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Search Houseboats in Raccoon Key from CA $408

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Raccoon Key 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 $150
CA $408 total
includes taxes & fees
Oct 31 - Nov 1
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 $240
CA $437 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 $252
CA $674 total
includes taxes & fees
Nov 2 - Nov 3
Cozy Houseboat
A marina with numerous boats docked, a clear blue sky, and a distant view of the coastline.

4. 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 $419
CA $620 total
includes taxes & fees
Nov 1 - Nov 2
Key West Sailboat Getaway
A bedroom with a bed, a small table, a chair, a window, and a view of the water.

5. Florida Keys Living: Your Charming Houseboat Getaway in the Florida Keys!

Florida Keys Living: Your Charming Houseboat Getaway in the Florida Keys!
Stock Island
6.8 out of 10, (13 reviews)
"My wife and I have been to Key West many times, and Liam's house boat has to be the coolest place we've stayed yet! "
United States
Mike W.
The price is CA $213
CA $359 total
includes taxes & fees
Oct 24 - Oct 25
Florida Keys Living: Your Charming Houseboat Getaway in the Florida Keys!
A marina with boats docked, a swimming pool, and a building with a flat roof.

6. 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, (6 reviews)
"Everything was great!"
United States
Terri F.
The price is CA $284
CA $587 total
includes taxes & fees
Oct 27 - Oct 28
Sailboat Stay • Marina Pools • Sleeps 4 • Stock Island, Key West
A white yacht named 'MÉDUSE' docked at a marina with other boats, palm trees, and a clear sky.

7. 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 $329
CA $549 total
includes taxes & fees
Oct 25 - Oct 26
43' Classic Trawler 5 Star Resort Pools, Views, Dining Free Shuttle to Downtown
A swimming pool with palm trees and a clear sky.

8. 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 $252
CA $547 total
includes taxes & fees
Oct 25 - Oct 26
Counting Stars Sailboat Stay | 2 Cabins, Pool Access & Free Downtown Shuttle
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
9.0 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 $490
CA $900 total
includes taxes & fees
Oct 29 - Oct 30
Docked in Paradise
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 $588
CA $746 total
includes taxes & fees
Oct 25 - Oct 26
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.

11. 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 $427
CA $808 total
includes taxes & fees
Oct 26 - Oct 27
Waterfront Yacht • Sleeps 4 • Deck Dining• Pools & Bar Access • 15 Min Key West
A modern building with a wooden deck overlooking a body of water, with palm trees and boats in the background.

12. 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 $416
CA $928 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.

13. Waterfront & Heated Pool - Break Awai Floating Villa

Waterfront & Heated Pool - Break Awai Floating Villa
Stock Island
The price is CA $473
CA $999 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.

14. 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 $350
CA $710 total
includes taxes & fees
Oct 25 - Oct 26
47ft Viking Yacht · 2 Pools · Perry Marina · 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 $741
CA $1,436 total
includes taxes & fees
Oct 26 - Oct 27
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 $1,259
CA $2,217 total
includes taxes & fees
Oct 26 - Oct 27
Luxurious 4-Bedroom Catamaran, sleeps up to 8 in delightful 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.

17. 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 $470
CA $952 total
includes taxes & fees
Oct 25 - Oct 26
3-bedroom catamaran with pool and beach access 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.

18. Oceanfront - Break Awai x Away Awai Floating Villas

Oceanfront - Break Awai x Away Awai Floating Villas
Stock Island
The price is CA $945
CA $1,896 total
includes taxes & fees
Nov 18 - Nov 19
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 Raccoon Key Hotel Reviews

Havana Cabana at Key West

Havana Cabana at Key West

10/10 Excellent
"What a wonderful place! It was so clean and well maintained. I enjoed breakfast there every morning and it was so delicious with a variety of choices on the menu. The pool was very large and well maintained with halloween decorations playfully all around. I loved the free shuttle service to the downtown area and we used it often! The only downside (if you want to call it that) was there is no elevator. But the front desk staff had someone take my bags up the stairs with no effort at all!! It was such a wonderful, fun experience! My husband and I will definitely be back!"
Miriam 2-night trip
Posted less than an hour ago
Havana Cabana at Key West

Find out more about Raccoon Key

Raccoon Key Houseboats information

Number of reviews
289
Accommodation
51 Houseboats
Lowest Price
CA $408
Highest Price
CA $2,217

Frequently asked questions

How much do houseboats in Raccoon Key cost?
Rates for houseboats in Raccoon Key range between CA $408 and CA $2,217 per night. No matter your budget, you're sure to find a shipshape option that floats your boat! 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 Raccoon Key?
Swap the standard hotel experience for Key West Sailing Adventure With Sunset Charter Included. This 3-star floating escape features amenities such as complimentary use of a nearby fitness centre and a beach bar. Key West Yacht Life is also popular with Expedia guests. Settle in at this 4-star option and make the most of a swimming pool and a barbecue grill. You'll have your pick of multiple houseboats in Raccoon Key which have a total average guest review rating of 9.1.
How many houseboats are there in Raccoon Key?
Use up your vacation days and pick from 51 houseboats in Raccoon Key. For a couples escape, a trip with the crew or anything in between, Expedia can help you find the perfect floating stay in a few quick clicks.
Are there any family-friendly houseboats in Raccoon Key?
Treat the fam to a stay at Key West Sailing Adventure With Sunset Charter Included, a 3-star option that will float everyone's boat. Amenities here include a nearby beach and WiFi. A second family-friendly houseboat is Key West Yacht Life. A barbecue grill and WiFi help make this 4-star escape a leading choice for families planning a getaway on the water. Raccoon Key has no shortage of family-friendly attractions to visit when you need to keep the kids busy. Smathers Beach and South Beach deliver fun for travellers young and old.
Why book your houseboat in Raccoon Key with Expedia?
With Expedia, it's easy to find houseboats in Raccoon Key — from small, rustic options to floating palaces filled with luxury! If you have a certain budget, select how much you'd like to spend and your preferred star rating. We'll help you find the perfect fit whatever your getaway looks like.

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