Key West is a stunning island city in the southernmost point of the Florida Keys archipelago. Boasting breathtaking beaches, vibrant nightlife, fun festivals, and charming pastel-colored, conch-style houses, this paradise is also a favorite destination of luxury cruises. While in the city, you should check out the vibes in Mallory Square and try as many exquisite places to eat within the bustling area as possible. The place is filled with fantastic retail stores and souvenir shops as well. Check out the once summer house of President Truman that is now an iconic museum and landmark in the city—the Truman Little White house. If you are planning to spend a vacation on this gorgeous hideaway, amp up the experience by staying on a boat in Key West and waking up to picturesque views. Check out this list of the best Airbnb houseboats in Key West, Florida.
1. Hurricane Hole Island Lodge (from USD 171)
This houseboat rental in Key West is the perfect accommodation for your dream fishing trip. It is situated in Hurricane Hole Marina, popular for sport fishing. Go out on your private balcony and be greeted with a water view. With cooking basics, air-conditioned rooms, and a private bathroom, you’re guaranteed a comfortable stay so that you can stay energized for your explorations.
The property is pet-friendly, so bring your furbaby along and let them join in your adventures. Visit the nearby Cow Key Marina for fun water activities or have a drink or two at Hurricane Hole.
Top guest reviews
Cleanliness:
houseboat was super clean and well equippedsuper clean convenient great place to stay to spend some time at key westnice clean beautiful location and 10 minutes from duval streetmy wife and i were really impressed with the cleanliness of the aqua-lodgeclean convenient location and the nicest people at the marinaRead more reviewsLocation:
great location near bike rental downtown key west is a short bike ridegood for price and good locationthe marina was very close to all the attractions in key westgood local flavor plenty of time to meet local people and close to all that key west offersthis is the perfect place for a guys weekend away
2. Iconic tiki suite (from USD 485)
Live peacefully and comfortably in this tropical Airbnb tiki hut in Key West that boasts cool decor. You will surely wake up to the relaxing breeze of the coastal area. This unique dwelling is just like home but with a twist. You can spend hours in the gorgeous bedroom while reading a book and enjoying the view or down some beers on the patio with your loved ones.
What’s more, you can swim all day and bask in the warmth of the sun as you please.
Top guest reviews
Cleanliness:
the place was clean and bigger then expectedthe suite was extremely clean and had all that we needed for an enjoyable staythe boat is very clean & comfortableHost:
ryan the host was really quick at responding and so helpfuland of course an added bonus the host provides paddle boards snorkel gear etcRead more reviewsLocation:
beautiful location and beautiful stayif you enjoy unique experiences you won't forget anytime soon you'll definitely love this placebest place in key west to watch a sunset
Superhost
3. Homey houseboat (from USD 550)
Ideal for small families and a small group of friends, this Vrbo rental in Key West, Florida, is a comfortable haven that will shelter you on cold nights. It is cozy and conveniently complete with all the amenities that will make your stay a memorable one. This accommodation houses two comfortable bedrooms, a sparkling clean bathroom, a kitchen fully furnished with cooking essentials and appliances, a spacious living room with comfy couch seating, and more. Plus the expansive windows allow lots of natural light so that guests can enjoy the views from inside.
Top guest reviews
Read more reviewsLocation:
amazing location in the middle of the bay very private with great views on every side
Nearby houseboats
4. Pet-friendly aqualodge (from USD 124)
This pet-friendly accommodation sits on the Old Wooden Bridge Marina in the community called Big Pine Key. Since guests can not swim in the adjacent Marina Boat Basin, they are given access to a shared saltwater pool to enjoy a day in the water or sunbathe in one of the loungers. The waterfront lodge offers a beautiful view of the water from the private balcony, where you can also dine alfresco or enjoy the fresh air.
The property features a fully equipped kitchen. There’s also a TV and Wi-Fi for entertainment,.
Top guest reviews
Amenities & Room:
the room was fantasticRead more reviewsHost:
robin is a great host
5. Three-level houseboat in a private yacht club (from USD 799)
This luxurious yacht Airbnb in Key West is your gateway to a relaxing vacation. It is situated in a private yacht club that’s also close to the downtown area. This means guests will not only have easy access to downtown establishments but to a private beach and pool as well. There’s also a gym, restaurant, and bar nearby.
On board this three-level houseboat, you’ll find two cozy and spacious bedrooms that can comfortably sleep up to six people. On the second level, the roomy salon (living), galley (kitchen), and dining area are fully equipped with essentials for your comfort, convenience, and entertainment. Lastly, the third level features a sun deck furnished with lounge seats and a round day bed, the perfect area to fully take in the warm sun while enjoying the stunning views.
Top guest reviews
Amenities & Room:
beds were comfortable and we loved the amenities at the marinaRead more reviewsHost:
owner brad is awesome and very helpful
6. Fully furnished home on the waters (from USD 199)
Imagine waking up to the gorgeous views of Key West, swimming in crystal-clear waters to your heart’s content, and drinking beers while marveling at the beauty of the sunset. These are life’s simple joys that await you when you book this stunning houseboat.
Ideal for couples planning a romantic getaway, this haven has a cozy bedroom and a fabulous bathroom, a spacious living room with a flat-screen TV, lovely couch seating, and a laptop-friendly workspace. Plus it has a well-equipped kitchen where you can cook your meals. Instead of boutique hotels or beachfront hotels, spice up your Key West trip and experience living on the waters!
Top guest reviews
Amenities & Room:
house was clean and the air conditioner worked super well which was a necessity in the florida summerCleanliness:
everything was clean and well put togetheraffable host clean and affordable houseboatthe houseboat was very clean stylist comfortable & everything one could want forHost:
the host is beyond helpfulbrad was a great hostotherwise host was very polite and helpfulbrad was a fantastic hosthad leaks in the ceiling which host is actively working onRead more reviewsLocation:
this is an excellent location for a visit to key westparking is a huge issue not close or convenienta terrific place to stayabsolutely fantastic place to stay we swam right out back & had a great timeif you want a truly unique and unforgettable place to stay this is it
7. Luxurious four-bed mega yacht
Celebrating a birthday party or an exciting surprise bachelorette event? Why not do it in this luxurious mega yacht. Modern, chic, and elegant, this tastefully furnished vacation home and ride in one will kick your celebration up a notch. With four equally cozy bedrooms, five beds in total, and four bathrooms, this vessel can comfortably accommodate up to six guests. It is also equipped with a kitchen where you can unleash your inner chef, a gorgeous bridge couch from where you can enjoy the cotton-candy sunset, a lovely flybridge aft area, a sun deck, and more.
Key West, Florida, United States
7.0 km (4.4 mi) from The Hemingway Home and MuseumAccommodates: 7
Top guest reviews
Amenities & Room:
beds were very comfortable and the amenities were greata great rooms and amenities on the boatplus side the beds were amazingly comfortable and fit our family of 7hoggish restaurant did not disappoint and we found all of the amenities to be very comfortablethe kitchen was fully equipped and the beds were super comfortableCleanliness:
very clean and well keptcounters were clean sinks were clean - it was fineeverything was clean and comfortablevessel is clean and beatifulbut it could have been more clean - like the corners the windowsills things like thatHost:
chuck is a great hostchuck is a great hostchuck was a very nice host always getting back to me with any questions i hadthis is an awesome yacht and chuck is an awesome hostchuck is a great host he is very caring and accommodatingRead more reviewsLocation:
outstanding location and ideal for key west area activitieswe enjoyed that dinner was a close walking distance:>location is perfect if you are looking to be away from the tourists in key westgreat location much better than staying in a hoteland a awesome and restaurant in walking distance
8. Charming newly renovated houseboat with bright furnishings
Boasting bright furnishings, a cool and airy ambiance, and stunning hardwood flooring, this newly renovated houseboat is a fantastic haven to retreat into after hours of touring the city and eating out. The two bedrooms and single bathroom are ideal for small families. This rental also has a kitchen, a dining space, and a relaxing living area. Expansive windows allow guests to enjoy the spectacular views.
Key West, Florida, United States
5.99 km (3.8 mi) from The Hemingway Home and MuseumTop guest reviews
Amenities & Room:
weather was outstanding- sunny and 72- so no need for air conditioningthe ac worked great and we had a small heater since it was cooler than expectedthe bed was very comfortable and the views were incrediblethough small the two beds in the lower deck were very comfortableevery room has powerful a/c systemCleanliness:
the houseboat was very cleanvery clean and the beds were very comfortablewe found the houseboat to be clean comfortable and well equippedeverything was clean and in working orderthe boat was clean and had all amenities needed including clean bedding and towelsHost:
paul was a super accommodating hostthe owner was easy to communicate withhosts were very accommodating and the boat was greatpaul is very friendly to help ushost was very accommodating and friendlyRead more reviewsLocation:
the location was greatthe location was good for usthe location was perfect for usthe location is awesome being just off key west but easily within short driving or biking distancebut the location is great right outside key west
9. Sophisticated and tastefully furnished yacht
Live the life of the rich and famous by booking this gorgeous and sophisticated yacht. Docked right in front of the luxurious Key West Perry Hotel, close to lots of excellent restaurants and fantastic shops, this accommodation gives guests quick access to most of Key West’s best things to do. Its inside is tastefully furnished with stunning rustic accents and upscale appliances. The cozy bedroom with a private bathroom is perfect for up to four guests. This rental also has a kitchen, a living space, and an aft with comfy seating.
Key West, Florida, United States
6.33 km (4.0 mi) from The Hemingway Home and MuseumTop guest reviews
Amenities & Room:
the bed was extremely comfortable we slept like babies and the ac worked better than we expectedthe amenities were great pool restaurant happy hourthe a/c was surprisingly good considering we were there in augustclean and comfortable with all the necessary amenities and a few extras we felt very safe herejeff does have netflix on the tv so that was helpful in the eveningCleanliness:
the pool was sparking clean and wonderfully relaxingcomfortable and cleanthe bathhouses were clean and easily accessiblethe bed was very comfortable and the space itself was cleanthey were very clean and always availableHost:
jeff is a great hostfriendly people around the marinajeff and anna were very attentive and were great hostsjeff is a great hostjeff is a fantastic hostRead more reviewsLocation:
there is a bus shuttle from the hotel to downtown which we liked muchits a great time in a great location its hot in the summertwo nice restaurants on site ( a little pricey but walking distance and good food/drinks)it's in a great location right next to a very nice hotela great place to land between key west adventures
10. Efficient houseboat in a serene setting
Not into typically crowded hotel accommodations? Why not stay on a boat in Key West? If you like the idea, check out this houseboat for rent that is complete with all the comforts and conveniences of home to make you feel every bit at peace. This charming retreat has a private bathroom, a cozy bed, a kitchen with cooking essentials, a patio with comfy seats, BBQ facilities, and more. Plus you can dive into the waters anytime you want.
Key West, Florida, United States
14.33 km (9.0 mi) from The Hemingway Home and MuseumTop guest reviews
Amenities & Room:
bring a battery operated fan if you don’t like sleeping in the heatat night we left the slider open for a great breeze you shouldn't need the fanthe breeze was amazing and we were quite comfortable and cool both day and nightCleanliness:
the houseboat was very clean & the stove works perfect cooked some curryHost:
mike was a great hostmike was a truly amazing host hostmike was an amazing and kind host and so knowledgeable about the area and the environmentmike was a great host and very detailed orientatedmike was a fantastic host to us during our stayRead more reviewsLocation:
the houseboat location is beautiful and secludedas close as we could get to being off grid surrounded by a clear blue oceangreat location amazing sunrises and sunsets tons to do around the areamike's house boat is a great place to stay if you want to get away from it alli will definitely recommend the house boat to anyone who like fishing & a quiet place to relax
Live life to the fullest in Key West
Key West is a gorgeous island city that has lots to offer for visiting tourists. From breathtaking beaches to bustling shopping districts and exquisite restaurants, this city will surely win your heart right after you spend a day here. If you are planning a vacation in Key West anytime soon, be sure to use this list of the best Airbnb houseboats in the city as your guide in choosing an accommodation where you can enjoy the seas and views while at the same time relax in the comforts of a home away from home. Instead of joining boat tours, why not make your vacation unique and live right on the waters?
Frequently asked questions about Airbnb houseboats in Key West, Florida
1. Which Airbnb houseboats in Key West welcome long-term guests?
A few days of vacation likely wouldn’t be enough to explore many of Key West’s landmarks. This pet-friendly aqualodge, this three-level houseboat in a private yacht club, and this homey houseboat allows long-term stays.
2. Which Airbnb houseboats in Key West have parking?
Hurricane Hole Island Lodge, this pet-friendly aqualodge, and this three-level houseboat in a private yacht club have parking available. So, rent or bring a car and enjoy your vacation in Key West!
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