10 Best Airbnb Houseboats In Key West, Florida - Updated 2024

Louise
Louise 
Contributing Writer
Updated
| 4 min read

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.

We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on July 12, 2024.

1. Hurricane Hole Island Lodge

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.

Stayed at this property?
Key West, Florida, United States
5.92 km (3.7 mi) from The Hemingway Home and Museum
42 reviews   Wifi Available
Houseboat 4 Beds 6 Guests 2 Bedrooms 1 Bathroom

Accommodates: 6

Top guest reviews
Cleanliness:
houseboat was super clean and well equipped
super clean convenient great place to stay to spend some time at key west
nice clean beautiful location and 10 minutes from duval street
my wife and i were really impressed with the cleanliness of the aqua-lodge
clean convenient location and the nicest people at the marina
Location:
great location near bike rental downtown key west is a short bike ride
good for price and good location
the marina was very close to all the attractions in key west
good local flavor plenty of time to meet local people and close to all that key west offers
this is the perfect place for a guys weekend away
Read more reviews

2. Iconic tiki suite (from USD 599)

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.

Stayed at this property?
Key West, Florida, United States
4.39 km (2.8 mi) from The Hemingway Home and Museum
443 reviews   Superhost Wifi Available
Houseboat 1 Bed 2 Guests 1 Bathroom

Accommodates: 2

Top guest reviews
Cleanliness:
the place was clean and bigger then expected
the suite was extremely clean and had all that we needed for an enjoyable stay
the boat is very clean & comfortable
Host:
ryan the host was really quick at responding and so helpful
and of course an added bonus the host provides paddle boards snorkel gear etc
Location:
beautiful location and beautiful stay
if you enjoy unique experiences you won't forget anytime soon you'll definitely love this place
best place in key west to watch a sunset
Read more reviews

3. Homey houseboat (from USD 500)

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.

Stayed at this property?
Key West, Florida, United States
3.1 km (2.0 mi) from The Hemingway Home and Museum
house boat 3 Guests 1 Bedroom 1 Bathroom

Top guest reviews
Location:
amazing location in the middle of the bay very private with great views on every side
Read more reviews

Nearby houseboats

4. Pet-friendly aqualodge (from USD 118)

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,.

Stayed at this property?
Big Pine Key, Florida, United States
48.59 km (30.2 mi) from The Hemingway Home and Museum
130 reviews   Superhost Wifi Available
Houseboat 1 Bed 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
the room was fantastic
Host:
robin is a great host
Read more reviews

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.

Stayed at this property?

7.62 km (4.8 mi) from The Hemingway Home and Museum
5 reviews   Wifi Available
house boat 6 Guests 2 Bedrooms 3 Bathrooms

Accommodates: 6
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 14 days before check-in.

Top guest reviews
Amenities & Room:
beds were comfortable and we loved the amenities at the marina
Host:
owner brad is awesome and very helpful
Read more reviews

6. Fully furnished home on the waters (from USD 198)

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 beach resorts, spice up your Key West trip and experience living on the waters!

Stayed at this property?
Key West, Florida, United States
7.2 km (4.5 mi) from The Hemingway Home and Museum
265 reviews   Superhost Wifi Available
Houseboat 2 Beds 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
house was clean and the air conditioner worked super well which was a necessity in the florida summer
Cleanliness:
everything was clean and well put together
affable host clean and affordable houseboat
the houseboat was very clean stylist comfortable & everything one could want for
Host:
the host is beyond helpful
brad was a great host
otherwise host was very polite and helpful
brad was a fantastic host
had leaks in the ceiling which host is actively working on
Location:
this is an excellent location for a visit to key west
parking is a huge issue not close or convenient
a terrific place to stay
absolutely fantastic place to stay we swam right out back & had a great time
if you want a truly unique and unforgettable place to stay this is it
Read more reviews

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.

Stayed at this property?
Key West, Florida, United States
7.0 km (4.4 mi) from The Hemingway Home and Museum
143 reviews   Wifi Available
Houseboat 5 Beds 7 Guests 4 Bedrooms 4 Bathrooms

Accommodates: 7

Top guest reviews
Amenities & Room:
beds were very comfortable and the amenities were great
a great rooms and amenities on the boat
plus side the beds were amazingly comfortable and fit our family of 7
hoggish restaurant did not disappoint and we found all of the amenities to be very comfortable
the kitchen was fully equipped and the beds were super comfortable
Cleanliness:
very clean and well kept
counters were clean sinks were clean - it was fine
everything was clean and comfortable
vessel is clean and beatiful
but it could have been more clean - like the corners the windowsills things like that
Host:
chuck is a great host
chuck is a great host
chuck was a very nice host always getting back to me with any questions i had
this is an awesome yacht and chuck is an awesome host
chuck is a great host he is very caring and accommodating
Location:
outstanding location and ideal for key west area activities
we enjoyed that dinner was a close walking distance:>
location is perfect if you are looking to be away from the tourists in key west
great location much better than staying in a hotel
and a awesome and restaurant in walking distance
Read more reviews

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.

Stayed at this property?
Key West, Florida, United States
5.99 km (3.8 mi) from The Hemingway Home and Museum
157 reviews  
Houseboat 3 Beds 2 Bedrooms 1 Bathroom
Top guest reviews
Amenities & Room:
weather was outstanding- sunny and 72- so no need for air conditioning
the ac worked great and we had a small heater since it was cooler than expected
the bed was very comfortable and the views were incredible
though small the two beds in the lower deck were very comfortable
every room has powerful a/c system
Cleanliness:
the houseboat was very clean
very clean and the beds were very comfortable
we found the houseboat to be clean comfortable and well equipped
everything was clean and in working order
the boat was clean and had all amenities needed including clean bedding and towels
Host:
paul was a super accommodating host
the owner was easy to communicate with
hosts were very accommodating and the boat was great
paul is very friendly to help us
host was very accommodating and friendly
Location:
the location was great
the location was good for us
the location was perfect for us
the location is awesome being just off key west but easily within short driving or biking distance
but the location is great right outside key west
Read more reviews

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.

Stayed at this property?
Key West, Florida, United States
6.33 km (4.0 mi) from The Hemingway Home and Museum
108 reviews  
Houseboat 4 Beds 1 Bedroom 1 Bathrooms
Top guest reviews
Amenities & Room:
the bed was extremely comfortable we slept like babies and the ac worked better than we expected
the amenities were great pool restaurant happy hour
the a/c was surprisingly good considering we were there in august
clean and comfortable with all the necessary amenities and a few extras we felt very safe here
jeff does have netflix on the tv so that was helpful in the evening
Cleanliness:
the pool was sparking clean and wonderfully relaxing
comfortable and clean
the bathhouses were clean and easily accessible
the bed was very comfortable and the space itself was clean
they were very clean and always available
Host:
jeff is a great host
friendly people around the marina
jeff and anna were very attentive and were great hosts
jeff is a great host
jeff is a fantastic host
Location:
there is a bus shuttle from the hotel to downtown which we liked much
its a great time in a great location its hot in the summer
two 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 hotel
a great place to land between key west adventures
Read more reviews

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.

Stayed at this property?
Key West, Florida, United States
14.33 km (9.0 mi) from The Hemingway Home and Museum
52 reviews  
Houseboat 2 Beds 1 Bathroom
Top guest reviews
Amenities & Room:
bring a battery operated fan if you don’t like sleeping in the heat
at night we left the slider open for a great breeze you shouldn't need the fan
the breeze was amazing and we were quite comfortable and cool both day and night
Cleanliness:
the houseboat was very clean & the stove works perfect cooked some curry
Host:
mike was a great host
mike was a truly amazing host host
mike was an amazing and kind host and so knowledgeable about the area and the environment
mike was a great host and very detailed orientated
mike was a fantastic host to us during our stay
Location:
the houseboat location is beautiful and secluded
as close as we could get to being off grid surrounded by a clear blue ocean
great location amazing sunrises and sunsets tons to do around the area
mike's house boat is a great place to stay if you want to get away from it all
i will definitely recommend the house boat to anyone who like fishing & a quiet place to relax
Read more reviews

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


Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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She is a lover of life and a very optimistic person. She thinks of herself as a vessel of a billion possibilities, which can harness limitless potential. Trying new experiences, going places she's...Read more

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