A sunset over a coastal landscape with a small island surrounded by water.

Search Houseboats in Stock Island

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

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

Our top choices for Stock Island 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 €316
includes taxes & fees
30 Oct - 31 Oct
Aqua Lodges at Hurricane Hole Marina
A hot tub with a view of a marina and boats during sunset.

2. 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 €466
includes taxes & fees
14 Nov - 15 Nov
Living the Dream Key West Style
A marina with boats docked, a swimming pool, and a building with a flat roof.

3. 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 €369
includes taxes & fees
26 Oct - 27 Oct
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.

4. 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 €446
includes taxes & fees
19 Oct - 20 Oct
Docked in Paradise
A marina with multiple sailboats docked, clear skies, and calm water.

5. Cozy Houseboat

Cozy Houseboat
Stock Island
10.0 out of 10, Exceptional, (1 review)
The price is €452
includes taxes & fees
1 Nov - 2 Nov
Cozy Houseboat
A pool area with palm trees, lounge chairs, and umbrellas.

6. 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 €922
includes taxes & fees
17 Oct - 18 Oct
40ft Sailboat, 3 Bdrm, 2 Bath, sleeps up to 6
A marina with boats, a lifeguard tower, and a sign for 'The Little Dipper Ice Cream Shop' during sunset.

7. 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 €490
includes taxes & fees
19 Oct - 20 Oct
Waterfront Yacht • Sleeps 4 • Deck Dining• Pools & Bar Access • 15 Min Key West
A marina with numerous boats docked, a clear blue sky, and a distant view of the coastline.

8. 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 €393
includes taxes & fees
25 Oct - 26 Oct
Key West Sailboat Getaway
Open concept living area

9. 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 €613
includes taxes & fees
27 Oct - 28 Oct
Waterfront & Heated Pool - Away Awai Floating Villa
A boat interior with a dining area, cushioned seating, and large windows offering views of the water and docked boats.

10. 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 €1,429
includes taxes & fees
26 Oct - 27 Oct
Luxurious 4-Bedroom Catamaran, sleeps up to 8 in delightful Key West
A balcony with a white wicker chair, a blue mat, and a red bench.

11. 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 €285
includes taxes & fees
26 Oct - 27 Oct
Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views
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 €451
includes taxes & fees
17 Oct - 18 Oct
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 €607
includes taxes & fees
17 Oct - 18 Oct
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 €689
includes taxes & fees
17 Oct - 18 Oct
3-bedroom boat in beautiful Key West Sleeps 10 People 50% Off
A marina with multiple boats docked, a floating structure with a green deck and seating, and a building with large windows.

15. Waterfront & Heated Pool - Break Awai Floating Villa

Waterfront & Heated Pool - Break Awai Floating Villa
Stock Island
The price is €679
includes taxes & fees
29 Oct - 30 Oct
Waterfront & Heated Pool - Break Awai Floating Villa
A compact cabin with a wooden interior, a control panel, a seating area with cushions, and a potted plant.

16. 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 €352
includes taxes & fees
17 Oct - 18 Oct
Counting Stars Sailboat Stay | 2 Cabins, Pool Access & Free Downtown Shuttle
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 €1,243
includes taxes & fees
1 Nov - 2 Nov
Oceanfront - Break Awai x Away Awai Floating Villas
Outdoor dining

18. 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 €831
includes taxes & fees
17 Oct - 18 Oct
Accommodates 8 Guests 50% Discount! 3 bedroom boat with AC in amazing Key West
A floating wooden structure with a thatched roof, a hammock, and a small seating area, situated on calm water.

19. 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 €1,130
includes taxes & fees
10 Nov - 11 Nov
The Grand Tiki at Tiki Suites – A Floating Oasis in Key West
A room with a view of the sea, two glasses of white wine on a wooden table, and a woven chair.

20. 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 €754
includes taxes & fees
18 Oct - 19 Oct
Original Tiki Suite — Unique Floating Bungalow on the water in Key West, FL
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Stock Island Hotel Reviews

The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

10/10 Excellent
"We enjoyed the King Suite. Especially the modern updated ensuite. The pool and hot tub were fantastic in a unique private setting with ample palm trees and greenery."
Camiel 3-night trip
Posted 10 hours ago
The Southernmost Inn - Adults Only

Find out more about Stock Island

Stock Island Houseboats information

Number of reviews
282
Accommodation
69 Houseboats
Lowest Price
€285
Highest Price
€1,429

Frequently asked questions

How much do houseboats in Stock Island cost?
Houseboats in Stock Island range between €285 and €1,429 per night. These unique getaways combine on-the-water fun with the comforts you need at a surprisingly affordable price. 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 Stock Island?
Trade the standard hotel room for Key West Sailing Adventure With Sunset Charter Included. This 3-star floating getaway comes with amenities such as a beach bar and complimentary use of a nearby fitness centre. Key West Yacht Life also rates highly with Expedia guests. Book this 4-star stay and make the most of a swimming pool and a barbecue grill. There are multiple houseboats in Stock Island with a total average guest review rating of 9.1.
How many houseboats are there in Stock Island?
Choose from 69 houseboats in Stock Island. Whether you're taking a trip with the family or arranging a weekend break with your pals, Expedia will help you find a great getaway on the water.
Are there any family-friendly houseboats in Stock Island?
Check the crew in at Key West Sailing Adventure With Sunset Charter Included, a 3-star option that's sure to float your boat. Amenities here include a nearby beach and WiFi. A second family-friendly houseboat is Key West Yacht Life. A barbecue grill and laundry facilities help make this 4-star escape a leading choice for families planning a water-based getaway. Stock Island has plenty of family-friendly attractions to check out when the kids are getting restless. Smathers Beach and South Beach promise a fun-filled day for travellers young and old.
Why book your houseboat in Stock Island with Expedia?
With Expedia, it's a cinch to find houseboats in Stock Island — from small and comfy options to floating palaces fit for a king (or queen!). If you're sticking to a budget, click on how much you want to spend and your preferred star rating. We'll help you find a suitable stay whatever your plans or bank balance.
How can I find cheap houseboats in Stock Island?
Expedia's filters make it easy to find cheap houseboats in Stock Island. Tailor your search results by your budget and star rating — lower-rated houseboats won't hit your bank balance as hard. You can also sign up for Expedia Rewards to reel in special deals on your floating home away from home.
What is there to do in Stock Island near my houseboat?
If you want to see the sights of Stock Island, pay a visit to Key West Golf Club. It's a winner with tourists and locals alike.

Explore a world of travel with Expedia