Key West is the southernmost city in the state of Florida, popular for its beautiful beaches and bustling nightspots. The Hemingway Home and Museum was once the home of the popular novelist Ernest Hemingway but is now a well-known destination in the city for weddings. Mallory Square is often visited by tourists for its nightly sunset celebration. Here, you can also find plenty of interesting boutique shops and dining establishments. Stroll through Duval Street, which is especially great during the evening as it features lots of lively bars and pubs. If you are looking for the best place to stay in the city, check out the best luxury Airbnbs in Key West, Florida.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and access to luxury services and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on April 12, 2024.
1. Secret Villa II (from USD 1275)
Secret Villa II is a three-bedroom accommodation that can comfortably sleep up to six guests. It is situated right off Duval Street, which is one of the most popular areas in the city. The property boasts a large heated pool so guests can enjoy a refreshing swim after a fun-filled day out. There are also sun loungers right by the pool where guests can savor delicious beverages as they enjoy sunbathing.
On the second floor, you will find two spacious master bedrooms with en-suite baths. You can end your day on the large porch as you sip on wine and take in the gorgeous surroundings.
Top guest reviews
Amenities & Room:
dining table is outside on patio facing the pool only functional if weather is idealCleanliness:
bathrooms were clean updated and well equipped with soaps hair dryers etcexceptionally clean and centrally locatedclean fully loaded with linens towels kitchen supplies and everything was in perfect working orderit's beautifully appointed and spotlessly cleanthe house is extremely clean classy - and full of everything you needHost:
jim was a great host and responded promptly to all of our questionshe's a wonderful host and takes great care to make sure his guests are happyhe was available for any questions (very responsive) and made wonderful restaurant recommendationswe were greeted by a friendly and helpful host who was there to help with anything we neededjim was responsive friendly & a pleasure to deal withRead more reviewsLocation:
perfect house in an amazing locationwonderful place great location near everythingwonderful place and great locationthe location was absolutely perfect so private but so close to everythingfantastic location and house in the heart of key west
Superhost
2. Family home with a lovely pool (from USD 682)
Boasting a private pool and a lush garden, this fully furnished home offers a quiet respite for families looking to enjoy a peaceful getaway. It can easily take in up to four guests, with two spacious bedrooms equipped with a king bed and two single beds, and two contemporary baths.
The kitchen is spacious and comes with stainless-steel appliances for easy cooking. With three cable TVs, you can stay entertained even while indoors. Free Wi-Fi is also provided for those who want to update their socials. Guests who will be renting a vehicle can use the parking spot available on the premises.
Top guest reviews
Amenities & Room:
pool/deck area was a great spacethe pool and amenities were perfect as well i will definitely stay here againthe private pool and outdoor space was greatyour own private pool and jacuzzi are an additional bonuslovely spot enjoyed the cottage feel and the beautiful backyard and small private poolCleanliness:
very clean the pictures are very accuratethe residency is very clean and spaciousthe house was super clean and the outdoor area was very spacious and cozyclean comfortable home with great touches a beautiful pool & a parking spotit was clean cozy had a great backyard area and the perfect locationHost:
vacasa staff was responsive to all my questionsRead more reviewsLocation:
great location just a few blocks away from duval stgreat location within walking distance to duval stthe location was greatamazing house so close to everythingwalking distance to some fun places
3. Cristol Condo
This clean condo unit offers well-lit interiors which feature four roomy sleeping areas and four modern baths. With these, it can comfortably take in a maximum of 10 guests, offering 3 king beds and 2 queen beds.
From here, you can conveniently walk to all the best attractions in the city. The balcony is the perfect place to enjoy some panoramic water views while you sip on coffee. Cook your own delicious meals in the fully furnished kitchen. During your stay, you will also have access to the pool which is surrounded by cozy sun loungers.
Key West, Florida, United States
855 meters (0.6 ft) from The Hemingway Home and MuseumAccommodates: 10
Top guest reviews
Amenities & Room:
great room has million dollar viewswe walked into the condo right at sunset only to view from our living room a breathtaking viewthe condo is immaculate the view is everything the rooms are top notch michael responds in a timely mannerwe had the pool to ourselves and also has a great viewtons of space well stocked kitchen wonderful pool and great family space with tvsCleanliness:
the space was clean and beautifulthe apartment was very spacious clean and updatedit was spotless clean and felt like home when we walked inthe check in process was a breeze this property was extremely clean and a nice vacation spotthe apt is very nice is clean and big i like itHost:
great host as wellmichael is an excellent host and was very easy to reach when we needed somethingmichael is an outstanding hostmichael was a great host and very accommodatingRead more reviewsLocation:
location was perfectthis condo is in a great location that is close to all types of entertainmentthe location was also perfectgreat location it was an easy walk to anywhere we wanted to get toawesome place with an awesome location
4. Pilar's Secret (from USD 1384)
Ideal for a group of eight individuals, this elegant home features three cozy bedrooms and two modern baths. Pilar’s Secret offers quick and easy access to the bustling Duval Street, but it also has a fenced pool area for on-site entertainment. The spacious pool deck boasts seating options, lush green plants, and hanging lights which add to its charm.
Inside, there is a bathroom with a private tub for a relaxing soak in the evening. A barbecue grill is also available for intimate dinner parties with your loved ones.
Top guest reviews
Amenities & Room:
also the window from upstairs bedroom gives perfectly clear view into outdoor showerthe warm pool and spacious backyard were so enjoyablethat area along with the pool area and greenery feels like the quaint private vacation you dream ofthe house offers enough space for 8 people to feel comfortablethe trees and greenery at the pool area are incredibly well thought outCleanliness:
perfect location beautifully decorated super clean amazing outdoor spaceHost:
hosts are super responsiveRead more reviewsLocation:
great spot perfect location and walking distance to everythingthis place is the best location in key westlocation unbelievably hidden treasure footsteps from everythingawesome location and great for larger size groupsperfect location and tons of room for any group
5. Namaste (from USD 484)
Namaste is a tropical paradise for couples visiting Key West. It features one bedroom with a large king bed and two full bathrooms with bright green tiles. The lovely outdoor pool is surrounded by beautiful green plants to add to the nature theme.
On the first floor, you can find a large kitchen where you can whip up some delicious meals. There is a spiral staircase leading up to a blissful loft, which is a wonderful spot to rest or do yoga in the morning. Street parking is also available for those who need it.
Top guest reviews
Cleanliness:
very clean quiet at night comfortable bed cool rooftop patio well stocked kitchen & bathHost:
joyce at the rental company was very helpful since a storm kept pushing back my flightRead more reviewsLocation:
perfect location so zen loved everything about itoutstanding place location and charmone of a kind quiet unit close to everythingit was easy to access while also secure and isolated from the noise and busy-ness of duval streetthe location is perfect for getting around town on foot
6. Key West Hideaway (from USD 1257)
This gorgeous and luxurious hideaway has 4 cozy bedrooms and 4 full baths, comfortably accommodating up to 10 guests. All sleeping areas come with a safe, a virtual assistant device, and a smart TV to keep you entertained. Additionally, there are two shared pools outdoors, both of which are heated.
With a fully furnished kitchen, you can enjoy cooking some delectable meals for the entire group. If you are looking for more entertainment options, you can head to the gazebo which comes with games. Since there is an outdoor shower, you can quickly freshen up before you head back in.
Top guest reviews
Amenities & Room:
nice pool and courtyard areaplenty of comfortable space for our entire group of 8having our private patio and pool was a nice surprise for the kidsour family of 9 enjoyed the pool the veranda and the beautiful gardenswith plenty of room and an on site pool for the kids we enjoyed our stay immenselyCleanliness:
beautiful clean 4 bedroom homevery clean very central awesome pool and amenitieshome was clean and comfortably slept 10 of usgreat location and super cleanperfect location comfortable clean and quietHost:
the staff is friendly and helpfulstaff was extremely helpful and efficientyour crew on staff was great and jesus was fantasticeverything was beautifully maintained and the staff was very attentivestaff was great and naomi was the perfect hostessRead more reviewsLocation:
great location right off duvalthe location is perfect and walking distance to everythinggreat location right off duvala great location in the middle of the actionthe house was located just a few steps to duval street and was the perfect location
7. Atlantis House (from USD 328)
Atlantis House is an elegant rental perfect for two guests. It has one bedroom and one luxurious bathroom with its own spa bath. There is also a large lounging area leading to a beautiful patio, which offers lots of seating options and a barbecue grill.
The sleeping area consists of a king bed, stylish black lamps, and a TV for entertainment. With a microwave, a coffee maker, and a toaster, you can conveniently prepare a simple yet delicious breakfast.
Top guest reviews
Cleanliness:
spacious bathroom and lovely outdoor gardenRead more reviewsLocation:
wonderful unit great location not far from duval but far enough…had a wonderful stay good location right near the beachwe enjoyed amazing sunrises here and were just a short walk to duval st
8. The Key West Beach Club (from USD 746)
Situated right in front of the ocean, this bright condo unit offers stunning views right from the balcony. It features two bedrooms and two-and-a-half baths, comfortably sleeping up to four guests. Here, you will have access to a fully equipped kitchen during your stay so you can still enjoy your favorite meals even while on vacation.
The bathrooms offer a spa-like experience, with marble accents, clean interiors, and fresh towels. For car owners, there is a covered garage on the premises where you can park your vehicle. This luxurious unit can be accessed via an elevator so you need not worry if you are bringing plenty of bags.
Top guest reviews
Amenities & Room:
the ocean view out the patio/master/family room is heavenlyit’s a gated community and the pools are wonderful as well as the viewscomfortable beds and furniture beautiful modern kitchen great condo pool and tennis courtsupgraded amenities comfortable bed and very cleanspacious elegant kitchen very nice living room with comfortable couches and throw blankets and a comfortable master bedCleanliness:
jenna’s place was very clean and exactly as describedthe pool was very quiet while we were there and very clean and clearyour place was clean organized and perfect for a vacationvery clean and had everything we needed during our wedding weekthe condo is spacious well appointed and updated and is super cleanHost:
jenna was also very helpful and answered any questions we hadjenna was very responsive to a small plumbing problem that we encountered and was a gracious hostRead more reviewsLocation:
great condo in a great locationthis is amazing place and locationawesome location we have never been so close to the oceangreat location on the oceanbeautiful place to stay quiet but close to all the attractions
9. Hidden Beach (from USD 805)
Conveniently located right by the beach, this comfortable condo unit is great for those looking to enjoy a relaxing holiday. Hidden Beach offers stunning water views and has its own spacious private balcony with plush chairs.
The kitchen is fully furnished with a stove, oven, coffee maker, and pots and pans, allowing you to create some delectable meals. It is also near Louie’s Backyard, a fine-dining restaurant that offers a wide selection of wine and stunning vistas. Other amenities include complimentary Wi-Fi, laundry facilities, free toiletries, and a barbecue grill.
Top guest reviews
Amenities & Room:
the ocean view and the apartment are beautifulCleanliness:
the condo was very nice roomy and cleanHost:
awesome pool with wait staffour compliments to our host david his staff and the ownersthe hosts are prompt and thoughtfulfirst airbnb experience was a trip to remember thanks to the hosts and the beautiful hidden beachdavid and lisa are wonderful hosts thanks for an amazing tripRead more reviewsLocation:
the location is the bestperfect vacation at the perfect locationtruly the best location for your buckgreat walking access to restaurantswe loved this place and the location
10. Dog-friendly rental for large groups
Perfect for large groups, this cheerful dog-friendly rental boasts 5 bedrooms that can sleep up to 14 guests. It is composed of two charming cottages, great for two families. The property has its own heated pool so you can enjoy splashing around even on chilly nights.
There is also a hot tub for relaxing moments while you savor a glass of wine. Prepare some of your favorite dishes in the well-equipped kitchen. Free parking is available for one vehicle on the premises, and there is off-street parking as well if you are bringing more.
81 meters (266.2 ft) from The Hemingway Home and MuseumAccommodates: 14
Top guest reviews
Amenities & Room:
the hot tub and pool were fantastic amenities and used every daythe air conditioning is very powerful and the houses stay cool during the hottest days of the summerwe really enjoyed the conjoined courtyard in the back with the pool and hottubgreat location got 315 and 317 cottages and the pool patio and hot tub setup is primewe used the pool and the hot tub - wonderful amenities you can't beat the locationCleanliness:
place is clean and neateverything was clean and well appointedthe place was cleaned and fresh towels were delivered every daybuilding is a little older but spotlessly cleanRead more reviewsLocation:
they are perfectly situated so that you can comfortably walk anywheregreat location excellent outside gathering spot for groupsperfect spot for a large group location could not be betterit's so close to everything and easily accommodates a large groupthe location and the available closed in outdoor showers added a lot of key west charm
Explore the stunning beaches in Key West
Known for its nightlife scene and stunning beaches, Key West is a wonderful holiday destination for those looking for a quick break from reality. For a comfortable stay, choose any of the best luxury Airbnbs in Key West, Florida.
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