Home Vacation Home Rentals By Owner In Key West, FL

Showing 180 Of 878 Vacation Rentals
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Exceptional(162)

$438.57

/ Nightly
Private Vacation Home

STARFISH - SUNNY TOWNHOME in QUIET TRUMAN ANNEX TWO BLOCKS FROM DUVAL ST.

Key West, Florida, United States

Note: In 2026, bookings will require a minimum stay of 28 nights.brbr2 EVENT SPECIAL: Starting on Friday, October 16, 2026, the first day of FANTASY FEST WEEK and ending on Friday, November 13, 2026 right after POWER BOAT RACE WEEK. A total of 28 nights. There is some wiggle room if you need to adjust the dates. These are 2 of the most popular events in KW and you'll find the rate to be very reasonable.brbrbrIt's all about LOCATION! This charming, sunny, end unit townhome, located in quiet Truman Annex, is within walking distance to the best of Key West. Just two blocks to Duval St., a popular street for restaurants, entertainment and shopping. Grab your camera and walk only 2.5 blocks to Mallory Square and the nightly 'Sunset Celebration'. You are also close to the best beach in Key West at Fort Zachary State Park. The beach offers bathrooms, showers, a large concession area, chairs and umbrellas, snorkeling, shade trees, picnic tables, grills and a fort to explore. A great way to see the island is by bike and you can rent them one block away. Scooters and electric carts are also available. brbrThe first floor of our townhome has a welcoming open floor plan with two sets of French doors leading out to a private deck with tropical landscaping and a grill. The newly renovated, fully equipped kitchen has granite counter tops and stainless steel appliances. You will love the Caribbean style plantation shutters throughout the home. The shared pool with lounge chairs is right outside the back gate. brbrThe second floor offers two bedrooms with queen size beds and two, newly renovated full bathrooms. Each bedroom has vaulted ceilings, big closets and a set of French doors leading out to covered balconies. And, there is a convenient washer and dryer on this floor.brbrEnjoy additional amenities such as smart TV's in every room, free WIFI, ceiling fans throughout including the back deck. You have a reserved, covered parking space steps from the front door. We also have a stack of beach towels and beach bag for you to use. Make sure to check out the 'Starfish' Binder full of activity ideas, restaurant menus and helpful hints.brbrNow this is vacation!
Bed 2

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Bath 2

Bath

Sleep 4

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Exceptional(1)

$308.39

/ Nightly
Private Vacation Home

HERE COMES THE SUN ~ 2 BR, 2 Ba Casa Marina Home with Pool!

Key West, Florida, United States

CLASSIC CHARMER...brSome of the best things come in small packages and this conch cutie is no exception. Nestled in the exclusive Casa Marina district, you will delight in this serene neighborhood that's close to the Atlantic Ocean, beach front restaurants, the south end of Duval Street and the White Street gallery and shopping area. The perfect fusion of economy and island dazzle!br***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEbrbrDETAILS AND AMENITIES...brSip your morning beverage on the classic front porch and imagine the day's adventure ahead. In this prime location, you'll enjoy the serenity of this tranquil residence while you are an arm's length from all the exuberance of Key West fun. Take refuge inside after a day in the sun with a bright, open Great Room that invites restful repose and lively connection with loved ones. This cozy space is perfect for indulging in your favorite TV shows and fashioning cocktails and culinary creations in your modern, well-stocked kitchen with stainless appliances. An ample laundry room sits just off the kitchen for your convenience. brbrSLEEPING ARRANGEMENTS...brWhen you've exhausted your day with the outdoor magic of the island, lay your weary body down in bedded bliss. The primary bedroom features a plush king bed with an en suite bathroom with a shower. The other room offers two twins that can be converted to a king upon request. Both rooms come with wall-mounted TVs for your enjoyment. An additional bathroom lies off the Great Room area with a shower/tub combination. brbrOUTDOOR LIVING...brSatisfy your traveler's soul with a pool that comes heated in the cooler months and can be chilled upon request. The pool deck provides the ultimate zen. Beautiful tropical foliage shades and surrounds your sparkling watering hole, equipped with loungers, chairs and a cushioned outdoor couch. Dine al fresco at the outdoor table and chairs while your fresh catch is cooking on the electric grill. brbrPARKING...brThere are 2 parking spaces available for this home.brbrPETS...brPets are considered at this home and a pet fee is required. Please either inquire prior to booking, or make sure to check the box that you are bringing a pet when booking, AND include size, breed, and age of the pet in Comments/Special Requests.brbrMULTI MONTH RESERVATIONS... brFor monthly reservations, the following fees will be added PER MONTH: brMid-stay cleanbrPool/hot tub heating fee (if applicable)brPet fee (if applicable)brbrBOOKING DATES...brThis home is only available as a monthly rental (28 night minimum). We prefer to book by the calendar month (first day of the month to the last). We may consider alternate dates if the calendar allows or if the owner will make an exception.brbrCONCIERGE SERVICES...brEnjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival!brbrCANCELLATION...brBookings canceled at least 90 days before the start of stay will receive a 100% refund. brbrCancellations inside of 90 days may receive a refund if we are able to re-rent any or all of the dates of the stay. The refund amount is dependent upon the rate of the new reservation. For multi-month reservations for January through March, a refund will only be offered in the event we are able to re-rent. The refund amount is dependent upon the rate of the new reservation(s).brbrCOME PLAY IN PARADISE...
Bed 2

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Bath 2

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Sleep 6

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Exceptional(13)

$380.33

/ Nightly
Private Vacation Home

Romantic Retreat - 2 person K Suite, Pvt deck/Spa!

Key West, Florida, United States

Romantic Retreat is an Historic, free standing cottage which, in the 1800`s, was the cistern for the Cigar Maker cottages here. It is decorated in a light Caribbean motif, efficiency kitchen (frig, microwave, hot plate) and a very airy bathroom with tub/shower. King memory foam bed and sleeps 2 persons only. 32” Smart TV. Bose Bluetooth speaker, Amazon Alexa provided. A private adjacent deck with a 2 person Solana spa/seating. Also handicapped accessible.brbrHistoric Romantic Retreat dates back to the 1880`s when this building was used as a cistern. Over the years, a building was added on top of the cistern when rainwater was no longer collected from the gutters. It has been totally renovated with vaulted ceilings throughout. Painted in a light tropical blue with fish and aquatic art by Carrol Swayze, this delightful private unit is next to the pool. An under counter refrigerator, toaster/oven, blender, perfect for light meals. There is also a Weber grill by the pool for your use. A covered veranda at the rear of the pool is perfect for a game or lunch under the fan. Cooled with ceiling fans/Mitsubishi split units for cooling and heat, plantation shutters will remind you you are on a tropical Island. It also has a Bose Bluetooth speaker and a large Alexa for your favorite music or answer to questions. Use of 2 heated pools, the Family pool or the Adult’s Only pool across the street at 915 Center St. There are also 2 W/D’s for your use after 5 pm when housekeeping is finished. Pool towels are provided and you will receive daily housekeeping.brbrYou have a private deck with table, chairs, love seat. You have access to 2 heated shared pools and the grounds.brbrHousekeeping and groundsman/maintenance are on the property daily from 9 - 5pm daily and you receive daily maid service.brbrQuiet vacation rental neighborhood. Bike/moped rental at corner, CVS, Subway, Doctor`s office across Truman.brbrWalk, bike, moped, electric car. There is also a free bus around Old-town and there is a map of all the stops in your in-room information book. Stops are just around the corner from us!brbrRomantic Retreat is only 1/2 block off Duval Street within walking or biking distance of most places you may want to visit. There is a 24 hour CVS, Subway across the street and on the corner there is a bicycle/moped rental.brRegistered guest must be 25 or older during March/April (Spring Break). Please keep noise to a minimum after 10 pm at the Family pool as other guests may have early morning plans.
Bed 1

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Bath 2

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Sleep 2

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$305.72

/ Nightly
Private Vacation Home

Serenity by AvantStay | Guest House in Old Town w/ Shared Pool

Key West, Florida, United States

*Please note that this home is available for 28+ night stays only.*brbrLocated in Bahama Village, a quaint neighborhood in Old Town Key West, this beautifully renovated conch home is a romantic island getaway. This rental is a guest house situated in the backyard of a private residence.brbrThe guest house is a two-story cottage, with one bedroom, one bathroom, and a bonus loft space. The high ceilings allow for the bright Key West sun to shine throughout this charming cottage. There is a full kitchen with hand-painted cabinets, marble counters, a dishwasher, a range, and a microwave.brbrMagnificent glass doors on both sides of the cottage open to a luscious tropical garden with a shared pool on the property. The backyard offers a secluded space for you to unwind on the lounge chairs, relax in the heated pool, or cool off in the open outdoor shower. The living spaces in and around this cottage really allow you to enjoy the laid-back, calming vibe that this home delivers. Serenity fully encompasses its meaning in this perfect backyard oasis.brbrPerfect for couples looking for a romantic retreat. This cottage is just 3 blocks from Duval Street allowing for you to be both close to the action yet hidden from the outer world.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 guest home has access to a shared pool.br- Pool heat is not available between 4/1 and 10/1.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.brbr---brbrThe room configuration is as follows:brbrPrimary Bedroom / Queen bed brbr---brbrThis is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs.brbrAs part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation. brbrEvents or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees. brbrThere is nothing more important to us at AvantStay than the health, safety, and experience of our guests & staff. We've enhanced our cleaning and sanitation protocols and are taking extra care to disinfect all surfaces between reservations with hospital-grade disinfecting solutions.brbrAs a reminder, we do work with 3rd party vendors to maintain the property, and although we adhere to the strictest CDC guidelines and advise all contractors to wear PPE equipment, we can not always enforce. We strongly advise guests to please deny access if any vendors fail to meet and adhere to these standards.brbrIDs will be requested for verification after booking. brbrWe report and prosecute all Credit Card Fraud.
Bed 1

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Bath 1

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Sleep 2

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$311.45

/ Nightly
Private Vacation Home

Tumi's Time Out by AvantStay | Heart Of Old Town w/ Shared Pool

Key West, Florida, United States

*Please note that this home is available for 28+ night stays only.*brbrTumi’s Time Out is a 2-bedroom, 2-bathroom townhome in the sought-after Windward Park community. A secluded compound that is a tropical hideaway, surrounded by lush palms and balmy breezes. When you enter the gated compound, you will be greeted by a sparkling swimming pool to relax in or lounge poolside and sun the day away.brbrThe main level features an open floor plan with living room, dining area and a full kitchen to whip up your island creations. French doors lead to a sizeable private outdoor patio. The downstairs bathroom has a queen-size bed and a full bathroom with adjoining access from the living area. Upstairs the master bedroom has a king size bed with an ensuite bathroom. Relax in the cozy lounge area with vaulted ceilings overlooking the main floor. The second-floor master balcony looks down over the pool providing tropical breezes and greenery.brbrTumi’s Time Out is an ideal location in the heart of Old Town, less than 2 blocks from Duval Street. You will be able to walk to all the sites and activities that Key West is famous for. Stroll the streets for fabulous music, dining, and adventures galore, or return home at the end of the day to a private compound.brbrThe property comes complete with all the amenities desired to make this your perfect home away from home, full size washer/dryer set, all linens and towels, 1 reserved parking space, Wi-Fi, and cable TV.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 property has been recently updated with brand-new flooring in the upstairs bedroom and fresh paint in both bedrooms.br- This home has access to a shared pool and is part of a gated community.br- Pool heat is not available between 4/1 and 10/1.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:brOne assigned parking spacebrbr---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.
Bed 2

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Bath 2

Bath

Sleep 4

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Exceptional(2)

$241.44

/ Nightly
Private Vacation Home

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

Key West, Florida, United States

*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.
Bed 3

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Bath 2

Bath

Sleep 6

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Exceptional(2)

$234.38

/ Nightly
Private Vacation Home

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

Key West, Florida, United States

*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.
Bed 2

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Bath 1

Bath

Sleep 4

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Exceptional(33)

$246.03

/ Nightly
Private Vacation Home

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

Key West, Florida, United States

*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.
Bed 2

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Bath 1

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Sleep 5

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$238.45

/ Nightly
Private Vacation Home

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

Key West, Florida, United States

*Prior to booking, please note:*brPool and Jacuzzi resurfacing is scheduled from July 6 through August 30, weather permitting. During this time, the pool and Jacuzzi area will be fully closed and unavailable for guest use.brbr*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.
Bed 2

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Bath 2

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Sleep 4

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Exceptional(13)

$255.7

/ Nightly
Private Vacation Home

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

Key West, Florida, United States

*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.
Bed 2

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Bath 1

Bath

Sleep 5

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Exceptional(3)

$242.65

/ Nightly
Private Vacation Home

La Casita by AvantStay | Steps to Duval Street | Month Long Stays Only

Key West, Florida, United States

*Please note that this home is available for 28+ night stays only.*brbrThe location of La Casita cannot be beaten -- right in the heart of Old Town yet on a quiet lane, only steps to Duval Street. This property is a monthly rental only. Sleeps 4 people.brOnce here, you can settle in like a local as everything is within walking or biking distance. Imagine walking around the corner to grab a delectable key lime pie at Blue Heaven. Turn the corner and you’re ready for a tour of the famous Ernest Hemingway home. Cross the street to climb the Key West lighthouse for a bird’s eye view of the city.brbrThis charming 2-bedroom, 1-bath cottage is a perfect vacation home away from home. Do not feel like trying a new restaurant every single night The property offers a fully equipped kitchen for the evenings when you decide to let your inner chef come out. There is plenty of dining space indoors or out in the tropical landscaped courtyard. Enjoy a cold Mojito lounging on the sofa or cooking up some Key West pinks on the grill at the end of the day.brbrLa Casita can accommodate four people, the master bedroom has a queen-sized bed, and the guest bedroom has two twins. There is a queen sleeper sofa in the living room for the occasional extra guest. Tasteful, eclectic artwork and decorative touches adorn your tropical getaway.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 features a sleeper sofa as an additional sleeping option.br- This home is on a monthly pest control schedule. The area of Key West is home to many insects such as termites, no-see-ums, and mosquitos. Pest control can not eliminate these insects during the swarming season. You may also encounter geckos, lizards, iguanas, frogs, and chickens during your stay in the area.br- Key West is a resort island where renovation of existing historic properties, new construction, and road repair sometimes occur without forewarning. AvantStay is not liable for any guest inconveniences caused due to construction in the area.br- Please note that max occupancy includes infants.br- Please be advised that documentation may be necessary for ESA/service animals to gain entry.brbrParking Details:brStreet parking only.brbr---brbrThe room configuration is as follows:brbrPrimary Bedroom / Queen bed brBedroom 2 / Two twin bedsbrSleeper sofabrbr---brbrThis is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs.brbrAs part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation. brbrEvents or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees. brbrThere is nothing more important to us at AvantStay than the health, safety, and experience of our guests & staff. We've enhanced our cleaning and sanitation protocols and are taking extra care to disinfect all surfaces between reservations with hospital-grade disinfecting solutions.brbrAs a reminder, we do work with 3rd party vendors to maintain the property, and although we adhere to the strictest CDC guidelines and advise all contractors to wear PPE equipment, we can not always enforce. We strongly advise guests to please deny access if any vendors fail to meet and adhere to these standards.brbrIDs will be requested for verification after booking. brbrWe report and prosecute all Credit Card Fraud.
Bed 2

Bed

Bath 1

Bath

Sleep 4

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Exceptional(41)

$242.87

/ Nightly
Private Vacation Home

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

Key West, Florida, United States

*Please note that this home is available for 28+ night stays only.*brbrPLEASE READ PRIOR TO BOOKING THIS PROPERTY:brThe Shipyard Pool will be closed beginning August 1, 2026, for the Pool Deck Replacement Project. The project is expected to take 30 days, with the goal of having the work completed and the pool reopened by September 1, 2026. During this time, no pool will be available to the guests. *The rates for the month of August have already been discounted to reflect the loss of the amenity.*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.
Bed 2

Bed

Bath 2

Bath

Sleep 5

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Exceptional(21)

$250.71

/ Nightly
Private Vacation Home

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

Key West, Florida, United States

*Please note that this home is available for 28+ night stays only.*brbrPLEASE READ PRIOR TO BOOKING THIS PROPERTY:brThe Shipyard Pool will be closed beginning August 1, 2026, for the Pool Deck Replacement Project. The project is expected to take 30 days, with the goal of having the work completed and the pool reopened by September 1, 2026. During this time, no pool will be available to the guests. *The rates for the month of August have already been discounted to reflect the loss of the amenity.*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.
Bed 2

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Bath 1

Bath

Sleep 4

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Exceptional(1)

$195.89

/ Nightly
Private Vacation Home

Ibis by AvantStay | Close to Duval Street w/ Shared Pool | Month Long Stays Only

Key West, Florida, United States

*Please note that this home is available for 28+ night stays only.*brbrEnjoy your private front porch in this quiet neighborhood in Old Town Key West. Located in The Colony compound, Ibis is a wonderful one-bedroom/one-bath Key West rental home with a shared pool on the property.brbrJust a couple of blocks to Duval Street, walking distance to restaurants, shopping, and attractions of Old Town Key West. What a great location; park your car and jump on your bike for a relaxing visit in our island city.brbrIbis is perfect for a couple or single working or staying for a month or longer in Key West. Simple but comfortable, Ibis has a kitchenette with granite countertops and 2 bar stools for enjoying your morning café con leche and guava pastry.brbrThe kitchenette opens onto the living area with a flat-screen TV. The bedroom has a king-size bed with a TV for watching movies in bed. The bath is just off of the bedroom.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- Coin-operated laundry room in the compound.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:br​​​​​​​Parking is first come first serve. Otherwise, street parking is available. brbr---brbrThe room configuration is as follows:brbrPrimary Bedroom / King bed brbr---brbrThis is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs.brbrAs part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation. brbrEvents or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees. brbrThere is nothing more important to us at AvantStay than the health, safety, and experience of our guests & staff. We've enhanced our cleaning and sanitation protocols and are taking extra care to disinfect all surfaces between reservations with hospital-grade disinfecting solutions.brbrAs a reminder, we do work with 3rd party vendors to maintain the property, and although we adhere to the strictest CDC guidelines and advise all contractors to wear PPE equipment, we can not always enforce. We strongly advise guests to please deny access if any vendors fail to meet and adhere to these standards.brbrIDs will be requested for verification after booking. brbrWe report and prosecute all Credit Card Fraud.
Bed 1

Bed

Bath 1

Bath

Sleep 2

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Exceptional(5)

$188.99

/ Nightly
Private Vacation Home

Bogey's Retreat by AvantStay | Golfer's Retreat w/ Shared Pool! |

Key West, Florida, United States

*Please note that this home is available for 28+ night stays only.*brbrWelcome to your home away from home in Key West. This lovely townhome is located in the Key West Golf Club Community and allows you to enjoy all that Key West has to offer while staying in a relaxing environment.brbrBogey's Retreat offers a cozy, comfortable vacation home, updated from top to bottom with new stainless kitchen appliances, beds, and furnishings. When you're not out on Duval Street, enjoy all the comforts of the home like lounging in the backyard or patio.brbrTwo bedrooms located on the 2nd floor can accommodate 4 guests. The rear bedroom with a queen bed overlooks the golf course, while the front guest bedroom with a full-size bed has French doors opening to its sunny balcony. The full bathroom is upstairs located between the two bedrooms.brbrThe fully stocked kitchen and BBQ grill offer to dine any way you like in your home away from home. A few doors away from the community pool and clubhouse make this the perfect location for a month (or two) of peace and serenity. But you're still only a short drive to Old Town Key West with all its exciting site-seeing and dining opportunities. Enjoy the additional outdoor space on your wrap-around porch and large bricked patio that this home has to offer.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- 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:brSpace for two vehicles permittedbrbr---brbrThe room configuration is as follows:brbrPrimary Bedroom / Queen bed brBedroom 2 / Full bedbrbr---brbrThis is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs.brbrAs part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation. brbrEvents or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees. brbrThere is nothing more important to us at AvantStay than the health, safety, and experience of our guests & staff. We've enhanced our cleaning and sanitation protocols and are taking extra care to disinfect all surfaces between reservations with hospital-grade disinfecting solutions.brbrAs a reminder, we do work with 3rd party vendors to maintain the property, and although we adhere to the strictest CDC guidelines and advise all contractors to wear PPE equipment, we can not always enforce. We strongly advise guests to please deny access if any vendors fail to meet and adhere to these standards.brbrIDs will be requested for verification after booking. brbrWe report and prosecute all Credit Card Fraud.
Bed 2

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Bath 1

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$258.16

/ Nightly
Private Vacation Home

Boat House by AvantStay | Character Cottage | Central Location Month Long Stays

Key West, Florida, United States

*Please note that this home is available for 28+ night stays only.*brbrStep into a tranquil community on a quiet lane and discover the Boat House, a nautically themed treasure in Old Town Key West.brbrFor anyone with an affinity for the sea, everywhere you turn is a reminder of the water – from sailboat replicas of every shape and size; to prints of fish and sailor knots; to a mermaid toilet and a leaping dolphin faucet. This bohemian cottage features a master bedroom with a therapeutic king-sized bed, flat-screen TV, gleaming hardwood floors, and white-washed paneled walls. A spacious wheelchair-accessible bathroom comes complete with a walk-in shower and a separate tub with navy and white checked tiles.brbrThe airy galley kitchen is equipped with stainless steel appliances and is ready for the chef at your party to prepare delicious meals. Sit and savor at the dining room as you overlook the soothing landscaped outdoor area or step into the bricked courtyard and contemplate life on a bench overlooking the tranquil lagoon pool. The Boat House has a large private covered deck, just perfect for enjoying an afternoon cocktail or a good book, overlooking a shared pool.brbrSpend some time relaxing and dream of days on the ocean at the Boat House, but remember you are within two blocks of the excitement of Duval Street with shops, bars, restaurants and art galleries all waiting to be explored!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!brbrNeed even more room for your group The Boat House is just next door to the Midnight Cowboy compound, which includes the three spaces that can also be rented together: Monkey House (a 2BR space), the Main House (1 king bedroom) plus the Hibiscus Suite (studio-style space with a queen bed) at Tennessee Williams. All spaces share access to the central pool area.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- If you require more space, this listing is also available as part of a buyout called Midnight Cowboy which has a total of 4 bedrooms. br- There is also a 2-bedroom listing located on the same compound called Tennessee Williams. Please reach out to the team to enquire about availability.br- This home has access to a shared pool.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 10/1.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:brDriveway Parking for two car.brbr---brbrThe room configuration is as follows:brbrPrimary Bedroom / King bed brbr---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.
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Exceptional(2)

$284.77

/ Nightly
Private Vacation Home

Lazy Gecko by AvantStay | Walk to Duval St in Key West! | Month Long Stays Only

Key West, Florida, United States

*Please note that this home is available for 28+ night stays only.*brbrGrab your bike and head for some fresh seafood at the Historic Seaport. Walk four blocks to bustling Duval Street to find the perfect t-shirt or enjoy a cold brew and people watch at a street view table. Check out the history and architecture of Old Town. All these options and many more are yours while staying at the charming Lazy Gecko.brbrLocated in a large historic home surrounded by a white picket fence, this recently remodeled 2 bed/1.5 bath downstairs condo offers the best of all worlds. Enter from a quiet lane into the newly painted and furnished living/dining/kitchen space. Lots of windows and French doors let in the abundant sunshine and lead to a private courtyard – a perfect spot to enjoy your morning coffee. Shiny hardwood floors add to the urban feel.brbrBehind another set of French doors is the master queen bedroom, decorated in low-key pastels with a unique bathroom en-suite. The tucked away, crisp hall bathroom has access to the tub/shower through its own private door and is appointed with white cabinetry. Spiral stairs lead you up to the guest queen bedroom, offering lots of privacy at night.brbrA gleaming kitchen with appliances and a granite counter has everything you'll need in your home away from home. The Lazy Gecko - your perfect location to explore the Conch Republic!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 features a sleeper sofa for additional sleeping options.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:br​​​​​​​Street parking only.brbr---brbrThe room configuration is as follows:brbrPrimary Bedroom / Queen bed brBedroom 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.
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Exceptional(28)

$284.35

/ Nightly
Private Vacation Home

Bahamian Reed | Walk to Everything! w/ Pool Access | Month-Long Stays

Key West, Florida, United States

*Please note that this home is available for 28+ night stays only.*brbrWelcome to Bahamian Reed, your dream vacation home that has undergone a complete makeover! Look no further for those special moments that will create lasting vacation memories. This is the perfect place for you to return to time and time again.brbrThis two-bedroom, 2.5-bathroom, 2-story townhome located in scenic Truman Annex in Old Town is conveniently located near all the reasons you came to Key West yet offers a quiet respite for relaxation and comfort.brbrBahamian Reed offers a gourmet kitchen, a bright cheery dining area, and a living room (with a queen sleeper sofa) with two sets of French doors that open to a private deck for al fresco enjoyment. Upstairs is the master suite with a king bed and twins in the guest bedroom (that converts to king). Balconies off both bedrooms let you feel the tropical breezes as you sit with a cup of tea or afternoon cocktail. The shared full bathroom has a large vanity and two sinks for easy access.brbrThe community pool is a short stroll away for sunbathing or cooling off. Or grab some Cuban sandwiches at a nearby deli and head to Ft. Zachary Taylor State Park to picnic under the pines. And don’t forget your snorkeling equipment for the best spot on the island.brbrLater, walk a couple of blocks to Duval Street for some shopping, people-watching, and dining at a white tablecloth, ethnic or casual restaurant. Listen to some live music at a variety of bars or head to the waterfront for a gorgeous sunset 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- This home has access to a shared pool.br- This home is located in a gated community.br- This home offers a sleeper sofa as an additional sleeping option.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 bedbrBedroom 2 / Two twin bedsbrbr---brbrThis is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs.brbrAs part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation. brbrEvents or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees. brbrThere is nothing more important to us at AvantStay than the health, safety, and experience of our guests & staff. We've enhanced our cleaning and sanitation protocols and are taking extra care to disinfect all surfaces between reservations with hospital-grade disinfecting solutions.brbrAs a reminder, we do work with 3rd party vendors to maintain the property, and although we adhere to the strictest CDC guidelines and advise all contractors to wear PPE equipment, we can not always enforce it. We strongly advise guests to please deny access if any vendors fail to meet and adhere to these standards.brbrIDs will be requested for verification after booking. brbrWe report and prosecute all Credit Card Fraud.
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Bath 2

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Sleep 6

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Exceptional(23)

$271.0

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Private Vacation Home

Breezy Bungalow | Close 2 Zachary Taylor State Park & Beach | Month-Long Stays

Key West, Florida, United States

*Please note that this home is available for 28+ night stays only.*brbrWhen a name says it all you know you have made the perfect choice for your Key West island escape.brbrBright and colorful with plenty of windows, balconies and French doors open to allow sunshine and seaside breezes to flow openly into Breezy Bungalow. This 2-story spacious sanctuary will make this your best adventure yet.brbrThe main level consists of an open floor plan complete with a large kitchen area ideal for preparing your island fare, dining area with seating for 6, half bath, living room and double glass French doors that swing wide to a spacious outside deck. Tropical foliage surrounds the deck making this a secluded retreat with outside seating, the ideal location to sip your morning coffee or entertain with margaritas.brbrTake the staircase upstairs to find 2 bedrooms with full size baths en-suite, the master bath has a queen size bed and 2 twin beds in the second bedroom that can be converted to a king bed. Each bedroom has glass doors that open to a private hideaway, a balcony perfect for hiding away as the sunrises or reading a good book in your own private space.brbrThe shared Truman Annex pool is only a short walkway away and is the ideal location to spend sunny afternoons cooling off in the crystal waters or lounging pool side. And to complete it all you have the quintessential location of Truman Annex, only a few short walking blocks to Duval Street, Mallory Square or Ft. Zachary Taylor State Park and Beach. Nightly entertainment, shopping , fabulous restaurants and water adventures are all at your feet within easy walking or biking. Enjoy all the island offers and never use a vehicle the entire time you are here.brbrBreezy Bungalow also comes complete with the modern amenities of home with high speed WiFi, expanded cable TV service, full size washer/dryer set and 1 reserved parking space.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- Unfortunately, pets are not allowed in this home. If undisclosed pets are brought into the home without AvantStay's approval there is a fine of $500 per pet.br- Any reservations 28 days or longer will require additional clean/cleans to be scheduled. Additional payment will be collected and the amount of cleans will depend on the length of your stay.br- All bookings 28 days or longer require a security deposit to be charged after booking.br- This home is on a monthly pest control schedule. The area of Key West is home to many insects such as termites, no-see-ums, and mosquitos. Pest control can not eliminate these insects during the swarming season. You may also encounter geckos, lizards, iguanas, frogs, and chickens during your stay in the area.br- Key West is a resort island where renovation of existing historic properties, new construction, and road repair sometimes occur without forewarning. AvantStay is not liable for any guest inconveniences caused due to construction in the area.br- Please note that 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 / 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.
Bed 2

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Bath 2

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Sleep 4

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