Default HTG hotel image

Search Houseboats in Raccoon Key

  • 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 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, (199 reviews)
"Unique stay on a boathouse! Clean place, plenty of room!"
United States
Kagni
The price is AED 370
AED 1,044 total
includes taxes & fees
13 Oct - 14 Oct
Aqua Lodges at Hurricane Hole Marina
A marina with multiple sailboats docked, clear skies, and calm water.

2. Cozy Houseboat

Cozy Houseboat
Stock Island
10.0 out of 10, Exceptional, (1 review)
The price is AED 661
AED 1,765 total
includes taxes & fees
13 Oct - 14 Oct
Cozy Houseboat
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
8.0 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 AED 661
AED 1,182 total
includes taxes & fees
13 Oct - 14 Oct
Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views
A compact cabin with a wooden interior, a control panel, a seating area with cushions, and a potted plant.

4. 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 AED 661
AED 1,431 total
includes taxes & fees
13 Oct - 14 Oct
Counting Stars Sailboat Stay | 2 Cabins, Pool Access & Free Downtown Shuttle
A marina with boats docked, a swimming pool, and a building with a flat roof.

5. 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 AED 760
AED 1,553 total
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.

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 AED 918
AED 1,855 total
includes taxes & fees
14 Oct - 15 Oct
Docked in Paradise
A hot tub with a view of a marina and boats during sunset.

7. 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 AED 1,543
AED 1,949 total
includes taxes & fees
13 Oct - 14 Oct
Living the Dream Key West Style
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 AED 1,098
AED 1,607 total
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 AED 1,153
AED 2,492 total
includes taxes & fees
27 Oct - 28 Oct
Waterfront & Heated Pool - Away Awai Floating Villa
A marina with boats, a lifeguard tower, and a sign for 'The Little Dipper Ice Cream Shop' during sunset.

10. 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 AED 992
AED 1,949 total
includes taxes & fees
13 Oct - 14 Oct
Waterfront Yacht • Sleeps 4 • Deck Dining• Pools & Bar Access • 15 Min Key West
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 AED 1,080
AED 2,409 total
includes taxes & fees
14 Oct - 15 Oct
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
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 AED 1,096
AED 2,313 total
includes taxes & fees
14 Oct - 15 Oct
3-bedroom catamaran with pool and beach access in amazing Key West!
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)
40ft Sailboat, 3 Bdrm, 2 Bath, sleeps up to 6
Outdoor dining

15. 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 AED 2,149
AED 4,037 total
includes taxes & fees
24 Oct - 25 Oct
3-bedroom boat in beautiful Key West Sleeps 10 People 50% Off
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 AED 3,302
AED 5,815 total
includes taxes & fees
13 Oct - 14 Oct
Luxurious 4-Bedroom Catamaran, sleeps up to 8 in delightful 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
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 AED 1,207
AED 2,985 total
includes taxes & fees
16 Oct - 17 Oct
Accommodates 8 Guests 50% Discount! 3 bedroom boat with AC in amazing Key West
A room with a view of the sea, two glasses of white wine on a wooden table, and a woven chair.

19. 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 AED 2,020
AED 3,016 total
includes taxes & fees
14 Oct - 15 Oct
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.

20. 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 AED 3,122
AED 4,611 total
includes taxes & fees
12 Nov - 13 Nov
The Grand Tiki at Tiki Suites – A Floating Oasis in Key West
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 Raccoon Key Hotel Reviews

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"We went with 2 other couples 2nd year in a row at Southern Most, that should tell you how much we enjoyed it! Great location, food rooms were always cleaned."
Theresa 5-night trip
Posted 7 hours ago
Southernmost Beach Resort and Guesthouses

Frequently asked questions

How much do houseboats in Raccoon Key cost?
Rates for houseboats in Raccoon Key range between AED 1,044 and AED 5,815 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 center 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.
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.
How can I find cheap houseboats in Raccoon Key?
If you're trying to find terrific deals on houseboats in Raccoon Key, you'll want to add several filters to your search. Start by sorting your results by price so that the cheapest options appear at the top of the list. Then, change your filters to suit your budget. Also, make sure you join our free rewards program, One Key™, for member-only offers. Expedia will help you find your dream floating stay whatever your plans or budget.

Explore a world of travel with Expedia