Search Houseboats in Key West from CA $141

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Check prices for these dates

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Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29
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Dec 11 - Dec 13
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Jan 8 - Jan 10

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

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
8.8 out of 10, Excellent, (202 reviews)
"Unique stay on a boathouse! Clean place, plenty of room!"
United States
Kagni
The price is CA $180
CA $448 total
includes taxes & fees
Nov 15 - Nov 16
Aqua Lodges at Hurricane Hole Marina
A swimming pool with lounge chairs and palm trees.

2. Key West Sailboat Getaway

Key West Sailboat Getaway
Stock Island
9.6 out of 10, Exceptional, (4 reviews)
""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."
United States
Caroline W.
The price is CA $141
CA $310 total
includes taxes & fees
Nov 23 - Nov 24
Key West Sailboat Getaway
A modern kitchen with a black countertop, white cabinets, a stove, and a sink.

3. Cozy Houseboat

Cozy Houseboat
Stock Island
10.0 out of 10, Exceptional, (1 review)
The price is CA $257
CA $657 total
includes taxes & fees
Nov 19 - Nov 20
Cozy Houseboat
A boat with a covered deck, two green cushioned seats, and a canopy.

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

Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views
Stock Island
7.8 out of 10, Good, (16 reviews)
"6 of us stayed the weekend and it was great. The boat was clean and well stocked with many amenities. The hosts Glen and Abby were amazing. Anything we needed they were quick to oblige. They live on site so they are always there if needed. We are definitely returning next year."
United States
Darren
The price is CA $244
CA $425 total
includes taxes & fees
Nov 19 - Nov 20
Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views
A white yacht named 'MÉDUSE' docked at a marina with other boats, palm trees, and a clear sky.

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

43' Classic Trawler 5 Star Resort Pools, Views, Dining Free Shuttle to Downtown
Stock Island
10.0 out of 10, Exceptional, (7 reviews)
"We loved staying on this beautiful boat and all the amenities of the Perry Marina. Will definitely stay again: highly recommend "
United States
Erin S.
The price is CA $348
CA $552 total
includes taxes & fees
Nov 18 - Nov 19
43' Classic Trawler 5 Star Resort Pools, Views, Dining Free Shuttle to Downtown
A compact galley with a sink, a small dining table, and a seating area with cushions.

6. Counting Stars, sailboat. Resort and pool access

Counting Stars, sailboat. Resort and pool access
Stock Island
9.0 out of 10, Wonderful, (4 reviews)
"We had an amazing time. Would definitely stay there again!"
United States
Andrea S.
The price is CA $304
CA $546 total
includes taxes & fees
Nov 19 - Nov 20
Counting Stars, sailboat. Resort and pool access
A compact kitchenette with a microwave, oven, and sink.

7. 2-bedroom boat in fabulous Key West with kayaks

2-bedroom boat in fabulous Key West with kayaks
Stock Island
2.0 out of 10, (1 review)
"Never got any room and i demand a REFUND!!!!!"
United States
Chris
The price is CA $257
CA $310 total
includes taxes & fees
Nov 19 - Nov 20
2-bedroom boat in fabulous Key West with kayaks
A yacht docked at a marina with a view of other boats and a sunset in the background.

8. Sailboat Stay • Marina Pools • 15 Min Key West

Sailboat Stay • Marina Pools • 15 Min Key West
Stock Island
The price is CA $359
CA $612 total
includes taxes & fees
Nov 19 - Nov 20
Sailboat Stay • Marina Pools • 15 Min Key West
A boat deck with a Yamaha outboard motor, a white railing, and a view of the water and distant shoreline.

9. Docked in Paradise

Docked in Paradise
Stock Island
9.2 out of 10, Wonderful, (9 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 $499
CA $877 total
includes taxes & fees
Nov 21 - Nov 22
Docked in Paradise
A modern boat with a wooden exterior, a covered deck, and a view of the marina.

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 $392
CA $904 total
includes taxes & fees
Nov 30 - Dec 1
Waterfront & Heated Pool - Away Awai Floating Villa
A hot tub with a view of a marina and boats during sunset.

11. Living the Dream Key West Style

Living the Dream Key West Style
Stock Island
10.0 out of 10, Exceptional, (65 reviews)
"Great would definitely stay again "
United States
Zach C.
The price is CA $628
CA $760 total
includes taxes & fees
Nov 19 - Nov 20
Living the Dream Key West Style
A modern living room with a leather sofa, a wooden chair, a woven basket, and a view of a marina through large glass doors.

12. Waterfront & Heated Pool - Break Awai Floating Villa

Waterfront & Heated Pool - Break Awai Floating Villa
Stock Island
The price is CA $392
CA $904 total
includes taxes & fees
Nov 16 - Nov 17
Waterfront & Heated Pool - Break Awai Floating Villa
Exterior

13. 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, (43 reviews)
"Great set up!!!"
United States
Benjamin
The price is CA $357
CA $692 total
includes taxes & fees
Nov 19 - Nov 20
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.

14. 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 $468
CA $913 total
includes taxes & fees
Nov 19 - Nov 20
3-bedroom catamaran with pool and beach access in amazing Key West!
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 $755
CA $1,397 total
includes taxes & fees
Nov 19 - Nov 20
40ft Sailboat, 3 Bdrm, 2 Bath, sleeps up to 6
A room with a view of the sea, two glasses of white wine on a wooden table, and a woven chair.

16. 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 $785
CA $1,201 total
includes taxes & fees
Nov 25 - Nov 26
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.

17. 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 $991
CA $1,451 total
includes taxes & fees
Dec 2 - Dec 3
The Grand Tiki at Tiki Suites – A Floating Oasis in Key West
A modern boat with a wooden exterior, a covered deck, and a view of the marina.

18. Oceanfront - Break Awai x Away Awai Floating Villas

Oceanfront - Break Awai x Away Awai Floating Villas
Stock Island
The price is CA $785
CA $1,717 total
includes taxes & fees
Nov 19 - Nov 20
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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Learn more about Key West

Stroll Duval Street's colourful shops and bars before catching the sunset celebration at Mallory Square with local performers. Explore Hemingway's historic home where six-toed cats roam freely, then snorkel the vibrant coral reefs just offshore.

See all hotels in Key West
A sign for the Key West Museum of Art & History at the Custom House.

Frequently Asked Questions

How much do houseboats in Key West cost?

Prepare to pay between CA $141 and CA $991 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 9.6, 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 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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