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Check prices for these dates

Next weekend
Dec 26 - Dec 28
In two weeks
Jan 2 - Jan 4
In one month
Jan 16 - Jan 18
In two months
Feb 13 - Feb 15

Our top choices for Raccoon Key houseboats

Smart TV, DVD player, books
Party Like A Local in Key West, 2 bedroom 1 bath yacht at marina.

Party Like A Local in Key West, 2 bedroom 1 bath yacht at marina.

Party Like A Local in Key West, 2 bedroom 1 bath yacht at marina.
Stock Island
The price is ￥30,383
￥47,932 total
includes taxes & fees
Dec 17 - Dec 18
Party Like A Local in Key West, 2 bedroom 1 bath yacht at marina.
Marina
Living the Dream Key West Style

Living the Dream Key West Style

Living the Dream Key West Style
Stock Island
9.8 out of 10, Exceptional, (36)
"Everything was very nice. Staff was friendly and helpful ."
United States
Debra
The price is ￥41,928
￥52,001 total
includes taxes & fees
Dec 16 - Dec 17
Living the Dream Key West Style
Exterior
Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
8.8 out of 10, Excellent, (170)
"Location , staff , and aqua lodge were perfect."
United States
William
The price is ￥17,796
￥46,138 total
includes taxes & fees
Dec 17 - Dec 18
Aqua Lodges at Hurricane Hole Marina
Dining
Key West Luxury Houseboat

Key West Luxury Houseboat

Key West Luxury Houseboat
Stock Island
9.6 out of 10, Exceptional, (8)
"This was our first houseboat vacation and it didn’t disappoint! We love seeing all the hustle and bustle of Key West but loved coming back to our peace and tranquillity each night and waking up and having coffee on one of the decks! We will definitely do it again!"
United States
Trish R.
The price is ￥97,459
￥156,171 total
includes taxes & fees
Dec 22 - Dec 23
Key West Luxury Houseboat
Exterior
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!

Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!

Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!
Stock Island
7.8 out of 10, Good, (26)
"This was exactly what was advertised, it was clean, and in a great location. The on-site restaurant had great food. Also, all staff members we encountered were very friendly and accommodating. I hope it’s available for our next trip."
United States
Julie
The price is ￥38,953
￥78,061 total
includes taxes & fees
Dec 20 - Dec 21
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!
Property grounds
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

43' Classic Trawler 5 Star Resort Pools, Views, Dining Free Shuttle to Downtown
Stock Island
10.0 out of 10, Exceptional, (1)
"The owners are very attentive and interested in making sure that our stay was great on every level. Top notch communication and they went above and beyond with the hospitality. Thanks so much. "
United States
Marc B.
The price is ￥35,836
￥60,318 total
includes taxes & fees
Dec 16 - Dec 17
43' Classic Trawler 5 Star Resort Pools, Views, Dining Free Shuttle to Downtown
Marina
Cozy Houseboat

Cozy Houseboat

Cozy Houseboat
2.0 star property
Stock Island
The price is ￥49,080
￥101,803 total
includes taxes & fees
Dec 20 - Dec 21
Cozy Houseboat
Property grounds
Docked in Paradise

Docked in Paradise

Docked in Paradise
Stock Island
The price is ￥50,638
￥88,850 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Docked in Paradise
Property grounds
Waterfront & Heated Pool - Awai's Floating Villa

Waterfront & Heated Pool - Awai's Floating Villa

Waterfront & Heated Pool - Awai's Floating Villa
Stock Island
9.4 out of 10, Exceptional, (3)
"Very clean and modern. Marina view was beautiful. "
United States
Christy V.
The price is ￥56,715
￥114,930 total
includes taxes & fees
Dec 16 - Dec 17
Waterfront & Heated Pool - Awai's Floating Villa
Marina
Wake up aboard your private yacht by Luxury Sea Charters in Key West - One Heart

Wake up aboard your private yacht by Luxury Sea Charters in Key West - One Heart

Wake up aboard your private yacht by Luxury Sea Charters in Key West - One Heart
2.0 star property
Stock Island
10.0 out of 10, Exceptional, (1)
"Absolutely amazing place to stay… better than we imagined! The host, Tom was fantastic and made us feel right at home. We loved the views and the amenities, Truely an awesome place to stay!"
United States
John C.
The price is ￥46,431
￥76,152 total
includes taxes & fees
Dec 21 - Dec 22
Wake up aboard your private yacht by Luxury Sea Charters in Key West - One Heart
Outdoor dining
Luxurious "Atlantia" 2020 6-bedrooms 64ft yacht with full time crew

Luxurious "Atlantia" 2020 6-bedrooms 64ft yacht with full time crew

Luxurious "Atlantia" 2020 6-bedrooms 64ft yacht with full time crew
Stock Island
The price is ￥934,860
￥1,184,468 total
includes taxes & fees
Dec 16 - Dec 17
Luxurious "Atlantia" 2020 6-bedrooms 64ft yacht with full time crew
Private kitchen
Stay Together, "Somewhere" - 4 Bed & 4 Bath - Catamaran in Key West

Stay Together, "Somewhere" - 4 Bed & 4 Bath - Catamaran in Key West

Stay Together, "Somewhere" - 4 Bed & 4 Bath - Catamaran in Key West
Stock Island
The price is ￥62,168
￥147,494 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Stay Together, "Somewhere" - 4 Bed & 4 Bath - Catamaran in Key West
Outdoor pool
40ft Sailboat, 3 Bdrm, 2 Bath, sleeps up to 6

40ft Sailboat, 3 Bdrm, 2 Bath, sleeps up to 6

40ft Sailboat, 3 Bdrm, 2 Bath, sleeps up to 6
Stock Island
The price is ￥82,423
￥159,725 total
includes taxes & fees
Dec 16 - Dec 17
40ft Sailboat, 3 Bdrm, 2 Bath, sleeps up to 6
Fridge, stovetop, coffee/tea maker, toaster
Super-Cozy boat in Key West!

Super-Cozy boat in Key West!

Super-Cozy boat in Key West!
Key West
8.0 out of 10, Very Good, (1)
"Yes, Troy was very welcoming. Met me at the airport and gave me a ride to his boat. Very accomodating. 2 diff.options for sleeping and boat was very comfortable. Plenty of fresh towels.Picked up whatever I needed and brought it out to me. Thx!"
United States
rachael K.
The price is ￥38,797
￥48,633 total
includes taxes & fees
Dec 16 - Dec 17
Super-Cozy boat in Key West!
Dining
Luxurious 4-Bedroom Catamaran, sleeps up to 8 in delightful Key West

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
The price is ￥140,073
￥246,667 total
includes taxes & fees
Dec 27 - Dec 28
Luxurious 4-Bedroom Catamaran, sleeps up to 8 in delightful Key West
Fridge, microwave, oven, coffee/tea maker
Beautiful Houseboat in Key West

Beautiful Houseboat in Key West

Beautiful Houseboat in Key West
Stock Island
10.0 out of 10, Exceptional, (1)
"Went with my girlfriend and we had an amazing time, so much fun. I recommend to anyone.if you have a partner, friends and family or even by yourself this is a great experience "
United States
Antonio M.
The price is ￥63,103
￥109,594 total
includes taxes & fees
Dec 16 - Dec 17
Beautiful Houseboat in Key West
Interior
1-bedroom boat at the Perry with AC, fitness room and 2 swimming pools

1-bedroom boat at the Perry with AC, fitness room and 2 swimming pools

1-bedroom boat at the Perry with AC, fitness room and 2 swimming pools
Stock Island
6.0 out of 10, (1)
" Host’s communication needs to improve! When we checked in, beddings didnt look fresh, so I asked: Me: sent pic & asked “this is how bed? Sheets washed/clean? Her reply: If we are going to have these kinds of problems because how I choose to make my bed then your more than welcome to try a room at the hotel ( copied & pasted from her text)"
United States
Myra
The price is ￥30,383
￥47,932 total
includes taxes & fees
Dec 16 - Dec 17
1-bedroom boat at the Perry with AC, fitness room and 2 swimming pools
Smart TV
Stay on a Yacht in Key West 2 Bed - 2 Bath: Dream and Dock Experience!

Stay on a Yacht in Key West 2 Bed - 2 Bath: Dream and Dock Experience!

Stay on a Yacht in Key West 2 Bed - 2 Bath: Dream and Dock Experience!
Stock Island
10.0 out of 10, Exceptional, (1)
"Tom & Jen were great hosts! Prompt with communication before and during our stay. They shopped for and delivered our groceries, along with welcoming us with a tour of the marina & boat. Very personable. The boat was very clean with all necessities on board. Highly recommend staying aboard Free Time!"
United States
Melissa G.
The price is ￥62,012
￥167,980 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Stay on a Yacht in Key West 2 Bed - 2 Bath: Dream and Dock Experience!
Outdoor pool
Charming 1-Bedroom, Sailboat in wonderful Key West

Charming 1-Bedroom, Sailboat in wonderful Key West

Charming 1-Bedroom, Sailboat in wonderful Key West
Stock Island
2.0 out of 10, (1)
"The people were the only thing that was acceptable "
United States
Michael
The price is ￥46,587
￥93,681 total
includes taxes & fees
Dec 22 - Dec 23
Charming 1-Bedroom, Sailboat in wonderful 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

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

10/10 Excellent
"Absolutely wonderful stay! The property and the room were beautiful! The staff was so helpful and welcoming. Highly recommend this property! "
Julianna 4-night trip
Posted 6 hours ago
Parrot Key Hotel & Villas

Find out more about Raccoon Key

Raccoon Key Houseboats information

Number of reviews
244
Accommodation
53 Houseboats
Lowest Price
￥46,138
Highest Price
￥1,184,468

Frequently asked questions

How much do houseboats in Raccoon Key cost?
Rates for houseboats in Raccoon Key range between ￥46,138 and ￥1,184,468 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 8.9.
How many houseboats are there in Raccoon Key?
Use up your vacation days and pick from 53 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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