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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 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 ￥15,768
￥44,807 total
includes taxes & fees
Oct 15 - Oct 16
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 ￥28,496
￥76,068 total
includes taxes & fees
Oct 14 - Oct 15
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 ￥28,496
￥50,640 total
includes taxes & fees
Oct 14 - Oct 15
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 ￥28,496
￥61,662 total
includes taxes & fees
Oct 14 - Oct 15
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 ￥32,770
￥66,946 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.

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 ￥39,578
￥79,947 total
includes taxes & fees
Oct 14 - Oct 15
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 ￥66,490
￥83,825 total
includes taxes & fees
Oct 15 - Oct 16
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 ￥47,335
￥69,756 total
includes taxes & fees
Oct 26 - Oct 27
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 ￥49,709
￥107,552 total
includes taxes & fees
Oct 27 - Oct 28
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 ￥44,327
￥85,923 total
includes taxes & fees
Oct 26 - Oct 27
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 ￥46,543
￥103,832 total
includes taxes & fees
Oct 14 - Oct 15
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 ￥39,578
￥79,314 total
includes taxes & fees
Oct 14 - Oct 15
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 ￥47,240
￥99,688 total
includes taxes & fees
Oct 14 - Oct 15
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)
The price is ￥83,746
￥161,655 total
includes taxes & fees
Oct 14 - Oct 15
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 ￥46,402
￥123,116 total
includes taxes & fees
Oct 17 - Oct 18
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 ￥142,321
￥250,626 total
includes taxes & fees
Oct 14 - Oct 15
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
The price is ￥112,717
￥218,151 total
includes taxes & fees
Nov 9 - Nov 10
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 ￥60,949
￥139,808 total
includes taxes & fees
Nov 10 - Nov 11
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 ￥87,071
￥128,904 total
includes taxes & fees
Oct 14 - Oct 15
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 ￥134,564
￥197,315 total
includes taxes & fees
Oct 25 - Oct 26
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.
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Top Raccoon Key Hotel Reviews

Beachside Resort & Residences

Beachside Resort & Residences

10/10 Excellent
"Being near the pool was very convenient. There was no A/C in the gym, the walk down the stairs from the balcony to the pool was hazardous. There was no walkway, just rocks. The elevators closest to our apartment was out of order which caused us to walk quite a bit. The floors in the apartment were very dirty. We requested to have them cleaned. They sent someone up while we were gone and they cleaned the apartment however the floors were left untouched. They didn't clean them. We advised the front desk, they apologized but it was never corrected. The shuttle was definitely a plus but get there super early because if there are 12 people before you, you're not going. The pool is beautiful and very clean. The food at the pool side bar was very good. So a lot of plus' but unfortunately some misses. The people at the front desk were always very friendly."
Helena 8-night trip
Posted 3 hours ago
Beachside Resort & Residences

Find out more about Raccoon Key

Raccoon Key Houseboats information

Number of reviews
281
Accommodation
49 Houseboats
Lowest Price
￥44,807
Highest Price
￥250,626

Frequently asked questions

How much do houseboats in Raccoon Key cost?
Rates for houseboats in Raccoon Key range between ￥44,807 and ￥250,626 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 49 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 travelers 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.
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.

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