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 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

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, (200 reviews)
"Unique stay on a boathouse! Clean place, plenty of room!"
United States
Kagni
The price is CA $210
CA $482 total
includes taxes & fees
Oct 26 - Oct 27
Aqua Lodges at Hurricane Hole Marina
A balcony with a white wicker chair, a blue mat, and a red bench.

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

Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views
Stock Island
8.0 out of 10, Very good, (14 reviews)
"This was the best place I have ever stayed! Tina is an amazing host, the energy was magnificent! "
United States
Ashley S.
The price is CA $243
CA $442 total
includes taxes & fees
Oct 26 - Oct 27
Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views
A marina with multiple sailboats docked, clear skies, and calm water.

3. Cozy Houseboat

Cozy Houseboat
Stock Island
10.0 out of 10, Exceptional, (1 review)
The price is CA $284
CA $720 total
includes taxes & fees
Nov 9 - Nov 10
Cozy Houseboat
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 $287
CA $594 total
includes taxes & fees
Oct 26 - Oct 27
Sailboat Stay • Marina Pools • Sleeps 4 • Stock Island, Key West
A boat deck with a Yamaha outboard motor, a white railing, and a view of the water and distant shoreline.

5. 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 $360
CA $727 total
includes taxes & fees
Oct 19 - Oct 20
Docked in Paradise
A compact cabin with a wooden interior, a control panel, a seating area with cushions, and a potted plant.

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

Counting Stars Sailboat Stay | 2 Cabins, Pool Access & Free Downtown Shuttle
Stock Island
The price is CA $255
CA $554 total
includes taxes & fees
Oct 18 - Oct 19
Counting Stars Sailboat Stay | 2 Cabins, Pool Access & Free Downtown Shuttle
A marina with numerous boats docked, a clear blue sky, and a distant view of the coastline.

7. 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 $424
CA $628 total
includes taxes & fees
Oct 26 - Oct 27
Key West Sailboat Getaway
A hot tub with a view of a marina and boats during sunset.

8. 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 $596
CA $756 total
includes taxes & fees
Oct 18 - Oct 19
Living the Dream Key West Style
A marina with boats, a lifeguard tower, and a sign for 'The Little Dipper Ice Cream Shop' during sunset.

9. 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
9.4 out of 10, Exceptional, (3 reviews)
"We had an amazing time. Would definitely stay there again!"
United States
Andrea S.
The price is CA $405
CA $784 total
includes taxes & fees
Oct 19 - Oct 20
Waterfront Yacht • Sleeps 4 • Deck Dining• Pools & Bar Access • 15 Min Key West
Open concept living area

10. Waterfront & Heated Pool - Away Awai Floating Villa

Waterfront & Heated Pool - Away Awai Floating Villa
Stock Island
9.4 out of 10, Exceptional, (8 reviews)
"A unique location with all you need"
United States
Stefanie S.
The price is CA $437
CA $959 total
includes taxes & fees
Oct 27 - Oct 28
Waterfront & Heated Pool - Away Awai Floating Villa
A marina with multiple boats docked, a floating structure with a green deck and seating, and a building with large windows.

11. Waterfront & Heated Pool - Break Awai Floating Villa

Waterfront & Heated Pool - Break Awai Floating Villa
Stock Island
The price is CA $519
CA $1,063 total
includes taxes & fees
Oct 29 - Oct 30
Waterfront & Heated Pool - Break Awai Floating Villa
A marina with numerous boats, a modern building with a flat roof, and a parking area with a few cars.

12. 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 $355
CA $720 total
includes taxes & fees
Oct 25 - Oct 26
47ft Viking Yacht · 2 Pools · Perry Marina · Key West
A two-story building with a sign reading 'SHIP STORE' at the entrance, a golf cart parked in front, and a clear blue sky.

13. 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 $476
CA $965 total
includes taxes & fees
Oct 18 - Oct 19
3-bedroom catamaran with pool and beach access in amazing Key West!
Outdoor dining

14. 3-bedroom boat in beautiful Key West Sleeps 10 People 50% Off

3-bedroom boat in beautiful Key West Sleeps 10 People 50% Off
Stock Island
2.0 out of 10, (2 reviews)
"Boat was inoperable so the required charters (paid outside of VRBO, but listed as a requirement to rent) didn’t happen. Host booked us on a 3.5 hour public snorkel trip (vs 4 hr private charter booked) at a price of less than half of what we paid and did not book us on a 2 hour sunset cruise at all.Property did not match listing: the boat was docked at a different marina so lacked many of the listed resort amenities, one of 3 bathrooms was locked - the other 2 bathrooms shared a shower even...
United States
Tracy B.
The price is CA $415
CA $1,101 total
includes taxes & fees
Oct 18 - Oct 19
3-bedroom boat in beautiful Key West Sleeps 10 People 50% Off
A pool area with palm trees, lounge chairs, and umbrellas.

15. 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 $751
CA $1,455 total
includes taxes & fees
Oct 18 - Oct 19
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.

16. 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 $1,276
CA $2,247 total
includes taxes & fees
Oct 26 - Oct 27
Luxurious 4-Bedroom Catamaran, sleeps up to 8 in delightful Key West
A room with a view of the sea, two glasses of white wine on a wooden table, and a woven chair.

17. 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 $781
CA $1,170 total
includes taxes & fees
Oct 18 - Oct 19
Original Tiki Suite — Unique Floating Bungalow on the water in Key West, FL
A floating wooden structure with a thatched roof, a hammock, and a small seating area, situated on calm water.

18. 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 $1,206
CA $1,790 total
includes taxes & fees
Oct 25 - Oct 26
The Grand Tiki at Tiki Suites – A Floating Oasis in Key West
Outdoor dining

19. Accommodates 8 Guests 50% Discount! 3 bedroom boat with AC in amazing Key West

Accommodates 8 Guests 50% Discount! 3 bedroom boat with AC in amazing Key West
Stock Island
2.0 out of 10, (2 reviews)
"The host asked me to cancel my reservation even though the issue wasn’t my fault. I explained that he should be the one to cancel since the dates no longer worked for him. After that, he stopped responding completely and didn’t even message me on the day of the supposed reservation. Very unprofessional and disappointing communication."
United States
Isabella A.
The price is CA $607
CA $1,345 total
includes taxes & fees
Oct 18 - Oct 19
Accommodates 8 Guests 50% Discount! 3 bedroom boat with AC in amazing 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.

20. Oceanfront - Break Awai x Away Awai Floating Villas

Oceanfront - Break Awai x Away Awai Floating Villas
Stock Island
The price is CA $1,025
CA $1,996 total
includes taxes & fees
Nov 1 - Nov 2
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

The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

10/10 Excellent
"Very clean, nice pool and hot tub, basic breakfast and simple happy hour, complimentary wine. Extremely friendly staff."
Michael 2-night trip
Posted 3 hours ago
The Southernmost Inn - Adults Only

Find out more about Key West

Key West Houseboats information

Number of reviews
282
Accommodation
64 Houseboats
Lowest Price
CA $442
Highest Price
CA $2,247

Frequently asked questions

How much do houseboats in Key West cost?
Prepare to pay between CA $442 and CA $2,247 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 9.1, 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?
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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