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

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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Key West houseboats

Three floating cabins with balconies, named Aqua-Lodge, docked on calm water with a clear sky and trees in the background.

1. Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
8.8 out of 10, Excellent, (196 reviews)
"Unique stay on a boathouse! Clean place, plenty of room!"
United States
Kagni
The price is CA $148
CA $399 total
includes taxes & fees
Sep 23 - Sep 24
Aqua Lodges at Hurricane Hole Marina
A marina with numerous boats docked, a clear blue sky, and a distant view of the coastline.

2. Key West Sailboat Getaway

Key West Sailboat Getaway
Stock Island
9.4 out of 10, Exceptional, (3 reviews)
"This entire boat experience was totally awesome. I had never done anything like this before. Daniel The Host was great. I was able to be in contact with Daniel the whole entire time I was there, which was a week. He did a great job of answering all of my questions. Definitely something I would do again, especially with Daniel's boat."
United States
Thomas
The price is CA $180
CA $315 total
includes taxes & fees
Sep 27 - Sep 28
Key West Sailboat Getaway
A balcony with a white wicker chair, a blue mat, and a red bench.

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

Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views
Stock Island
8.4 out of 10, Very good, (13 reviews)
"The host Tina is amazing! "
United States
Denise B.
The price is CA $251
CA $447 total
includes taxes & fees
Sep 26 - Sep 27
Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views
A marina with boats docked, a swimming pool, and a building with a flat roof.

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

Sailboat Stay • Marina Pools • Sleeps 4 • Stock Island, Key West
Stock Island
10.0 out of 10, Exceptional, (5 reviews)
"The marina was beautiful boat was quiet, relaxing close to everything but far enough away from the craziness of downtown. Plentyto do close by in and it’s a short drive to Key West my girlfriend said it was by far the best Mother’s Day ever couldn’t be happier. "
United States
Tyler L.
The price is CA $266
CA $564 total
includes taxes & fees
Sep 23 - Sep 24
Sailboat Stay • Marina Pools • Sleeps 4 • Stock Island, Key West
A marina with numerous boats, a modern building with a flat roof, and a parking area with a few cars.

5. 47ft Viking Yacht · 2 Pools · Perry Marina · Key West

47ft Viking Yacht · 2 Pools · Perry Marina · Key West
Stock Island
7.6 out of 10, Good, (42 reviews)
"Great set up!!!"
United States
Benjamin
The price is CA $231
CA $558 total
includes taxes & fees
Sep 23 - Sep 24
47ft Viking Yacht · 2 Pools · Perry Marina · Key West
A boat deck with a Yamaha outboard motor, a white railing, and a view of the water and distant shoreline.

6. Docked in Paradise

Docked in Paradise
Stock Island
9.0 out of 10, Wonderful, (8 reviews)
"The houseboat is located in a great marina with a nice place to eat, have a drink, and enjoy a swim. The houseboat is very comfortable and clean. The host has excellent communication. It is only 3 miles away from Duval St but far enough away to be serene."
United States
Michael
The price is CA $313
CA $662 total
includes taxes & fees
Sep 23 - Sep 24
Docked in Paradise
A marina with multiple sailboats docked, clear skies, and calm water.

7. Cozy Houseboat

Cozy Houseboat
Stock Island
10.0 out of 10, Exceptional, (1 review)
The price is CA $251
CA $670 total
includes taxes & fees
Sep 23 - Sep 24
Cozy Houseboat
A modern living room with a large window overlooking a marina, a brown leather sofa, a wooden coffee table, and a wicker chair.

8. Waterfront & Heated Pool - Break Awai Floating Villa

Waterfront & Heated Pool - Break Awai Floating Villa
Stock Island
The price is CA $348
CA $839 total
includes taxes & fees
Sep 23 - Sep 24
Waterfront & Heated Pool - Break Awai Floating Villa
A marina with boats, a grassy deck with lounge chairs, and a clear sky.

9. Waterfront & Heated Pool - Away Awai Floating Villa

Waterfront & Heated Pool - Away Awai Floating Villa
Stock Island
9.6 out of 10, Exceptional, (5 reviews)
"A unique location with all you need"
United States
Stefanie S.
The price is CA $350
CA $840 total
includes taxes & fees
Sep 20 - Sep 21
Waterfront & Heated Pool - Away Awai Floating Villa
A hot tub with a view of a marina and boats during sunset.

10. Living the Dream Key West Style

Living the Dream Key West Style
Stock Island
10.0 out of 10, Exceptional, (62 reviews)
"Great would definitely stay again "
United States
Zach C.
The price is CA $585
CA $741 total
includes taxes & fees
Oct 6 - Oct 7
Living the Dream Key West Style
A two-story building with a sign reading 'SHIP STORE' at the entrance, a golf cart parked in front, and a clear blue sky.

11. 3-bedroom catamaran with pool and beach access in amazing Key West!

3-bedroom catamaran with pool and beach access in amazing Key West!
Stock Island
The price is CA $417
CA $884 total
includes taxes & fees
Oct 1 - Oct 2
3-bedroom catamaran with pool and beach access in amazing Key West!
A marina with boats, a lifeguard tower, and a sign for 'The Little Dipper Ice Cream Shop' during sunset.

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

Waterfront Yacht • Sleeps 4 • Deck Dining• Pools & Bar Access • 15 Min Key West
Stock Island
10.0 out of 10, Exceptional, (2 reviews)
"We had an amazing time. Would definitely stay there again!"
United States
Andrea S.
The price is CA $353
CA $714 total
includes taxes & fees
Oct 1 - Oct 2
Waterfront Yacht • Sleeps 4 • Deck Dining• Pools & Bar Access • 15 Min Key West
A room with a view of the sea, two glasses of white wine on a wooden table, and a woven chair.

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

Original Tiki Suite — Unique Floating Bungalow on the water in Key West, FL
Meadows
The price is CA $766
CA $1,147 total
includes taxes & fees
Sep 23 - Sep 24
Original Tiki Suite — Unique Floating Bungalow on the water in Key West, FL
A pool area with palm trees, lounge chairs, and umbrellas.

14. 40ft Sailboat, 3 Bdrm, 2 Bath, sleeps up to 6

40ft Sailboat, 3 Bdrm, 2 Bath, sleeps up to 6
Stock Island
10.0 out of 10, Exceptional, (1 review)
The price is CA $740
CA $1,353 total
includes taxes & fees
Sep 24 - Sep 25
40ft Sailboat, 3 Bdrm, 2 Bath, sleeps up to 6
A boat interior with a dining area, cushioned seating, and large windows offering views of the water and docked boats.

15. Luxurious 4-Bedroom Catamaran, sleeps up to 8 in delightful Key West

Luxurious 4-Bedroom Catamaran, sleeps up to 8 in delightful Key West
Stock Island
10.0 out of 10, Exceptional, (1 review)
"Check in process was very easy and host communication was very responsive."
United States
Aleksei B.
The price is CA $1,258
CA $2,215 total
includes taxes & fees
Sep 27 - Sep 28
Luxurious 4-Bedroom Catamaran, sleeps up to 8 in delightful Key West
A floating wooden structure with a thatched roof, a hammock, and a small seating area, situated on calm water.

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

The Grand Tiki at Tiki Suites – A Floating Oasis in Key West
Meadows
10.0 out of 10, Exceptional, (1 review)
"The host and place where amazing!"
United States
Shawn H.
The price is CA $1,183
CA $1,676 total
includes taxes & fees
Sep 23 - Sep 24
The Grand Tiki at Tiki Suites – A Floating Oasis in Key West
A modern kitchen with a large island, a seating area with a sofa and chairs, and a view of the marina through large windows.

17. Oceanfront - Break Awai x Away Awai Floating Villas

Oceanfront - Break Awai x Away Awai Floating Villas
Stock Island
The price is CA $769
CA $1,646 total
includes taxes & fees
Sep 20 - Sep 21
Oceanfront - Break Awai x Away Awai Floating Villas
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.
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Top Key West Hotel Reviews

Southwinds Motel

Southwinds Motel

10/10 Excellent
"Second time staying at this hotel and will be back ASAP"
Susan 4-night trip
Posted 13 hours ago
Southwinds Motel

Find out more about Key West

Key West Houseboats information

Number of reviews
73
Accommodation
71 Houseboats
Lowest Price
CA $315
Highest Price
CA $2,215

Frequently asked questions

How much do houseboats in Key West cost?
Prepare to pay between CA $315 and CA $2,215 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 9.2, 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 71 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?
Travelling 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.
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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