Florida may have travel restrictions in place due to COVID-19.

Find out moreOpens in new tab or window

Key West Houseboat Rentals

Search over 1 million properties and 550 airlines worldwide

Members save 10% more on select hotels, cars, activities and vacation rentals. Sign up.

Free cancellation on most hotels. Because flexibility matters.

Featured Houseboats in Key West

Key West: 3 BR, 2 BA Luxury Yacht; Special Now!
The price is $199 per night from Sep 23 to Sep 24

This family-friendly Key West houseboat is located on the waterfront, within 3 mi (5 km) of Key West Naval Station, Higgs Beach and Duval Street. South Beach ...

4.7/5Exceptional! (71 reviews)
Excellent Key West Marina Experience

"First time to Key West. We wanted a unique experience and a small yacht was definitely that! This boat is clean, aptly outfitted with everything you need, more spacious than expected, and perfect for a family with two teenagers. The marina is beautiful, clean, and very easily accessible. Great pool ..."…"

Reviewed on Aug 24, 2020

Key West: 3 BR, 2 BA Luxury Yacht; Special Now!
KEY West Livin' Beautiful 50' Yacht With 3 Bed, 2 Bath Sleeps 6
Get Rates

Situated on the waterfront, this historic houseboat is 0.5 mi (0.8 km) from Key West Naval Station and 1.3 mi (2.1 km) from Key West Harbour. Robbie's and Lower ...

4.4/5Excellent! (34 reviews)
If your vacationing on an island you have to spend some nights on a boat!

"Great way to vacation with the locals in a live aboard marina. 15 minute drive to Old Town, which is close enough. Golf 5 minutes away. Boat has all amenities including secure parking. Huge plus. Literally unpack luggage, walk 5 foot ramp and your on the boat. Hogfish Bar and Grill is amazing. 100 ..."…"

Reviewed on Nov 18, 2019

KEY West Livin' Beautiful 50' Yacht With 3 Bed, 2 Bath Sleeps 6
Sail Boat Catamaran / House Boat/ Key West
Get Rates

Situated on the waterfront, this houseboat is 0.6 mi (1 km) from Robbie's and 1.6 mi (2.6 km) from Key West Harbour. Key West Naval Station and Key West Golf ...

4.6/5Wonderful! (20 reviews)
Fun Family Vacation!

"Staying on this boat was definitely a unique vacation experience. The marina it is located in is excellent. We traveled with our two young children (age 7 & 5) so having access to the hotel pool was great! My kids didn't want to leave and keep asking when we can go back!"…"

Reviewed on Jul 29, 2020

Sail Boat Catamaran / House Boat/ Key West

You could be seeing lower prices

With member prices, you could save 10% or more right now on thousands of properties.
Artsy Houseboat Wake up on the Water in Key West
Get Rates

Located in New Town, this houseboat is within 3 mi (5 km) of Higgs Beach, Duval Street, and South Beach. Southernmost Point and Mallory Square are also within ...

Artsy Houseboat Wake up on the Water in Key West
Luxurious House Boat - Casa Verità
Get Rates

Situated on the waterfront, this romantic houseboat is within 1 mi (2 km) of Key West Naval Station and Key West Harbour. Robbie's and Lower Keys Medical Center ...

5/5Exceptional! (1 review)
Nice Peaceful Getaway

"My husband and I really liked staying on the Casa Verita houseboat. JR and his team Brooke and Ariel were really welcoming and made our stay great. Getting out to the boat is a short easy trip in a double kayak. We loved taking the kayak out in the mornings around the mangroves. The boat is very ..."…"

Reviewed on Jan 16, 2020

Luxurious House Boat - Casa Verità
57 Foot Private Catamaran, Come and Enjoy key West in Style!
Get Rates

Situated in Key West, this romantic houseboat is within 1 mi (2 km) of Key West Naval Station and Key West Harbour. Robbie's and Lower Keys Medical Center are ...

57 Foot Private Catamaran, Come and Enjoy key West in Style!
See the Sunrise From Your Sailboat!
Get Rates

Situated on the waterfront, this romantic houseboat is within 1 mi (2 km) of Key West Naval Station and Key West Harbour. Robbie's and Lower Keys Medical Center ...

4/5Very Good! (7 reviews)
A UNIQUE Airbnb experience

"This is a perfect place for a couple. If you have never been on a boat before, you should know that the space onboard is small. We spent most of our time on the floating dock. It was quiet and peaceful. We loved having access to the kayak to explore the mangroves, and enjoyed watching the naval pilots ..."…"

Reviewed on Jul 29, 2020

See the Sunrise From Your Sailboat!
Ile Du Soleil
Key West, FL
Get Rates

Situated in Key West, this houseboat is 0.6 mi (1 km) from Robbie's and 1.6 mi (2.7 km) from Key West Harbour. Key West Naval Station and Key West Golf Club ...

3/5 (1 review)
Great trip but had toilet issues

"Property and location were awesome. We had several issues with the boat from the lock falling off the second day to the toilet not working, leaking, and smell from day three. It is an older boat not a hotel, kinda like camping on the water. With that in mind the boat was great (other than the toilet ..."…"

Reviewed on Aug 15, 2020

Ile Du Soleil
You Wont Find a Better Location for Your Key West Stay
Get Rates

Located in Key West Historic District, this houseboat is within a 10-minute walk of Schooner Western Union and Duval Street. Mallory Square and Key West Aquarium ...

You Wont Find a Better Location for Your Key West Stay
Yacht in Paradise: Weekly/monthy Rental Available April/may- Special Rates
The price is $120 per night from Sep 20 to Sep 21

Situated on the waterfront, this houseboat is 0.6 mi (0.9 km) from Robbie's and 1.7 mi (2.8 km) from Key West Harbour. Key West Naval Station and Key West Golf ...

4.8/5Exceptional! (5 reviews)

"It was a unique experience sleeping on a sailboat. We are in our late 60’s and did not expect a ladder to get in/out each time we needed to get into the boat. And thankfully they had comfortable bench seats to sleep on as the king size bed was another crawl up/down and although we are in great shape, ..."…"

Reviewed on Mar 9, 2020

Yacht in Paradise: Weekly/monthy Rental Available April/may- Special Rates
After Hours Luxury Yacht Key West Florida
The price is $4,500 per night from Sep 19 to Sep 20

Located in Key West Historic District, this houseboat is within a 10-minute walk of Schooner Western Union, Duval Street, and Key West Shipwreck Museum. Mallory ...

After Hours Luxury Yacht Key West Florida
NEW Listing! Luxury 44' Catamaran Yacht Sleeps 6!
Get Rates

Situated by the ocean, this houseboat is 0.6 mi (1 km) from Robbie's and 1.8 mi (2.9 km) from Key West Harbour. Key West Naval Station and Key West Golf Club ...

5/5Exceptional! (10 reviews)
Great accommodations

"Scott and his team were great! The boat was very functional for 4 adults and had all the amenities we needed. We didn’t have great weather everyday so we only took the boat out 1 day, but Jack our captain made the trip relaxing and enjoyable! I would defiantly recommend Jack for your trips. Hannah ..."…"

Reviewed on Apr 4, 2020

NEW Listing! Luxury 44' Catamaran Yacht Sleeps 6!
Don't see what you're looking for?
See all available properties in Key West
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other property types in Key West

Southernmost Beach Resort

Southernmost Beach Resort

4 out of 5
1319 Duval Street, Key West, FL
The price is $197 per night from Sep 20 to Sep 21
4.2/5Excellent! (2,476 reviews)

"Beautiful property in unique location. Just steps from the beach and Duval street. Nice selection of Dining options, bars and pools. Rooms very clean and comfortable."…"

Reviewed on Sep 16, 2020

Southernmost Beach Resort
Havana Cabana at Key West

Havana Cabana at Key West

3.5 out of 5
3420 N. Roosevelt Blvd, Key West, FL
The price is $93 per night from Sep 22 to Sep 23
4.3/5Excellent! (1,538 reviews)

"I liked everything. We had a great time!! And we are planing to come back soon..."…"

Reviewed on Sep 14, 2020

Havana Cabana at Key West
24 North Hotel Key West

24 North Hotel Key West

4 out of 5
3820 North Roosevelt Boulevard, Key West, FL
The price is $94 per night from Sep 27 to Sep 28
4/5Very Good! (1,348 reviews)

"Bed and pillows very comfortable. Did not realize the ocean view did not include a balcony."…"

Reviewed on Sep 16, 2020

24 North Hotel Key West
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

More trip options