, paddle boards, and sailboats along Smather's beach. You can even enjoy a snow cone after playing volleyball at one of the many food trucks.brbrThe community of La Brisa features a sparkling community swimming pool, hot tub, and tennis courts/pickleball courts.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 for the maximum occupancy of 6. The maximum occupancy is strictly enforced.br- Please note that max occupancy includes infants.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 be advised that documentation may be necessary for ESA/service animals to gain entry.brbrParking Details:br- 1 covered parking spacebr- All vehicles permitted to park within the La Brisa Community must not be over 20 feet in length, including any attachments to the vehicle, not over 8 feet in width, and not over 7.5 feet in overall height.br- Trailers, boats, jet skis, and boat trailers, with or without boats or jet skis, are not permitted in the La Brisa Community.br- Kayaks, canoes, and paddleboards are permitted but must be kept on top of the vehicle at all times.br- Unauthorized vehicles will be towed at the owner or operator's expensebrbr---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 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.

Brisa Del Mar by AvantStay | Communal Pool | Gated Community | Ocean Front

Key West, Florida, United States

Bed

Bath

Sleeps

$264.64

*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.

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

Key West, Florida, United States

Bed

Bath

Sleeps

$226.36

*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.

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

Key West, Florida, United States

Bed

Bath

Sleeps

$215.2

*Please note that this home is available for 28+ night stays only.*brbrYour perfect escape to Key West awaits you in the Land of Love.brbrNestled on a desirable Historic street in Old Town Key West, this two-story private home is a special hidden gem. The property sits in a gated compound with a shared pool and a private patio area with a table and grill. This two-story home is able to accommodate dogs under 50lbs.brbrThe first floor of the home is an open floor plan with living, dining, kitchen, and a half bath. A spiral staircase leads to the second floor where you will find two bedrooms and one full bathroom.brbrThis property is for those who are extremely laid back and want to enjoy all that Key West has to offer including dining out at all the fabulous restaurants or eating take-out by the pool.brbrWhile the Kitchen is equipped with a cooktop for lite meals, there is no oven or dishwasher at the property.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 and is part of a gated community.br- This home features a sleeper sofa for additional sleeping options.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!brbr---brbrThe room configuration is as follows:brbrPrimary Bedroom / Queen bed brBedroom 2 / Full 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.

Land Of Love by AvantStay | Pets Allowed! Shared Pool! Great Location!

Key West, Florida, United States

Bed

Bath

4

Sleeps

$272.01

A taste of the tropics awaits at this gorgeous 3-bedroom, 2.5-bath vacation rental! Make a splash off the dock, soak in the swim spa, or explore on your time via the provided bikes and kayaks. Inside, discover space for the whole family, along with furnishings freshly renovated in 2021. When adventure calls, choose to visit local beaches, wander Old Town, or launch a boat into the Gulf of Mexico. Come home to a refreshing rinse in the outdoor shower and a waterfront sunset on the rooftop deck.brbr-- THE PROPERTY --brbrRooftop Deck | Canal-Side Views | Boat Launch Nearby | New Modern Appliances | Kayaks & Bikes ProvidedbrbrBedroom 1: Queen Bed | Bedroom 2: Twin Daybed w/ Twin Trundle | Bedroom 3: Twin Daybed w/ Twin Trundle | Living Room: Queen Sleeper Sofa, Twin Sleeper SofabrbrINDOOR FEATURES: Newly renovated in 2021, 4 Smart TVs, remote workspace, dining table, ceiling fans, tropical-themed decorbrOUTDOOR AMENITIES: Multi-level deck w/ seating, tropical hut, waterfront seating & dining, gas grill (propane provided), private swim spa (no heat), cornhole set, swing chair, outdoor shower, boat dock (up to 24' boats, bring your own ties & bumpers), 3 adult-size kayaks, 1 child-size kayak, 3 adult-size bikesbrKITCHEN: Cooking basics, 4-burner range, microwave, dishwasher, spices, dishware & flatware, toaster, tea kettle, drip/Keurig coffee maker, blenderbrGENERAL: Free WiFi, washer/dryer, towels/linens, complimentary toiletries, hair dryer, iron/board, beach towels & chairs, central air conditioningbrFAQ: Access only by stairsbrPARKING: Driveway (2 vehicles)brbr-- THE LOCATION --brbrON-SITE FUN: Swimming, boating, fishing, kayaking, bike riding, wildlife viewingbrTHE BEST OF KEY WEST (~10-15 miles): Key West Lighthouse, The Hemingway Museum, Southernmost Point of the Continental USA, The Key West Butterfly & Nature Conservatory, Florida Keys Eco-Discovery Center, The Key West Amphitheater, Truman Little White House, Key West Shipwreck Museum, Mel Fisher Maritime Museum, Audubon House & Tropical Gardens, Fort Zachary Taylor State Historic ParkbrBEACH DAYS: Sugarloaf Beach (6 miles), Boca Chica Beach Park (7 miles), Smathers Beach (13 miles), Higgs Beach (15 miles), Fort Zachary Taylor Historic State Park Beach (16 miles)brAIRPORT: Key West International Airport (13 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smoking br- No pets allowedbr- No events, parties, or large gatherings br- Must be at least 25 years old to bookbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: The property requires stairs to accessbr- NOTE: The swim spa does not have heat

Waterfront Key West Oasis w/ Float Dock!

Key West, Florida, United States

3

Bed

Bath

8

Sleeps

$332.86

Beautiful 1st floor queen room just off the pool for easy access...brbrDELIGHT IN OLD WORLD ALLURE...brBask in the charming ambience of the adults-only Scarlet Mango Inn which houses 6 unique rooms. Built during the Lincoln Era, this architectural gem is a destination to Key West classic Bahamian-style design. Originally a Conch Republic estate, this dream retreat embraces and soothes you with upper and lower wrap-around porches under a tin roof, Dade County pine floors, crown moldings, and Old World craftsmanship. This grand mansion begs for your company with a frosty beverage in hand and a balmy breeze to carry away your troubles. Sitting under a wild orchid tree on Southard Street, you are a stone's throw from the magic and excitement of Duval and the historic seaport. Slip on your comfiest flip flops and ease on down to fabulous dining, boutiques and galleries. A contactless check in/out process with a virtual innkeeper allows for a seamless experience!br***All guests must be 18 years of age or older as this is an adult only property AND the primary renter must be 25 years of age or older.br***There is no complimentary breakfast however we provide light snacks for your enjoyment in the common areas. brbrDETAILS AND AMENITIES...brYour serenity begins as you pass through the white picket gate and step foot on the lush grounds of this vibrant and picturesque estate.Take a break from reality out on the front porch as you soak up gorgeous tropical views. A blend of coastal decor and tropical-chic accoutrements captivate your bohemian soul and beckon you inside the front door. As you enter, take a cool respite in the parlor that offers plush seating, a Keurig machine, unlimited coffee k-cups, microwave, ice machine, and a filtered water cooler. Read your favorite novel by the light of tropical sunshine or turn on cozy lamps when the sun sets. A wall-mounted TV offers an alternative diversion while you are waiting for your night out on the town. You will also find extra towels and an area for storing luggage during your arrival or departure. A lovely, small powder room is located at the base of the stairs for your comfort and convenience. brbrSLEEPING ARRANGEMENTS...brJust off the pool area downstairs resides the coziest of our rooms, with a luxurious queen bed, wall-mounted TV, and storage cabinet. The PRIVATE bathroom is outfitted with a quartz sink countertop, toilet and glass-door shower. This quaint retreat has all the essentials for rest and relaxation while you are on island time. Enjoy a Keurig machine for your morning cup of coffee to start the day as well as a mini fridge for all of your essentials.brbrOUTDOOR LIVING...brThe exquisite upper balcony and lower porch overlook a large, sparkling pool (heated in winter months) and beautifully landscaped garden deck. Wash your cares away with a swim and enjoy a fruit-infused cocktail in your deck lounger. Discover your zen amid the lush vegetation and cool island breezes. brbrPARKING...brThere is street parking only. You may park on the street in spaces not marked as residential. There are several non-residential spaces in the surrounding area, and also a pay lot less than 2 blocks away, but you can usually find something on the street.brbrPETS...brThis is not a pet-friendly inn.brbrDISTANCES TO BEACHES...brSimonton Beach is 0.7 milesbrFort Zachary Taylor Beach is 1.2 milesbrSouth Beach is 0.9 milesbrHiggs Beach is 1.2 milesbrSmathers Beach is 2.7 miles brbrCancellations requested at least 30 days prior to arrival receive a full refund.brCancellations requested at least 14 days prior to arrival receive a 50% refund.brbrNO BETTER TIME THAN NOW...

Guest House

GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!

Key West, Florida, United States

Bed

Bath