Search Houseboats in Key West

  • Plan, book, stay with confidence
    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Featured Houseboats in Key West

Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!
Outdoor pool

Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!

8.4 out of 10, Very good, (10)
"We stayed in Perry Hotel and Marina on Ian's boat for 3 days and it was beautiful! Ian's boat was clean, spacious and had everything we needed! We had full access to the hotel amenities which we used because the weather was perfect. "
The price is AU$784
includes taxes & fees
24 Nov - 25 Nov
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!
Aqua Lodges at Hurricane Hole Marina
Restaurant

Aqua Lodges at Hurricane Hole Marina

2.0 star property
8.8 out of 10, Excellent, (104)
"Nice for affordable price "
The price is AU$448
includes taxes & fees
4 Dec - 5 Dec
Aqua Lodges at Hurricane Hole Marina
5 star resort living w/ pool! Family sized w/ full kitchen & great views!
Property grounds

5 star resort living w/ pool! Family sized w/ full kitchen & great views!

7.4 out of 10, Good, (9)
"Can’t beat staying on a boat and taking it for a spin while you’re on vacation! Host, captain and crew were all great!"
The price is AU$859
includes taxes & fees
25 Nov - 26 Nov
5 star resort living w/ pool! Family sized w/ full kitchen & great views!
Living the Dream Key West Style
Marina

Living the Dream Key West Style

10.0 out of 10, Exceptional, (9)
"There was 5 of us and there was plenty of room. It was clean and the owners were very on top of things with great communication. "
The price is AU$818
includes taxes & fees
1 Dec - 2 Dec
Living the Dream Key West Style
34’ Catamaran Sailboat
Interior

34’ Catamaran Sailboat

9.6 out of 10, Exceptional, (27)
"Overall it was a great experience."
34’ Catamaran Sailboat
Southern Bell is a Beautiful Houseboat cozy and relaxing.
Interior

Southern Bell is a Beautiful Houseboat cozy and relaxing.

10.0 out of 10, Exceptional, (3)
"The houseboat was great. Right next to Key West in stock island. The host and his crew were excellent, couldn’t ask for a better stay and better people!"
Southern Bell is a Beautiful Houseboat cozy and relaxing.
Amazing 4 Bdrm, 4 Bath Catamaran - Purpus
Outdoor pool

Amazing 4 Bdrm, 4 Bath Catamaran - Purpus

Amazing 4 Bdrm, 4 Bath Catamaran - Purpus
The Crystalmarine Suite – Rustic Luxury on the Sea
Interior

The Crystalmarine Suite – Rustic Luxury on the Sea

10.0 out of 10, Exceptional, (2)
"This VRBO is a dream for those looking to escape the hustle and bustle of everyday life. With its unique location, it provides a perfect blend of adventure and relaxation. Whether you're looking to reconnect with nature or simply unwind in a beautiful setting, this floating house offers an unparalleled experience."
The price is AU$1,381
includes taxes & fees
8 Dec - 9 Dec
The Crystalmarine Suite – Rustic Luxury on the Sea
Ocean views! <br>Luxury suites
Beach nearby

Ocean views! <br>Luxury suites

10.0 out of 10, Exceptional, (24)
"This is a hidden treasure. Quiet, secluded, great paddling. The hosts give great recommendations on paddling and dining. Perfect!"
Ocean views! <br>Luxury suites
Ocean views! <br>I didn’t do it too
Exterior

Ocean views! <br>I didn’t do it too

10.0 out of 10, Exceptional, (13)
"Located in a very quiet bay. Houseboat is super clean and Bill is great to work with - very responsive to questions and needs. There is not much in walking distance, so a golf cart (highly recommend), scooter, or bike would be necessary."
Ocean views! <br>I didn’t do it too
Sailing Catamaran in Key West with Captain and Mate
Property grounds

Sailing Catamaran in Key West with Captain and Mate

10.0 out of 10, Exceptional, (4)
"Our Captain Baylee and Chef Wels were phenomenal! The two of them made this trip uniquely ours. They made sure we had safe conditions for boating and provisions that went way beyond our expectations. Meals were fantastic and picking our locations for anchoring or mooring perfect. One tip is that the information provided for excursions did not meet the time frame for the boat we were put on. I would highly recommend the liaison at the charter company provide more defined options for the customer...
Sailing Catamaran in Key West with Captain and Mate
Happy’s Houseboat Key West
Exterior

Happy’s Houseboat Key West

9.2 out of 10, Wonderful, (19)
"This was one of our best stays ever! This boat is not fancy but served us well. Key West is busy and full of people, we had our own little piece of paradise for 2 nights. Fished right off the boat, had a little skiff of our own to go back and forth and Vaughn treated us well. We would love to come back someday! Thank you:)"
Happy’s Houseboat Key West
Beautiful Houseboat in Key West
Private kitchen

Beautiful Houseboat in Key West

The price is AU$1,184
includes taxes & fees
26 Nov - 27 Nov
Beautiful Houseboat in Key West
Ocean views! <br>No regrets
Miscellaneous

Ocean views! <br>No regrets

Ocean views! <br>No regrets
All Included!!Private 3bedSailboat IncludingAccommodations&AllExcursions up to 6
Marina

All Included!!Private 3bedSailboat IncludingAccommodations&AllExcursions up to 6

10.0 out of 10, Exceptional, (9)
"My wife and I had a lovely 3 night stay on the Thirsty Lady. Capt Pat and his son PJ are great. They are very friendly and we felt as if we were part of their family. Capt Pat has extensive knowledge of Key West including bars and restaurants. If you are the type of person who seeks out authentic experiences and likes the idea of living on a boat, you will like his recommendations. Life on the boat is a bit cramped, but comfy. There is a fridge, sink, and a cook stove (that we never used). ...
All Included!!Private 3bedSailboat IncludingAccommodations&AllExcursions up to 6
Spacious Luxury Super Yacht
Property grounds

Spacious Luxury Super Yacht

Spacious Luxury Super Yacht
Gorgeous 53’ Hatteras yacht on Safe Harbor Channel.
Interior

Gorgeous 53’ Hatteras yacht on Safe Harbor Channel.

2.0 star property
10.0 out of 10, Exceptional, (1)
"We really like the boat. This was our first time experiencing this. What was nice was enjoying the slight rocking motion of the boat. Great views of the inlet. Everything was clean and Steve was very helpful at explaining everything about the boat. We didn't cook anything on the boat but used the grill on the dock to heat up leftovers. It was a nice. Oh Steve, one last question, while drinking coffee one morning in the galley, we were wondering how you got the full size refrigerator in there?...
The price is AU$887
includes taxes & fees
23 Dec - 24 Dec
Gorgeous 53’ Hatteras yacht on Safe Harbor Channel.
Cozy Houseboat
Property grounds

Cozy Houseboat

2.0 star property
Cozy Houseboat
Yacht Primary Guest Quarters - Key West Resort
Property grounds

Yacht Primary Guest Quarters - Key West Resort

2.0 star property
The price is AU$816
includes taxes & fees
8 Dec - 9 Dec
Yacht Primary Guest Quarters - Key West Resort
Yacht Hatteras 60'
1 bedroom, WiFi

Yacht Hatteras 60'

Yacht Hatteras 60'
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.
Don't see what you're looking for?
See all available properties in Key West
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Key West

Aqua Lodges at Hurricane Hole Marina
Restaurant

Aqua Lodges at Hurricane Hole Marina

2.0 star property
8.8 out of 10, Excellent, (104)
"Nice for affordable price "
The price is AU$448
includes taxes & fees
4 Dec - 5 Dec
Aqua Lodges at Hurricane Hole Marina
Hyatt Vacation Club at Sunset Harbor, Key West
Outdoor pool

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 star property
8.4 out of 10, Very good, (280)
"Good thanks "
The price is AU$561
includes taxes & fees
9 Dec - 10 Dec
Hyatt Vacation Club at Sunset Harbor, Key West
Steps from Duval, Pool on Site & Bikes Included!
Beach towels

Steps from Duval, Pool on Site & Bikes Included!

9.6 out of 10, Exceptional, (356)
"We walked most everywhere and loved the Southernmost Beach Bar! Eating at Moon Dog Cafe was so spectacular that we ate there 3 times in 2 days! This place is all it says it is. Simply perfect. "
The price is AU$371
includes taxes & fees
2 Dec - 3 Dec
Steps from Duval, Pool on Site & Bikes Included!
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
Unlock Black Friday deals

Frequently asked questions

How much do houseboats in Key West cost?
Prices for houseboats in Key West range between AU$448 and AU$1,381 per night. No matter your budget, Expedia will have the ideal option for you and your crewmates. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many houseboats are there in Key West?
Pack your bags and pick from 33 houseboats in Key West. For a couples escape, a trip with friends or anything in between, Expedia will help you find the right floating retreat in just a few clicks.
What is there to do in Key West near my houseboat?
Key West has enough activities and sights to keep you on the go for weeks (or months!), starting with Smathers Beach. South Beach, Fort Zachary Taylor Historic State Park and Higgs Beach are other awesome attractions. If you’re lingering longer, Key West Aquarium and Boca Chica Nude Beach are worthwhile additions to your itinerary.