Party on even after the sun sets here at Key West, where a drink is always welcome. There are plenty of things to do here. Rent a boat and chill out by the calm seas, enjoy jamming to a local band performance, sample delicious seafood in waterfront dining spots, or visit the lively Duval Street for some good old entertainment and go bar-hopping with your friends.
Stay in close proximity to all the action with these Airbnbs in Key West, Florida.
1. Oceanfront condo near Duval Street (from USD 495)
This amazing accommodation is the perfect place to stay for those who want to fully experience what Key West has to offer. It sits on the beach, offering guests a beautiful view of the ocean while providing direct access to many water sports and other fun outdoor activities. It’s also within walking distance to the vibrant Duval Street, which is probably one of the island’s popular destinations (besides the beaches, of course!) given the many cafes, shops, restaurants, and some rooftop bars you can find there.
This accommodation can sleep up to two guests, which is just perfect for couples. It also comes with nice amenities like WiFi, a cable TV, air-conditioning, and a fully equipped kitchen.
Top guest reviews
Amenities & Room:
the cuban coffee shop a few blocks over had delicious breakfast sandwiches and coffeesvery comfortable air-conditioned and well-appointedit was comfortable stocked with coffee tea creamersprivacy and style with a bonus of the waldorf astoria property for beach pool and other amenitiesCleanliness:
very clean and nicely furnishedthe condo was clean and the owner was very attentive (great communication)loved this place very clean and spacious with a unique characterthe place is perfectly described very clean and the hosts were very friendly/accommodatingRead more reviewsLocation:
everything is walking distance and easy to accessthe location was perfect very secluded but just a short walk to everythingclose to all the action but peaceful and serenegreat location and exactly as described by other reviewer’sit was very private and a great location
2. Bright and colorful accommodation near Duval Street (from USD 261)
This bright and colorful condo is exactly what you need if you’re looking to have a fun time in Key West. The multi-colored interior just brings out that lively vibe that you’d want during your vacation. It can sleep up to two guests, which is just perfect for solo travelers or couples. It also comes with nice amenities like the smart TVs, a galley kitchen, WiFi, and air-conditioning, to name a few. The wraparound porch is where you can see and feel the festive tropical atmosphere that the island is known for.
Attractions like the beach and the vibrant Duval Street is just minutes away on foot.
Top guest reviews
Amenities & Room:
the king bed was very comfortable and the sheets were softthe tv was great for netflixbeautiful place well equipped and comfortableCleanliness:
the spot was very clean and perfect for twowell stocked clean and comfortableapartment was very clean and user friendlythe property was beautiful and cleanthe bedroom was very clean and the whole apartment looked just like the picture onlineHost:
eric & kelly were amazing hostseric & kelly were the best hosts we have ever hadexcellent approachable hostseric & kelly were great hostseric & kelly are great hostsRead more reviewsLocation:
fantastic location in a nice neighbohood close to everythingvery cute and great locationwonderful location just off duvalwhich was great and close to everythingwe were walking distance to pretty much everything
3. Treetop studio with outdoor hot tub (from 239 USD)
Ideally located just steps off Duval Street in the heart of old town Key West, this spacious studio occupies the entire second floor of a historic house. It is well-appointed with a plush queen-sized bed, a fully stocked kitchen, as well as a sitting area that comprises a leather sofa and a tiny coffee table. Although there are restaurants just within walking distance of the studio, the kitchen is still fully equipped with a refrigerator, a coffee maker, a microwave, a dishwasher, and an oven, if you wish to prepare your own meals. Enjoy cocktails or stargaze on the secluded second-story deck that consists of a relaxing outdoor hot tub and a small sitting area covered by a parasol. The hosts go out of their way to make sure that you have the most wonderful vacation in Key West, so much so that they allow you to bring your pets into the house, though additional fees would apply.
Lovely treetop studio off Duval Street
Price: from 239 USD
Number of Guests: 4
4. Cozy studio with hot tub (from 214 USD)
Located just steps off of Duval Street is a perfect spot for a stay in Key West! This recently renovated suite is well-appointed with a plush king bed with floral bedding, a private bath with a spacious two-person shower, as well as a small refrigerator and a microwave for you to prepare your own meals. You will have a bathroom all to yourself, and it is fully furnished with a shower, a toilet, and basic toiletries for you to refresh yourself. If you’d prefer to have a relaxing soak in a bathtub, then head to the outdoor hot tub on the patio! Aside from the hot tub, the patio also boasts a lovely sitting area comprising of comfortable cushioned chairs and a small table. Savor the peace and quiet of the surroundings while lounging on the patio. It is the perfect spot for hosting your own happy hour!
Cozy studio just steps off of Duval Street
Price: from 214 USD
Number of Guests: 3
5. Private yacht near Mallory Square (from USD 728)
Set sail for the high seas in this private yacht owned by the friendly host, Danny. You can choose to sail off the grid and enjoy a vacation of your lifetime away from the bustling city or park yourselves near the comforts of mainland and its convenience. Equipped with a long sofa for you to lounge in the fully air-conditioned comfort, feel free to spend the lazy Saturday evenings with a good read. Be sure to stock up on your beer and groceries if you’re heading out - you can use the kitchen to whip up a tropical breakfast out in the sea, and dive into the pristine waters of Key West. Snorkeling, scuba diving and fishing - you name it! There’s so much here for you to see, and the captain of the ship will be more than willing to show you around. After a long day of touring the seas, head back to the main salon of the ship for a movie night snuggled up on the cozy sofa. Choose from the classic comedy series of Friends for a good laugh, or pop a horror movie on for a good, old-school scare. If you find yourself nodding off, head into the main sleeping cabin for two in this Airbnb yacht, where the interior is furnished with a lovely painting of the dawn of a new day for a refreshing start the next day.
Top guest reviews
Amenities & Room:
the last two nights with the a/c on were a welcome reprieve from the heat of the daysleeping was amazing with great bed and the cool sea breezeyeah it was okay i guess :d---(be very understanding of the bathroombeds were very comfortableCleanliness:
the bathroom is small but clean and tidythe boat was clean and fully stocked with everything we needed including plenty of fresh towels and sheetseverything in the cabin is set up nicely clean and neatshe's clean yet classic and shows signs of past adventures which is coolboat was clean as a whistleHost:
danny was a great hostdanny is a wonderful hostdanny is a fantastic hostdanny is a great and generous hostdanny was a fantastic and kind hostRead more reviewsLocation:
this was the perfect location for our family vacation
6. Tropical home with a fenced yard and a private pool (from USD 180)
If you’re looking for more upscale cabins in Key West, this property will feel like your own private resort. The blue color palette, floor-to-ceiling French doors, and the outdoor loungers by the pool will encourage rest and relaxation. You can head out to explore Duval Street or stay indoors and enjoy the many amenities on-site. This vacation rental has a spacious living room, a fully equipped kitchen, and two bedrooms suitable for up to six guests. Fire up the grill and enjoy a barbeque by the pool with your friends or family. You’ll find that this home has everything you need for a great holiday in the Keys.
7. Newly renovated property in the heart of the Cuban district (from USD 668)
Those looking for Key West vacation rentals for large groups should check out this property. Situated in the heart of the Cuban district, this luxurious home features five bedrooms, five baths, and a well-equipped kitchen, not to mention Wi-Fi access for uploading those gorgeous holiday snaps onto social media! The kitchen, though small, comes fully equipped with an induction cooktop, a hot water kettle, a sink, a french press for coffee, an under-counter fridge, a large toaster oven, and basically everything you would need to prepare a meal. As if those weren’t enough to entice the guests, the gated property also includes a common outdoor sitting area, which is furnished with beautiful pots of flowers and lush greenery. It’s the perfect spot to enjoy a cold drink while stargazing at night.
Top guest reviews
Amenities & Room:
the rooms and furnishings gave off a great vibehuge comfortable bed in a studio with lots of natural lightthe room itself was air-conditioned on arrival and decorated very wellthe place is comfortable clean and updated with stylish furniture decoration and amenitiesthe cuban coffee a couple doors down at the laundry mat is deliciousCleanliness:
clean and spacious suitesshawn’s place was great very clean and stylish and the bikes were awesome to get aroundthe bed was comfortable and the apartment was well-appointed and spotlesssuper cozy and clean very nice locationstudio blu was well decorated comfortable and cleanHost:
shawn was a wonderful hosthe was a great hostshawn was an excellent hostshawn was a great host with good recommendations for key westshawn is really helpfulRead more reviewsLocation:
it’s close to everything and the neighborhood is safe and quietthe location was perfect for us for walking or biking to many main attractionsyou can walk or bike to all of the main attractions key west has to offerthe blu suite is an ideal place to stay for any couple staying in key westthe most stunning room in an incredible location in old town
8. Cozy condo with heated pool (from USD 250)
Perfect for couples, this second-floor condo unit is a little piece of paradise in the Caribbean-like district of Key West. Its sole bedroom is fitted with a queen bed with a luxury mattress to give you and your partner the best night’s sleep. The unit is complete with air conditioning and heating, cable TV and WiFi, laundry, and ironing facilities. You’ll also have access to the property’s heated pool, full kitchen, and balcony. When you stay at this Airbnb, you’ll only just a short walk away from water sports and activities like snorkeling, parasailing, and fishing, and from attractions like Florida Keys Eco-Discovery Center, The Ernest Hemingway Home and Museum, and Fort Zachary Taylor Historic State Park.
Top guest reviews
Amenities & Room:
we had breakfast on the deck every morning and relaxed there every evening:) ac worked great full size kitchen with plates cookwarethe pool was wonderful for a quick dip on a hot daythis is a lovely little one bedroom apartment in the shipyard section of the truman annexCleanliness:
it was clean and comfortableclean quiet and very happy with our staywendy has a clean and amazing place to staypool in complex is small but very cleanwendy's apartment was clean and welcomingHost:
also wendy was a great host she responded very quickly with questions that i hadwendy always very responsivewendy was great to communicate with and super helpfulwendy’s recommendation were very helpful for our tripwendy was very kind and great with communicationRead more reviewsLocation:
the location is perfectlocation an accommodations were perfectit was a great location to walk to anythinggreat condo in a great location to dining shops and the beachwonderful place in the heart of key west
9. The green house on Caroline Street (from USD 257)
Living up to its name of a green house, this newly renovated Airbnb home in Caroline Street has been lauded as the best Airbnb in Key West. It boasts lush viridian shrubbery all around you, all while leaving your own privacy to you and a group of four. Step into your new home furnished with the colours of a woodland forest. With hues of bamboo green lining the walls of oaken shelves, you can fall asleep to the silhouette of the dense canopy right here in the comforts of your new home. Have you always wanted to sleep in late and enjoy a breakfast in bed? Live out that dream with the cushy sofa-bed that extends to a queen-sized sleeper! Cook up a fragrant plate of scrambled eggs, topped off with a serving of honey-drizzled sausages and switch on your favourite Netflix show for a perfect Sunday afternoon. Adorned with wall art of varying styles, take a short tour around the house and see how many pieces of art you can spot! Ranging from carved woodworks of renaissance figures to still photography of the ever-changing ocean view, you can admire the many masterpieces lying around the house. Head over to your bedroom infused with a touch of the ocean waves. The quaint pastel blue walls are reminiscent of sea views that are unique to Key West, and the solitary pieces of coloured bamboo pieces resemble the seaweeds that tickle your feet when you dive into the crystal-clear waters. Rest up on the spacious double bed after a sweltering day of suntanning. If you find yourself unable to sleep, head out to the lanai beside your bed for a whiff of the salt-tinged air to relax.
Top guest reviews
Amenities & Room:
definitely ask them to provide a fan for the bedroom and bedding for the sofa bedthe a/c unit works wonderfully and the apartment layout is nicethe bed was very comfortable the shower pleasant and the coffee maker was first ratethe room is more spacious than we anticipated and the a/c is really goodwe also appreciated all the toiletries in the bathroom - makes traveling so much easierCleanliness:
it's clean shiny and spotlessclean and comfortable apartmentkitchen clean and handyoverall a nice apartment that was fairly clean and well managedvery clean and has all you needHost:
host was awesome and responsivekalman is the perfect hostthe host was awesome so helpful but still never really saw himkata and kalman were accommodating and responsivekalman is an excellent host and very responsive to any questions you may haveRead more reviewsLocation:
it is located in a great location and truly close to the main stripthe location was excellentgreat location if you want to be close to old townthis is a great location close to duval street and walking distance to everythingwonderful location in the heart of key west
10. Vintage studio with neighborhood views (from USD 175)
Located in the heart of the Cuban district, this fully furnished studio offers an appealing queen-size bed with comfortable, vintage bedding, as well as a simple lounge area, a laptop-friendly desk, and a well-equipped kitchen. This studio undoubtedly scores for its fantastic location, steps from arguably the best ‘con leche’ in Key West and minutes from everything on the island, but its vintage claw-foot soaking tub makes it another strong contender for couples or solo travelers looking for a relaxing stay. For a truly home from home experience, cook your own meals in the tiny but well-equipped kitchen that consists of an induction cooktop and a convection oven. Enjoy your meal in the dining area adjacent to the kitchen, and admire the views of the neighborhood from the window as you tuck into the food.
Top guest reviews
Amenities & Room:
went to the coffee shop that was recommended & had an awesome breakfast to start the day alsoyou will enjoy this quaint private room in a quiet settingfound the space to be just as described and very comfortablethe studio is well prepared with a very cool kitchen and bedther could be more windows in the room but the mirror does a good job tooCleanliness:
very clean and cozyefficiency apartment was very clean and beautifully decoratedhouse was clean and well equippedstudio was clean and cozyfound the apartment to be very clean and comfortableHost:
shawn is an excellent hostshawn was friendly and helpfull hostshawn was very helpful and quick to respondshawn and romi were amazing hosts will definitely recommend to everyoneshawn was very thoughtful and responsiveRead more reviewsLocation:
a great locationgreat little spot close to everythinglocation is great with everything needed within walking distance and an easy bike ride to duval stthis is an ideal location for exploring key westmuch better location than chain hotels can walk to everythingMonthly discount: 10% off
11. Luxurious loft for couples
This luxurious accommodation is just perfect for solo travelers or couples as it offers a snug and cozy place to sleep for up to two people via its king bed. With great amenities like the private bathroom with shower, cable TV with Netflix, air-conditioning, sitting area, and more, you can expect the most relaxing stay possible.
The property is located close to beaches, restaurants, and other attractions. This means it can be the perfect home base for your Key West adventures.
Key West, Florida, United StatesSuperhost
Accommodates: 2
Top guest reviews
Amenities & Room:
as soon as we met ali and pz in person we felt comfortablecomfortable bed quiet sleeping arrangements everything as advertisedsuper cozy bed and loft area with a beautiful rattan chair to enjoy a bookthe upstairs bed was super comfortablethe best breakfast sandwiches ever i would definitely stay again and also recommend "the loft"Cleanliness:
the space was very clean and very nicely decoratedgreat property very clean and quietplace was very clean and fantastic locationthe place was so nice clean and stylishthe bed and entire space was clean and well kept (very beachy) we loved itHost:
she is an amazing hosthosts were responsive and provided great recommendationshost was super sweet and her thoughtfulness radiated throughout the listingshe was so friendly and niceamazing host and loved the loftRead more reviewsLocation:
perfect location as it’s in walking distance to key spotsthe location is great very central to all points of interestthe location is perfect as everything is in walking distancesuch a cute unique stay very close to everything you needgreat place walking distance to duval street and other places of interest
12. Fully furnished apartment with sunset views
If your plans in Key West involve a lot of sightseeing and activities on the beach, opt for this fuss-free apartment near Stock Island. This two-bedroom rental can accommodate up to six guests and is perfect for travelers who are eager to hit the golf courts or spend some time lounging by the water. After a long day under the sun, come home to enjoy excellent sunset views on the balcony.
Key West, Florida, United StatesAccommodates: 6
Top guest reviews
Amenities & Room:
two bathrooms washer/dryer and all the comforts of homebeautiful view for morning breakfast & coffee on condo’s private terracenice to have ceiling fans and air conditioning worked really wellnice apartment with a beautiful viewthe sleeping couch is very comfortable as well as the bedsCleanliness:
very clean and i recommendit was impeccably cleansuper clean lots of extra towels nice selection of cookware and dishesspace was cleansafe parking clean and quite placeHost:
nice floorplan easy to work with hostmargaret is an awesome hostand margaret was really responsive in responding to our questionsvery friendly quickly answering hostmargaret is a great and thoughtful hostRead more reviewsLocation:
nice quiet location near airportbeautiful sunset and great locationgreat location next to smathers beachclose to everything by bike or uber but far enough away to just relaxcomfortable condo and excellent location
13. Pet-friendly and family-friendly home with private pool
Scouting Key West bungalow rentals for the summer? This property is perfect for a family planning on spending more than 30 days in the Keys. There’s enough space for your furry friend to tag along, too. Stay cool under the hot weather by swimming laps in the private pool or by taking a doze on the shaded chaise. This rental is the perfect place to enjoy long, lazy days for the perfect summer holiday.
Key West, Florida, United States
14. Themed condo with hot tub and heated pool
This spacious one-bedroom unit is furnished with tropical themed furniture, such as colorful, floral pillows on the rattan sofa, a leaf-shaped ceiling fan, not to mention the wooden furniture that is found all around the house. The apartment comes with a spotless kitchen-cum-dining area, which is well-equipped with a refrigerator to store your food, as well as a kitchen island where you can enjoy your meal as you watch the TV mounted on the wall. Alternatively, you can dine outdoors on the lovely deck, under a blanket full of stars. After a dip in the hot tub or a swim in the heated pool, retire to a plush queen-sized bed that is sure to provide enough comfort for a good night’s rest. Should you wish to host additional guests, the sofa bed in the living room can be employed upon request.
Key West, Florida, United StatesTop guest reviews
Amenities & Room:
the couch and bed are comfortablelovely spot the outdoor space - deck & pool were even better than we anticipatedthe bed was comfortable and it was nice to have a good working acgreat place with nice amenities and clean kitchensuch a nice place very accurate description and a nice sized apartmentCleanliness:
the place was super clean and niceeverything was clean comfortable and modernclean nicely decorated great bed plenty of towelspeaceful clean and stylishthe house is clean and well decoratedHost:
tina is a great hosttina was also a great hosttina was a responsive easy-going helpful hosttina was awesome to work with as well and very accommodating to any requeststina is an excellent host and her place is extremely niceRead more reviewsLocation:
the location is greatgreat location to old towngreat location very central and charminggreat location but would definitely recommend bikes to get aroundeverything is walking distance but recommend bikes vs walking
15. Luxurious suite with hot tub
Live like royalty here in this master suite featuring vaulted ceilings that bathe the entire house in soft, natural lighting. The hues of deep reds that colour the interior a rich burgundy make for a exquisite getaway after a long day of exploring. The huge king-sized bed doubles as a cushy couch during the day. Huddle up on the cushioned sofas with a light read on hand if you are unable to fall asleep - the moonlight shining down from the skylights make for a soothing nightlight. Wash away the fatigue of the day by soaking in the hot tub exorbitantly furnished with an ornate dressing table for your detailed skincare routine. Are the post beach withdrawal symptoms hitting you? Head out to the outdoor lounge area for a whiff of the sea breeze after the sun sets. Lit up with a crystal lamp, you don’t have to worry about bumping into tabletops or spilling your drink! Head out to the balcony for a morning stretch, or relax in the beach chairs under the shade of the neighbouring palm trees if you want a stay-home Saturday.
Key West, Florida, United StatesTop guest reviews
Host:
beautiful property gracious hosts i would definitely recommendRead more reviewsLocation:
the property location and attention to detail was perfecthiggs beach the best on the island is only a block and a half walk away
The key is in your hands
Here’s your chance at creating a dream vacation just for you and your loved ones. Choose from these Airbnbs in Key West that are but steps away from the convenient tourist stops without busting your budget, while still having access to a high-quality living environment.
Frequently asked questions about Airbnbs in Key West, Florida
1. Which are the best Airbnbs for couples in Key West?
Couples holidaying in Key West will enjoy staying in this romantic guest suite complete with a covered skylight or this private apartment located just steps away from everything.
2. Which are the best budget-friendly Airbnbs in Key West?
The best of the Keys can still be enjoyed on a budget. This fully furnished apartment not only offers a comfortable place to stay but it comes with a balcony where you can enjoy incredible sunset views.
3. Which are the best pet-friendly Airbnbs in Key West?
If you’re traveling with pets, check out this holiday home for four. This dog-friendly rental lets you enjoy a laid-back holiday with your whole family.
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