Home Vacation Rentals By Owner In Key West, FL

Showing 480 Of 2059 Vacation Rentals
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Exceptional(1)

$723.4

/ Nightly
Hotel

Blue Flamingo Resort l 4 Rooms, Pool, Cabanas, Karaoke & Old Town Shuttle

Key West, Florida, United States

Blue Flamingo Resort offers a vibrant stay at Key West's entrance, with easy access to beaches, dining, and entertainment. This room features two comfortable queen-size beds, ideal for families or groups of friends, complemented by stylish décor and modern amenities.brbrThis listing is for 4 separate rooms within a hotel. The price shown in the listing covers all 4 rooms.brbr✦ Each room is 300 sq. ft, equipped with complimentary toiletries, high definition TV, available with Standard cable.brbr✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival based on availability.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm.brbr✦ Fitness center is available.brbr✦ Outdoor pool available all year, opened from 7:00AM to 11:00PM.brbr✦ Paid parking lot – 1 space(s), available for $15 per day.brbr✦ Shuttle service operates according to a schedule.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A mandatory resort fee of $56.25 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome with an additional charge of $50.00 (per pet per night). Max weight limit of up to 50 lbs per petbrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.
Bed 4

Bed

Bath 4

Bath

Sleep 16

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Exceptional(1)

$547.91

/ Nightly
Hotel

Three Rooms w/ 2 Queen beds at Blue Flamingo Resort Key West l 2 Pools & Shuttle

Key West, Florida, United States

Blue Flamingo Resort offers a vibrant stay at Key West's entrance, with easy access to beaches, dining, and entertainment. This room features two comfortable queen-size beds, ideal for families or groups of friends, complemented by stylish décor and modern amenities.brbrThis listing is for 3 separate rooms within a hotel. The price shown in the listing covers all 3 rooms.brbr✦ Each room is 300 sq. ft, equipped with complimentary toiletries, high definition TV, available with Standard cable.brbr✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival based on availability.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm.brbr✦ Fitness center is available.brbr✦ Outdoor pool available all year, opened from 7:00AM to 11:00PM.brbr✦ Paid parking lot – 1 space(s), available for $15 per day.brbr✦ Shuttle service operates according to a schedule.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A mandatory resort fee of $56.25 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome with an additional charge of $50.00 (per pet per night). Max weight limit of up to 50 lbs per petbrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.
Bed 3

Bed

Bath 3

Bath

Sleep 12

Sleeps

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Exceptional(1)

$365.61

/ Nightly
Hotel

Two Rooms w/ 2 Queen beds at Blue Flamingo Resort Key West l 2 Pools & Shuttle

Key West, Florida, United States

Stay at Blue Flamingo Resort Key West, featuring comfortable two queen beds and convenient access to South Roosevelt Boulevard. Enjoy proximity to Key West’s popular attractions, beaches, and vibrant local dining. This spot offers a relaxing and accessible base for exploring the island’s unique charm.brbrThis listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms.brbr✦ Each room is 300 sq. ft, equipped with complimentary toiletries, high definition TV, available with Standard cable.brbr✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival based on availability.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm.brbr✦ Fitness center is available.brbr✦ Outdoor pool available all year, opened from 7:00AM to 11:00PM.brbr✦ Paid parking lot – 1 space(s), available for $15 per day.brbr✦ Shuttle service operates according to a schedule.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A mandatory resort fee of $56.25 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome with an additional charge of $50.00 (per pet per night). Max weight limit of up to 50 lbs per petbrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.
Bed 2

Bed

Bath 2

Bath

Sleep 8

Sleeps

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Exceptional(1)

$247.54

/ Nightly
Hotel

Key West Cool | Chill Days, Fun Nights, Poolside Drinks & Lawn Games

Key West, Florida, United States

Perched above the vibrant streets of Key West, this room provides sweeping island vistas. With two queen beds and contemporary design, it's perfect for guests seeking both comfort and a view.brbrThis listing is for a room within a hotel.brbr✦ Your room is 300 sq. ft, equipped with complimentary toiletries, high definition TV, available with Standard cable.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm.brbr✦ Fitness center is available.brbr✦ Outdoor pool available all year, opened from 7:00AM to 11:00PM.brbr✦ Paid parking lot – 1 space(s), available for $15 per day.brbr✦ Shuttle service operates according to a schedule.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A mandatory resort fee of $56.25 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome with an additional charge of $50.00 (per pet per night). Max weight limit of up to 50 lbs per petbrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.
Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps

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Exceptional(2)

$245.29

/ Nightly
Hotel

Sun, Sip, & Socialize | Island Stay with 2 Pools & Lawn Games

Key West, Florida, United States

Situated on a higher floor, this room at Blue Flamingo Resort offers panoramic views of Key West's charming landscape. Featuring a king bed and modern amenities, it's a serene retreat above the island's bustle.brbrThis listing is for a room within a hotel.brbr✦ Your room equipped with complimentary toiletries, high definition TV, available with Standard cable.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm.brbr✦ Fitness center is available.brbr✦ Outdoor pool available all year, opened from 7:00AM to 11:00PM.brbr✦ Paid parking lot – 1 space(s), available for $15 per day.brbr✦ Shuttle service operates according to a schedule.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A mandatory resort fee of $56.25 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome with an additional charge of $50.00 (per pet per night). Max weight limit of up to 50 lbs per petbrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.
Bed 1

Bed

Bath 1

Bath

Sleep 3

Sleeps

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Exceptional(73)

$466.06

/ Nightly
Private Vacation Home

Paradise Place by AvantStay | Key West Old Town Condo w/ Shared Pool

Key West, Florida, United States

Cozy apartment within biking distance to The Historic Seaport, Cuban Coffee Queen, local grocery store Fausto's, and even Higgs Beach.brbrA ground-level one-bedroom, one-bath Key West Old Town condo located in the Palm Gardens community in the heart of the Art District and just eight blocks from Duval Street and the Historic Seaport.brbrParadise Place is part of a group of historic homes which have undergone a complete renovation. This lovely property offers hardwood floors and cabinets, a granite kitchen countertop, and a beautifully tiled bath.brbrWhen you open the door you enter the living room which has a queen-size sleeper sofa and 50-inch HDTV. The kitchen, just off the living room, is compact and includes all the conveniences of home, so preparing a meal is simple. The bedroom is just off the hall, with a king-size bed and TV to watch movies in bed! At the end of the hall is the bathroom with a romantic walk-in shower for two.brbrParadise Place is comfy and cozy, decorated with art from around the island; you definitely get the feeling of relaxed comfort. The exterior is just as relaxing with a garden surrounded by lush tropical foliage and an intimate dipping pool shared between the compound community. It's clear Paradise Place was built to remove the stress of the real world. So now that you are ready for your Key West vacation, Paradise Place is the starting point for your adventure to begin!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 BBQ Grill. The HOA is responsible for the upkeep of both and we can not circumvent that.br- This home allows 1 pet for a fee; undisclosed pets brought without AvantStay’s approval may result in a $500 fine per pet.br- This home features 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- Please note our occupancy includes an additional two beyond bed count. Trifold floor mattresses and additional linens can be provided upon request.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:brStreet parking only.br​​​​​​​br---brbrThe room configuration is as follows:brbrPrimary Bedroom / King bed brSleeper 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 1

Bed

Bath 1

Bath

Sleep 4

Sleeps

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Exceptional(79)

$688.9

/ Nightly
Private Vacation Home

Duval Sea Turtle by AvantStay | Great Location | Close to Shops | Shared Pool!

Key West, Florida, United States

*PLEASE READ BEFORE MAKING A RESERVATION:*brStarting Tuesday, 5/26, the entire pool area will be closed for stripping of the pool deck and pool maintenance. At this time, the date of completion is unknown.brbrLocated above a courtyard “mall” with shops and restaurants on upper Duval Street - you’ll find the delightful Duval Sea Turtle townhome within easy walking distance to everything!brbrMeticulously decorated with art from local galleries and artists, you’ll be greeted by the super-sized sea turtle painting as you enter this roomy townhome. It’s the perfect size for families or two or more couples as it can accommodate six guests. The spacious master bedroom has an en-suite bathroom and a balcony – the best spot for morning news and coffee. The queen bedroom includes a twin bed, with another full bath.brbrThe soothing pastels of the fully appointed kitchen beckon the chef in the group with your choice of dining options, inside or out on another balcony off the living room. Other amenities include; WiFi, Bose surround sound and three TVs.brbrYou’ll find that the large community pool and lounge area is the place to relax after a long day of site-seeing. The entire courtyard area has the feel of a tropical garden and if you’re lucky enough to be here during one of Key West’s many parades, you have one of the best views in town from the deck.brbrAs mentioned, delicious seafood, sushi, or Italian at three restaurants is just mere steps away just, or head to town for many other options. Visit the nearby Butterfly Conservatory or take the must-do selfie at the Southernmost Point. You’ll soon realize, there’s no need for a car - leave it secured in the covered parking lot your whole stay. Duval Sea Turtle is truly a Key West experience to enjoy!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- 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- Please note that the bedrooms are located upstairs.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 space.brbr---brbrThe room configuration is as follows:brbrPrimary Bedroom / King bedbrBedroom 2 / Queen bed & twin 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

Bed

Bath 2

Bath

Sleep 6

Sleeps

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Exceptional(57)

$490.36

/ Nightly
Private Vacation Home

Beachfront 2BDR Condo, Pool & Hot Tub w/ Ocean Views | Papaya Place by AvantStay

Key West, Florida, United States

*Please be advised that the gym facility will be temporarily closed for renovation work beginning on May 19, and is expected to remain closed for several weeks.*brbrWelcome to Papaya Place by AvantStay! This great 2 bedroom, 2 bathroom, Key West condo located at 1800 Atlantic Condominiums offers you a wonderful relaxing garden view overlooking the nature preserve. While the condo does not have an ocean view, the large heated swimming pool and Jacuzzi look right over the Atlantic Ocean.brbrThe open living area flows from the full kitchen into the dining and living areas which exude an old Key West style. Sliding glass doors open to the balcony and sitting area overlooking the nature preserve.brbrThe primary bedroom has a king size bed and a large en suite full bathroom. The second bedroom has two twin beds with a full bathroom across the hall. The balcony runs the full length of the condo with access from both the living room and the second bedroom.brbrThe condo offers free WIFI, 3 flat-screen TVs, a brand new smart TV in the living area and primary bedroom, and expanded cable for those who still want to connect with the rest of the world. The condo looks over the nature preserve while the condo complex is situated on the Atlantic Ocean. There is a shared BBQ area, an Olympic size saltwater pool, Jacuzzi, clay tennis courts, and access to the gym with cardio and weight resistance machines.brbrLocated about 1.5 miles from downtown, just a quick bike ride to downtown Key West shopping, restaurants, and bars. 1800 Atlantic is located right next door to Smather's Beach within walking distance of the condo where you can rent paddle boards, kayaks, beach chairs, and umbrellas.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 this unit is located in one of the oldest complexes in the area, and is not upscale.br- Balcony resurfacing is taking place in sections throughout the building. This work is expected to continue for several months.br- This home has access to a shared pool and hot tub.br- The tennis courts have to be reserved in advance, available on a first-come, first-serve basis. Directions on how to reserve are available in your Home Manual.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- The jets in the master bathroom are currently not working. Please do not use the jets and do not operate it as a tub or fill it with water.br- The twin beds can not be converted into a king.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 parking space in a covered garagebrVehicles/Golf carts using the A garage (West side) must be less than 6’4” in height.brbr---brbrThe room configuration is as follows:brbrPrimary Bedroom / King bed w/ ensuitebrBedroom 2 / Two twin bedsbrSleeper sofabrbr---brbrThis is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs.brbrAs part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation. brbrEvents or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees. brbrThere is nothing more important to us at AvantStay than the health, safety, and experience of our guests & staff. We've enhanced our cleaning and sanitation protocols and are taking extra care to disinfect all surfaces between reservations with hospital-grade disinfecting solutions.brbrAs a reminder, we do work with 3rd party vendors to maintain the property, and although we adhere to the strictest CDC guidelines and advise all contractors to wear PPE equipment, we can not always enforce. We strongly advise guests to please deny access if any vendors fail to meet and adhere to these standards.brbrIDs will be requested for verification after booking. brbrWe report and prosecute all Credit Card Fraud.
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

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Exceptional(96)

$523.26

/ Nightly
Private Vacation Home

Tranquility by AvantStay | Close to Duval St w/ BBQ & Shared Pool

Key West, Florida, United States

Settled in a small community in Old Town, only a short walk to Duval Street, this lovely cottage offers everything you can expect from a perfect Key West rental.brThis charming cottage is full of color and creativity, perfect for a couple looking to be close to all the Key West has to offer.brbrFun collectibles and the quirkiness of this cottage bring a unique feel that keeps bringing visitors back to Key West. As you enter this whimsical cottage through the glass french doors on the front porch you will find cozy furnishings in the living area and a bright and open kitchen. A half bath and sleeper sofa on the main level allow extra space for an unexpected guest.brbrUpstairs you will find a loft-style bedroom in cheery colors and a private bathroom to make the suite complete.brbrThe cottage also has a private backyard that is perfect for sipping your morning coffee or unwinding in a tranquil setting with a margarita at the end of a busy day sightseeing. The propane-style BBQ grill is perfect for cooking up a great meal and relaxing at home for the night. The shared pool is just steps from your front door, perfect for an afternoon dip in the cooling waters, sunning poolside, or relaxing with a book in the shade.brbrNestled in the intimate gated compound known as The Colony Suites, just 2 short blocks from Duval Street, you could not ask for a more ideal location.brCan accommodate four guests, three comfortably. No dishwasher.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 features a sleeper sofa for additional sleeping options.br- Coin-op washer/dryer in compoundbr- 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- Please note our occupancy includes an additional two beyond bed count. 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 is first come first served or on streetbrbr---brbrThe room configuration is as follows:brbrPrimary Bedroom / King bed brSleeper 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 1

Bed

Bath 1

Bath

Sleep 4

Sleeps

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Exceptional(107)

$1086.86

/ Nightly
Private Vacation Home

Tropical Dreaming by AvantStay | 4 BLKS to Beach! Private Pool!

Key West, Florida, United States

Do not look any further! Your perfect vacation home rental is right here! Offering a private pool with lounge chairs and a covered outside porch. You can also bring your Fido!brbrA distinctive private Key West vacation home with a sparkling private pool, Tropical Dreaming is the classic example of the best of both worlds while vacationing in Old Town. Only a short stroll over to Duval Street, where entertainment and activity abound or 4 blocks to the Atlantic Ocean with shimmering turquoise waters. Two stories of secluded hideaway, Tropical Dreaming has been professionally decorated and furnished and exudes a flair of the islands.brbrEntering Tropical Dreaming you are greeted by an open floor plan with living room and dining area, while large glass doors open to the private outside area. Open the oversized double glass doors and tropical foliage and breezes surround a sparkling swimming pool with lounge chairs a sanctuary for swimming and sunning or cooling off at the end of the days adventures complete with wet bar and outside dining.brbrThis unique home features a full beautiful kitchen complete with everything you need to create your island fare or a gourmet meal.brbrUpstairs are two full bedroom suites each with a private bath and ultra-comfy bed to ensure a restful night's sleep. One bedroom has a king bed and the other two twin beds that can convert to a king.brbrThe private 12' X 18' pool is surrounded by typical Key West flora and fauna. An outdoor shower and several chaises invite you to enjoy the sun and tropical weather that Key West is famous for.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- 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 11/1.br- This home also features 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.brbrPets:br- This home allows pets for a fee. If undisclosed pets are brought into the home without AvantStay's approval there is a fine of $500 per pet.br- We LOVE pets, however- Certain breeds typically have to have an additional owner or HOA approval. If your pet falls under any typical breed restrictions (breed, size, weight) please let us know so that we can confirm!brbrParking Details:brOff-street parking for one vehiclebrbr---brbrThe room configuration is as follows:brbrPrimary Bedroom / King 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 2

Bath

Sleep 6

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Exceptional(1)

$208.11

/ Nightly
Hotel

Family-Friendly Two Queen Beds Room Near Key West Hotspots

Key West, Florida, United States

Blue Flamingo Resort offers a vibrant stay at Key West's entrance, with easy access to beaches, dining, and entertainment. This room features two comfortable queen-size beds, ideal for families or groups of friends, complemented by stylish décor and modern amenities.brbrThis listing is for a room within a hotel.brbr✦ Your room is 300 sq. ft, equipped with complimentary toiletries, high definition TV, available with Standard cable.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm.brbr✦ Fitness center is available.brbr✦ Outdoor pool available all year, opened from 7:00AM to 11:00PM.brbr✦ Paid parking lot – 1 space(s), available for $15 per day.brbr✦ Shuttle service operates according to a schedule.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A mandatory resort fee of $56.25 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome with an additional charge of $50.00 (per pet per night). Max weight limit of up to 50 lbs per petbrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.
Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps

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Exceptional(63)

$565.81

/ Nightly
Private Vacation Home

Casita de Catherine by AvantStay | 1 Block to Duval St w/ Hot Tub!

Key West, Florida, United States

Casita de Catherine is a hidden gem! This single-level home has no stairs and is perfect for travelers of any age. Enjoy Island life and live like a local in this perfect cottage on a quiet street in Key West. A welcoming outdoor space with a relaxing feel, this rental features a private hot tub for outdoor entertainment.brbrThe rear entry into this quaint cottage has French doors that open to rich terracotta flooring through the kitchen and living areas. Rustic wooden cabinets are filled with everything you need for a home-cooked meal. The inviting king-sized canopy bed is sure to provide a good night's rest in the bedroom just off the living room and behind a beautiful glass-paneled door.brEnjoy this private home of a local author. Come stay on the island where everyday writers write, roosters crow, and the sun shines. There is nowhere in the world like Key West. Located less than one block off Duval Street, near the famous La Te Da restaurant and bar, and a few blocks from The Southernmost Point.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- There is a loft in the home that is not accessible to guests.br- To access the home, you enter the SHARED gate and path that leads past another rental (duplex) to your rental.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 max occupancy includes infants.br- Please be advised that documentation may be necessary for ESA/service animals to gain entry.brbrPets:br- Only one dog up to 50LBS is allowed and is subject to an additional fee of $150. 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- Street parking available. br- No onsite parking.brbr---brbrThe room configuration is as follows:brbrPrimary Bedroom / King bed brSleeper 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 1

Bed

Bath 1

Bath

Sleep 3

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Exceptional(91)

$584.72

/ Nightly
Private Vacation Home

Atlantic Paradise by AvantStay | Great Location w/ & Shared Pool and hot tub!

Key West, Florida, United States

*Please be advised that the gym facility will be temporarily closed for renovation work beginning on May 19, and is expected to remain closed for several weeks.*brbrImagine swimming in the Olympic-sized pool and enjoying a spectacular view of the Atlantic Ocean at the same time. How about an evening stroll through the tropical jungle in your own backyard. Or maybe a scenic bike ride along the beach to experience the sunset. At Atlantic Paradise, all this can be yours.brbrRelax on the balcony as you enjoy your morning coffee while overlooking the nature preserve. Then, walk downstairs to the pool which it overlooks the Atlantic Ocean.brbrTwo spacious king bedrooms, and a queen sleeper sofa in the modern living room with mirrored wall, provide plenty of room for you and your guests. Two full baths, one en-suite, and a separate vanity area provide comfort and luxury. The well-stocked kitchen includes a table for morning coffee and a full dining area for family gatherings.brbrSmather’s Beach is just around the corner, running a couple of miles along the Atlantic Ocean with a promenade for walking or biking during sunrise, sunset or anytime in between. Get close to nature next door at preserves featuring mangroves filled with local flora and fauna. Enjoy both clay and hard tennis courts on the property and access to the gym with cardiovascular and weight resistance machines. All the amenities you could ask for in a secure gated complex, including a parking garage with personal 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 hot tub.br- The tennis courts have to be reserved in advance, available on a first-come, first-serve basis. Directions on how to reserve are available in your Home Manual.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- The jets in the master bathroom are currently not working. Please do not use the jets and do not operate it as a tub or fill it with water.br- This home offers 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- The dishwasher soap dispenser is non-functional. Kindly place the dishwashing tab in the silverware dispenser or on the top rack.br- Please be advised that documentation may be necessary for ESA/service animals to gain entry.brbrParking Details:brOne parking space, covered garagebrVehicles/Golf carts using the A garage (West side) must be less than 6’4” in height.brbr---brbrThe room configuration is as follows:brbrPrimary Bedroom / King bed w/ ensuitebrBedroom 2 / King 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

Bed

Bath 2

Bath

Sleep 6

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$795.32

/ Nightly
Hotel

4 Pool-view Rooms with 2 Queen Beds l Island Vibes Await in Blue Flamingo Resort

Key West, Florida, United States

Key West’s newest island escape offers breezy rooms, poolside cabanas, and nonstop fun. Lounge by the pool, enjoy tiki cocktails at Rum Row, savor comfort food at The Backyard, or try bold flavors from the food truck. With lawn games, karaoke nights, and a complimentary shuttle to Old Town, the vibe is always relaxed and full of playful surprises.brbrThis listing is for 4 separate rooms within a hotel. The price shown in the listing covers all 4 rooms.brbr✦ Each room is 300 sq. ft, equipped with complimentary toiletries, high definition TV, available with Standard cable.brbr✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival based on availability.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm.brbr✦ Fitness center is available.brbr✦ Outdoor pool available all year, opened from 7:00AM to 11:00PM.brbr✦ Paid parking lot – 1 space(s), available for $15 per day.brbr✦ Shuttle service operates according to a schedule.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A mandatory resort fee of $56.25 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome with an additional charge of $50.00 (per pet per night). Max weight limit of up to 50 lbs per petbrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.
Bed 4

Bed

Bath 4

Bath

Sleep 16

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Exceptional(4)

$596.24

/ Nightly
Hotel

Kick Back in 3 Pool-View Rooms at Key West’s Blue Flamingo Resort

Key West, Florida, United States

Enjoy the tropical ambiance of Blue Flamingo Resort, featuring lush gardens and vibrant poolside activities. This room provides two queen beds and overlooks the resort's lively pool area, ideal for families seeking both comfort and excitement.brbrThis listing is for 3 separate rooms within a hotel. The price shown in the listing covers all 3 rooms.brbr✦ Each room is 300 sq. ft, equipped with complimentary toiletries, high definition TV, available with Standard cable.brbr✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival based on availability.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm.brbr✦ Fitness center is available.brbr✦ Outdoor pool available all year, opened from 7:00AM to 11:00PM.brbr✦ Paid parking lot – 1 space(s), available for $15 per day.brbr✦ Shuttle service operates according to a schedule.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A mandatory resort fee of $56.25 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome with an additional charge of $50.00 (per pet per night). Max weight limit of up to 50 lbs per petbrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.
Bed 3

Bed

Bath 3

Bath

Sleep 12

Sleeps

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$397.16

/ Nightly
Hotel

Your Island Base | 3 Pool View Rooms at Fun & Breezy Blue Flamingo Resort

Key West, Florida, United States

Enjoy the tropical ambiance of Blue Flamingo Resort, featuring lush gardens and vibrant poolside activities. This room provides two queen beds and overlooks the resort's lively pool area, ideal for families seeking both comfort and excitement.brbrThis listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms.brbr✦ Each room is 300 sq. ft, equipped with complimentary toiletries, high definition TV, available with Standard cable.brbr✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival based on availability.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm.brbr✦ Fitness center is available.brbr✦ Outdoor pool available all year, opened from 7:00AM to 11:00PM.brbr✦ Paid parking lot – 1 space(s), available for $15 per day.brbr✦ Shuttle service operates according to a schedule.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A mandatory resort fee of $56.25 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome with an additional charge of $50.00 (per pet per night). Max weight limit of up to 50 lbs per petbrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.
Bed 2

Bed

Bath 2

Bath

Sleep 8

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Exceptional(11)

$2036.26

/ Nightly
Private Vacation Home

Key West Island Rendezvous - Private Compound Steps Off Duval w/Pool - Sleeps 12

Key West, Florida, United States

Island Rendezvous vacation rental offers the perfect solution for a gathering of family or friends who desire to be in the heart of Old Town Key West. One of the best and most unique Old Town Key West vacatoin rentals, here you will enjoy a completely private retreat with an atmosphere of wonderfully unchanged Caribbean charm. By combining Pavilion Villa and Down Island Digs it won`t take you long to settle into this dreamy stopped-in time island setting where you have two private swimming pools, two sun decks, a roof top deck, two master suites, a balcony, and large mature tropical gardens of orchids, palms, and tropical fruit trees. Pavilion Villa is an award winning newly renovated 2 cottage pavilion style property. Here you find a one story dwelling which houses the living room, kitchen, three bedrooms, laundry room, and full bath with a beautiful indoor/outdoor shower room. The second cottage has 2 full stories with the first floor set up as a sleeping and lounging area. The second floor has a large master bedroom and bathroom. The third bath is a cabana style bath off the pool and deck. The entire pool and deck area are made private with a tall fence.brbrRight next-door is the Down Island Digs cottage. This is a one-story cottage with a master suite and a poolside bedroom. It has a full kitchen, washer dryer, and two full bathrooms, charming indoor/outdoor living room, and big private back yard.brbrThe focus of this combined property is definitely the Key West quintessential indoor / outdoor living that makes island life so relaxing and wonderful. Here you enjoy the luxury of expansive sun washed decks and a large native tropical shade garden - complete with waterfall for those days you don`t want direct sunlight. Both properties also offer spacious front porches for sitting and watching the island world go by.brbrA rare and unique feature of this combined Island Rendezvous property is the privacy and spaciousness it offers right in the heart of Old Town. Just a block off lower Duval Street it is just three blocks from Mallory Square, steps from gourmet grocery shopping, excellent restaurants, popular clubs, the Historic Seaport, and tropical shops. The two homes together offer many smaller intimate areas and at the same time plenty of garden and deck space to spread out. It should be considered as an ideal location for a wedding party to reside, but not as a venue to stage the wedding.brbrBedding Summary:brbrPavilion VillabrbrFront Cottage (Down stairs) - 1 king size bed, 2 twin beds (can be pushed together to make a king)brFront Cottage (Upstairs) - 1 queen size bedbrBack Cottage (Down stairs) - 1 queen sleeper sofabrBack Cottage (Upstairs) - 1 king size bed (master bedroom)brDown Island Digs CottagebrbrMaster bedroom Four Poster king (pillow top mattress) size bedbrQueen Sleeper sofabrSecond Bedroom - queen size bedbrLiving room – Twin sleeper sofabrAmenities: Two private swimming pools, two sun decks, roof top deck, balcony, 2 master suites, large lush mature tropical garden, two fenced-in yards. Also, two telephone lines, 3 cable TV`s, a/c, and stereo and 2 washer dryer units. Linens and towels are provided. Off street parking for two cars.brbrActivities: The most requested location for Old Town Key West vacation rentals, just a half-block off Duval St., three blocks from Mallory Square Sunset Celebration, and a few short streets from the Historic Seaport. Conveniently located across the street from gourmet grocery shopping with excellent wine selection, sushi, deli, and butcher. Close to shopping, art galleries, and a variety of national and international cuisine, coffee shops. Just a short stroll or bike ride to Fort Zachary Taylor Beach.brbrArea: Downtown Old Town Historic Key West. Just one-half block off Duval Street. Walk to all Old Town Key West features. Great restaurants, shops, galleries, clubs, Hemingway House Museum, Light House Museum, Custom House Museum, Key West Aquarium, Ship Wreck Museum. 10 minute stroll from the famous Sunset Celebration at Mallory Square.brbrRestrictions: Smoke free house. No pets please. We do not accept guests less than 25 years of age unless accompanied by a family group or guardian.brbrPAYMENT: Payment for the rental will be processed outside of VRBO according to the terms of your rental agreement (sent for review upon reservation). Payments by credit card are subject to an additional 2.95% merchant processing fee.
Bed 6

Bed

Bath 5

Bath

Sleep 14

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$472.18

/ Nightly
Private Vacation Home

**ANGELA’S ECLECTIC GALLERY @ SOLARIS HILL** Exceptional Home & Pool + LAST KEY

Key West, Florida, United States

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival!brbrOn an island where being unique is embraced and the unusual is quite ordinary, lives a home that embodies that colorful spirit. ANGELA’S ECLECTIC GALLERY is a lovingly restored historic home that has been designed and outfitted to include all the modern conveniences paired with exotic and playful touches throughout. Original local artwork and hand-painted murals featured inside and out add to the allure and will make you feel as if you're living in your own private art gallery. This special home is situated on a quiet block of Angela Street across from the Key West Cemetery, just a handful of blocks from both Duval Street and the Historic Seaport. Best of all, ANGELA’S ECLECTIC GALLERY includes Last Key Realty’s unrivaled Guest Services, known for enhancing Key West vacation experiences.brbrTHE LOCATION…brbrANGELA’S ECLECTIC GALLERY is located on Angela Street in the heart of Old Town, steps from all of the shops, restaurants, and sites of Duval Street and the Historic Seaport. Take a short stroll or ride your bike down to Duval and experience the best of Key West, such as local favorites like 22 & Co, DJ’s Clam Shack, and Kaya Island Eats. Just a few blocks down Frances Street and you’ll find yourself at The Waterfront Brewery, Schooner Wharf, and all the local favorites of the Seaport. Although you won’t need a vehicle to get around from this prime location, there is off-street parking available in the private driveway.brbrTHE LIVING AREA...brbrThe moment you enter the front door, you'll immediately realize this home is special. From the painted staircase to the eye-catching bat light fixture overhead, ANGELA’S ECLECTIC GALLERY is a one-of-a-kind home full of vibrant colors and uniqueness. The living room has a large flat screen TV and plenty of comfortable seating options for everyone, and even a special appearance by Jerry Garcia himself. The dining room table seats six and is located off the fully equipped kitchen, under the watchful eye of Papa Hemingway himself. The large kitchen has every tool and appliance you’ll need to prepare meals from home. There is also a convenient powder room located just off the living room.brbrTHE BACKYARD & POOL... brbrThe quiet backyard sits beneath two massive mango trees, providing shade yet still allowing the sun to say hi. You’ll find the large private pool and hot tub mere steps off the living room. The private backyard is fully fenced, which teamed with the mango trees and lush tropical landscaping provides maximum privacy. Chaise lounges await you on the pool deck, making sure there is plenty of room for everyone to spread out under the shade or soak up some sun. Around the corner is a unique outdoor shower, waiting to rinse off the pool or provide a quick cooldown after a day on Duval. Treat your group to a poolside BBQ using the propane grill and outdoor dining table with seating for six.brbrTHE ACCOMMODATIONS...brbr** Bedroom #1 - Located on the First Floor with a King bed, flat screen TV, closet, and an en-suite bathroom with a walk-in shower.brbr** Master Bedroom - Located on the Second Floor with a King bed, flat screen TV, walk-in closet, and an en-suite bathroom with double sinks, a walk-in shower and garden tub.brbr** Bedroom #3 - Located on the Second Floor with a King bed, flat screen TV, closet, a sitting area, and easy access to the hall bathroom with a walk-in shower.brbrALL LAST KEY VACATION HOMES INCLUDE:brbr** Washer & Dryerbr** Air Conditioningbr** Ceiling Fansbr** Flat Screen Cable TVs in Living Room & All Bedroomsbr** Fully-Equipped Kitchenbr** Basic stock of spicesbr** Starter supply of paper productsbr** Starter set of cleaning productsbr** Linens and Towels providedbr** Wireless high-speed Internet access and full cable is includedbr** Full Time Concierge ServicebrbrIn addition, this fully stocked home also includes, but is not limited to the amenities on this list:brbr** Fully Fenced & Landscaped Private Yardbr** Private Heated Poolbr** Hot Tubbr** Outdoor Showerbr** Propane BBQ Grillbr** Off-Street Parking in DrivewaybrbrOther notes:brbr** All monthly rentals include a mandatory interim clean. Multi-month stays require 1 interim clean per month.br** Additional interim cleanings availablebr** This property will accommodate up to 6 adultsbr** Max of 2 Pets Allowed with Additional Fee of $200 per pet
Bed 3

Bed

Bath 3

Bath

Sleep 6

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$1181.7

/ Nightly
House Boat

Yacht in Key West - Hosted by Luxury Sea Charters @ The Perry Marina

Key West, Florida, United States

Step aboard this beautifully appointed yacht and experience an elevated stay designed for comfort, privacy, and effortless luxury.brbrThis floating suite features a private cabin, with its own ensuite bathroom and a pullout couch, making it ideal for couples, friends, or families who want hotel-level privacy—on the water.brDocked in a five-star marina, guests enjoy resort-style amenities including two pools, multiple on-site restaurants, and a complimentary shuttle to historic downtown Key West.brBecause this is early access to something exceptional.brbrDOMINOE is the newest addition to the Luxury Sea Charters fleet and is currently completing final interior enhancements. Guests who book during this pre-reveal phase enjoy priority access to premium dates—often before the vessel is publicly released with full photography.brPhoto Release Date is 1/15. Book confidentiality, free cancellation outside 5 days of arrival.brbrLuxury Sea Charters is known for consistent quality, thoughtful design, and seamless guest experiences across every vessel we manage. Booking early isn’t a gamble—it’s an opportunity to secure a brand-new yacht backed by a proven standard of excellence.brbrInterior images will be added soon, but availability during this preview window is intentionally limited. Guests who move first are often rewarded with the most desirable dates.brbrThis private yacht stay blends the comfort of a high-end hotel suite with the magic of being on the water. Thoughtfully designed for relaxation and style, this experience invites you to take your hotel room to sea while enjoying the amenities of a premier Key West marina.brbrInterior photography will be added soon as final styling is completed.brbrSome stays may include the opportunity to enjoy a private sunset cruise, transforming your overnight stay into a truly unforgettable on-the-water experience.brbrSnorkel crystal-clear waters, relax at iconic sandbars, or head out for fishing adventures—all easily arranged. Elevate your stay with optional grocery provisioning and onboard food & beverage service, so everything is stocked and ready before you arrive. Add-on experiences include sunset cruising, celebrations, and custom moments designed to make your time on the water seamless, indulgent, and unforgettable.brGuests enjoy exclusive access to the entire private yacht during their stay. brUnder Charter, a Captain and Mate will be on board.brThis is a docked luxury yacht stay; the vessel remains at the marina unless a private charter or cruise is arranged in advance as a separate experience.brbrTo preserve the yacht’s refined interiors, guests are kindly asked to remove shoes while onboard.brbrEnjoy a relaxed departure—no cleaning required. Simply gather personal belongings and secure the yacht upon exit.brbrGuests enjoy complimentary parking, access to two resort-style pools, waterfront hammocks, and three on-site restaurants within the marina property.brbrCheck-in begins after 3:00 PM | Check-out by 10:00 AM.brbrThis is a luxury yacht stay, not a traditional hotel room. Guests should be comfortable around boats and marina settings.brbr• The yacht remains docked at the marina and can be chartered for an excursion.br• Marina ambiance includes gentle movement, dock activity, and occasional marine sounds—part of the authentic waterfront experience.br• Access involves walking on docks and stepping aboard; mobility comfort is important.br• Quiet hours are respected in the marina to ensure a peaceful stay for all guests.br• No parties or unregistered visitors without prior approval.br• Weather and marine conditions may occasionally affect dock access or marina amenities.br• Detailed arrival instructions, parking info, and onboard guidance will be provided prior to check-in via QR code and digital guide.brbrThis stay is designed for guests seeking a unique, elevated Key West experience on the water—calm, coastal, and intentionally curated.
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