Key West, FL Houseboats from ￥45,744

A sunny street lined with historic buildings, a 'ONE WAY' sign, and a flagpole with flags.

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Our top choices for Key West houseboats

A row of floating houses with balconies, connected by walkways, on calm water.

1. Aqua Lodges at Hurricane Hole Marina

Stock Island

Kagni

￥49,052 total

includes taxes & fees

Nov 10 - Nov 11

A swimming pool with lounge chairs and palm trees.

2. Key West Sailboat Getaway

Stock Island

""Blown Away" is a wonderful option for travelers looking for a unique stay near Key West. David was a super helpful host. The boat was the perfect size for my friend and me to stay for the weekend. We really enjoyed the outside area on the boat and all the amenities in the marina. Definitely recommend Portside Bar and Grill for food close by. The shuttle from the front of the hotel was also great for exploring Duval."

Caroline W.

￥45,744 total

includes taxes & fees

Nov 12 - Nov 13

A covered outdoor area with a bamboo fence, a metal table with a woven chair, and a wind turbine in the background.

3. Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views

Stock Island

Darren

￥46,991 total

includes taxes & fees

Nov 11 - Nov 12

A modern kitchen with a black countertop, white cabinets, a stove, and a sink.

4. Cozy Houseboat

Stock Island

￥72,920 total

includes taxes & fees

Nov 16 - Nov 17

A marina with boats docked, a swimming pool, and a building with a flat roof.

5. Sailboat Stay • Marina Pools • Sleeps 4 • Stock Island, Key West

Stock Island

Terri F.

￥65,072 total

includes taxes & fees

Nov 16 - Nov 17

A pool area with lounge chairs and palm trees.

6. 43' Classic Trawler 5 Star Resort Pools, Views, Dining Free Shuttle to Downtown

Stock Island

Erin S.

￥68,011 total

includes taxes & fees

Nov 11 - Nov 12

A hotel with a swimming pool, lounge chairs, and palm trees.

7. Counting Stars Sailboat Stay | 2 Cabins, Pool Access & Free Downtown Shuttle

Stock Island

￥57,225 total

includes taxes & fees

Nov 11 - Nov 12

A boat deck with a Yamaha outboard motor, a white railing, and a view of the water and distant shoreline.

8. Docked in Paradise

Stock Island

Michael

￥96,813 total

includes taxes & fees

Nov 13 - Nov 14

A modern building with a wooden deck overlooking a body of water, with palm trees and boats in the background.

9. Waterfront & Heated Pool - Away Awai Floating Villa

Stock Island

Stefanie S.

￥100,316 total

includes taxes & fees

Nov 30 - Dec 1

A hot tub with a view of a marina and boats during sunset.

10. Living the Dream Key West Style

Stock Island

Zach C.

￥80,917 total

includes taxes & fees

Nov 9 - Nov 10

A modern living room with a large window overlooking a marina with boats.

11. Waterfront & Heated Pool - Break Awai Floating Villa

Stock Island

￥100,316 total

includes taxes & fees

Nov 30 - Dec 1

An aerial view of a resort with a central swimming pool surrounded by palm trees and sun loungers.

12. Waterfront Yacht • Sleeps 4 • Deck Dining• Pools & Bar Access • 15 Min Key West

Stock Island

Andrea S.

￥92,002 total

includes taxes & fees

Nov 16 - Nov 17

A marina with numerous boats, a modern building with a flat roof, and a parking area with a few cars.

13. 47ft Viking Yacht · 2 Pools · Perry Marina · Key West

Stock Island

Benjamin

￥73,475 total

includes taxes & fees

Nov 9 - Nov 10

A two-story building with a sign reading 'SHIP STORE' at the entrance, a golf cart parked in front, and a clear blue sky.

14. 3-bedroom catamaran with pool and beach access in amazing Key West!

Stock Island

￥102,400 total

includes taxes & fees

Nov 11 - Nov 12

A pool area with lounge chairs and umbrellas, surrounded by palm trees.

15. 40ft Sailboat, 3 Bdrm, 2 Bath, sleeps up to 6

Stock Island

￥148,711 total

includes taxes & fees

Nov 9 - Nov 10

A floating wooden structure with a thatched roof, a covered porch, and seating.

16. Original Tiki Suite — Unique Floating Bungalow on the water in Key West, FL

Meadows

￥133,312 total

includes taxes & fees

Nov 25 - Nov 26

A thatched-roof bungalow on stilts over calm water, with a sunset in the background.

17. The Grand Tiki at Tiki Suites – A Floating Oasis in Key West

Meadows

Shawn H.

￥160,408 total

includes taxes & fees

Nov 12 - Nov 13

A modern kitchen with a large island, a seating area with a sofa and chairs, and a view of the marina through large windows.

18. Oceanfront - Break Awai x Away Awai Floating Villas

Stock Island

￥181,588 total

includes taxes & fees

Nov 9 - Nov 10

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Top Key West Hotel Reviews

Winslow's Bungalows - Key West Historic Inns

10/10 Excellent

"Reception girl Sonja was excellent and extremely helpful and courteous"

Parrot Key Hotel & Villas

8/10 Good

"We had a fantastic stay at Parrot Key Resort in Key West. The property is beautiful and very well kept, the pools were nice, and our room was clean and spacious. I do wish they’d made better use of all that space. A little more storage, seating, and somewhere to set our stuff down would’ve made a difference. I would’ve liked the option to park my own car instead of paying over $30 a night for valet, and I didn’t feel like we got much out of the resort fee. The minibar prices were insane. A full liter of vodka costs less than the 375 mL bottle in the room. At that price, it feels like they’re taking advantage of people coming back after a night out. Overall, we really enjoyed our stay. I’d stay here again, reluctantly pay for valet, and happily spend another afternoon by the pool."

Hilton Key West Resort & Marina

8/10 Good

"The property is beautiful - we enjoyed the room, the pool. The bed was comfortable. We enjoyed the robes they offered to the guests. The room was quite spacious as well and our room had a balcony and overlooked the pool (building 3). We participated in some of the activities that the resort had (the yoga was the best!) There were just a few things that happened which is why I gave it 4 stars. We had arrived early and they said our room was being cleaned and they would call us. We waited 3 hours, They never called so we just went back and they forgot they said. When we got our room - the toilet didn't work. Things happen - no big deal. The next day tho - housekeeping never cleaned our room - I had to call twice. After that tho - they did clean our room daily. We hung out at the pool one day and someone came by with menus and said they would be back to take orders. They didn't come for over an hour - I had to actually call the restaurant and ask if they could have them come take our poolside order (as they offer this). If they are going to offer poolside - then they should have someone checking back with guests. Management did offer free breakfast for the issue with housekeeping and they did credit us the resort fee on the day of our arrival. The grounds were nice, the views were nice - I would go back, I'm just not sure if this would be my first option. I might check out another place first."

Find out more about Key West

Key West Houseboats information

Number of reviews	154
Accommodation	64 Houseboats
Lowest Price	￥45,744
Highest Price	￥181,588

Frequently asked questions

How much do houseboats in Key West cost?

Prepare to pay between ￥45,744 and ￥181,588 per night for a houseboat in Key West. Whatever your budget and wherever you chart a course, these floating escapes guarantee a vacation with a difference. These prices were 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.

What are the best houseboats in Key West?

Take your pick of multiple houseboats in Key West for a vacation with a difference on the water. These floating homes have a total average guest review rating of 9.3, and one of the most sought-after is Key West Sailing Adventure With Sunset Charter Included. It has a 3-star rating and amenities such as an art gallery and individually decorated rooms. Key West Yacht Life also rates highly with Expedia guests. This 4-star option features a swimming pool, a barbecue grill and more.

How many houseboats are there in Key West?

Key West has 64 houseboats to select from for your upcoming vacation on the water. Key in your travel dates and destination and book your favorite floating escape.

Are there any family-friendly houseboats in Key West?

Traveling with the whole family in Key West is a breeze at Key West Sailing Adventure With Sunset Charter Included. Featuring amenities such as a nearby beach and WiFi, you'll feel at home in no time on board this 3-star floating retreat. Key West Yacht Life is another family-friendly houseboat where the entire crew can enjoy a relaxing time on the water. It has a 4-star rating and conveniences including WiFi and a barbecue grill. Once you've climbed aboard and unpacked your things, there are lots of family-friendly attractions to visit in and around Key West. Smathers Beach and South Beach promise fun for young and old.

Why book your houseboat in Key West with Expedia?

Reserving a houseboat in Key West is as easy as clicking on your travel dates and choosing an option that has what you need. Seeking a floating retreat that's inexpensive or upscale, or a stay that also features a hot tub and free WiFi? Use Expedia's search filters to further narrow your results and find the ideal fit at the right price.

How can I find cheap houseboats in Key West?

If you're on the lookout for good deals on houseboats in Key West, you should add some filters to your search. You can sort your results by price so that the cheapest choices show up first. Then, adjust your filters to suit your budget. Also, be sure to sign up to our free rewards program, One Key™, for member-only offers. Expedia will help you find your perfect floating getaway whatever your budget or plans.

What is there to do in Key West near my houseboat?

Whatever you're into, Key West has plenty of things to keep you on the go. Nancy Forrester's Secret Garden, Donkey Milk House and Clarence S. Higgs Memorial Beach Park are on most travelers' sightseeing itineraries. Don't miss Duval Street, Smathers Beach and Mallory Square either. With Expedia's Key West hotel deals, you'll be able to see more wonderful attractions like these with the money you save.

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Treat yourself

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Check prices for these dates

Our top choices for Key West houseboats

1. Aqua Lodges at Hurricane Hole Marina

2. Key West Sailboat Getaway

3. Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views

4. Cozy Houseboat

5. Sailboat Stay • Marina Pools • Sleeps 4 • Stock Island, Key West

6. 43' Classic Trawler 5 Star Resort Pools, Views, Dining Free Shuttle to Downtown

7. Counting Stars Sailboat Stay | 2 Cabins, Pool Access & Free Downtown Shuttle

8. Docked in Paradise

9. Waterfront & Heated Pool - Away Awai Floating Villa

10. Living the Dream Key West Style

11. Waterfront & Heated Pool - Break Awai Floating Villa

12. Waterfront Yacht • Sleeps 4 • Deck Dining• Pools & Bar Access • 15 Min Key West

13. 47ft Viking Yacht · 2 Pools · Perry Marina · Key West

14. 3-bedroom catamaran with pool and beach access in amazing Key West!

15. 40ft Sailboat, 3 Bdrm, 2 Bath, sleeps up to 6

16. Original Tiki Suite — Unique Floating Bungalow on the water in Key West, FL

17. The Grand Tiki at Tiki Suites – A Floating Oasis in Key West

18. Oceanfront - Break Awai x Away Awai Floating Villas

Find vacation rentals that suit your style

Top Key West Hotel Reviews

Winslow's Bungalows - Key West Historic Inns

Southernmost Beach Resort and Guesthouses

The Perry Hotel & Marina Key West

Parrot Key Hotel & Villas

Hilton Key West Resort & Marina

DoubleTree Resort by Hilton Grand Key - Key West

The Reach Key West, Curio Collection by Hilton

Ibis Bay Beach Resort

Hilton Garden Inn Key West / The Keys Collection

Find out more about Key West

Key West Houseboats information

Frequently asked questions

Explore a world of travel with Expedia

Search Houseboats in Key West

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Key West houseboats

1. Aqua Lodges at Hurricane Hole Marina

2. Key West Sailboat Getaway

3. Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views

4. Cozy Houseboat

5. Sailboat Stay • Marina Pools • Sleeps 4 • Stock Island, Key West

6. 43' Classic Trawler 5 Star Resort Pools, Views, Dining Free Shuttle to Downtown

7. Counting Stars Sailboat Stay | 2 Cabins, Pool Access & Free Downtown Shuttle

8. Docked in Paradise

9. Waterfront & Heated Pool - Away Awai Floating Villa

10. Living the Dream Key West Style

11. Waterfront & Heated Pool - Break Awai Floating Villa

12. Waterfront Yacht • Sleeps 4 • Deck Dining• Pools & Bar Access • 15 Min Key West

13. 47ft Viking Yacht · 2 Pools · Perry Marina · Key West

14. 3-bedroom catamaran with pool and beach access in amazing Key West!

15. 40ft Sailboat, 3 Bdrm, 2 Bath, sleeps up to 6

16. Original Tiki Suite — Unique Floating Bungalow on the water in Key West, FL

17. The Grand Tiki at Tiki Suites – A Floating Oasis in Key West

18. Oceanfront - Break Awai x Away Awai Floating Villas

Find vacation rentals that suit your style

Top Key West Hotel Reviews

Winslow's Bungalows - Key West Historic Inns

Find out more about Key West

Key West Houseboats information

Frequently asked questions

Explore a world of travel with Expedia