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Check prices for these dates

Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec
In one month
2 Jan - 4 Jan
In two months
30 Jan - 1 Feb

Featured Houseboats in Raccoon Key

Interior
Modern 46' Yacht "Grand Admiral" 2BR + Salon Bed and 2Bath ~ Key West

Houseboat in Stock Island

The price is AU$1,350
includes taxes & fees
8 Dec - 9 Dec
Modern 46' Yacht "Grand Admiral" 2BR + Salon Bed and 2Bath ~ Key West
Marina
Living the Dream Key West Style

Houseboat in Stock Island

9.8 out of 10, Exceptional, (34)
"Everything was very nice. Staff was friendly and helpful ."
United States
Debra
The price is AU$517
includes taxes & fees
8 Dec - 9 Dec
Living the Dream Key West Style
Property grounds
Key West Luxury Houseboat

Houseboat in 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 AU$1,517
includes taxes & fees
9 Dec - 10 Dec
Key West Luxury Houseboat
Fridge, microwave, oven, stovetop
Party Like A Local in Key West, 2 bedroom 1 bath yacht at marina.

Houseboat in Stock Island

The price is AU$470
includes taxes & fees
8 Dec - 9 Dec
Party Like A Local in Key West, 2 bedroom 1 bath yacht at marina.
Exterior
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!

Houseboat in 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 AU$767
includes taxes & fees
8 Dec - 9 Dec
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

Houseboat in 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 AU$590
includes taxes & fees
13 Dec - 14 Dec
43' Classic Trawler 5 Star Resort Pools, Views, Dining Free Shuttle to Downtown
Exterior
Aqua Lodges at Hurricane Hole Marina

Houseboat in Stock Island

2.0 star property
8.8 out of 10, Excellent, (170)
"Location , staff , and aqua lodge were perfect."
United States
William
The price is AU$475
includes taxes & fees
8 Dec - 9 Dec
Aqua Lodges at Hurricane Hole Marina
Marina
Wake up aboard your private yacht by Luxury Sea Charters in Key West - One Heart

Houseboat in Stock Island

2.0 star property
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 AU$800
includes taxes & fees
4 Jan - 5 Jan 2026
Wake up aboard your private yacht by Luxury Sea Charters in Key West - One Heart
Property grounds
Stay on a Yacht in Key West 2 Bed - 2 Bath: Dream and Dock Experience!

Houseboat in 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 AU$1,831
includes taxes & fees
4 Jan - 5 Jan 2026
Stay on a Yacht in Key West 2 Bed - 2 Bath: Dream and Dock Experience!
Outdoor dining
3-bedroom boat in beautiful Key West Sleeps 10 People 50% Off

Houseboat in Stock Island

3-bedroom boat in beautiful Key West Sleeps 10 People 50% Off
Property grounds
Cozy Houseboat

Houseboat in Stock Island

2.0 star property
The price is AU$989
includes taxes & fees
8 Dec - 9 Dec
Cozy Houseboat
Property grounds
Waterfront & Heated Pool - Awai's Floating Villa

Houseboat in Stock Island

9.4 out of 10, Exceptional, (3)
"Very clean and modern. Marina view was beautiful. "
United States
Christy V.
The price is AU$1,115
includes taxes & fees
8 Dec - 9 Dec
Waterfront & Heated Pool - Awai's Floating Villa
Marina
1-bedroom boat at the Perry with AC, fitness room and 2 swimming pools

Houseboat in 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 AU$470
includes taxes & fees
8 Dec - 9 Dec
1-bedroom boat at the Perry with AC, fitness room and 2 swimming pools
Outdoor dining
Stay Together, "Somewhere" - 4 Bed & 4 Bath - Catamaran in Key West

Houseboat in Stock Island

The price is AU$1,441
includes taxes & fees
5 Jan - 6 Jan 2026
Stay Together, "Somewhere" - 4 Bed & 4 Bath - Catamaran in Key West
Fridge, stovetop, coffee/tea maker, toaster
Super-Cozy boat in Key West!

Houseboat in 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 AU$482
includes taxes & fees
15 Dec - 16 Dec
Super-Cozy boat in Key West!
Outdoor pool
40ft Sailboat, 3 Bdrm, 2 Bath, sleeps up to 6

Houseboat in Stock Island

The price is AU$1,530
includes taxes & fees
8 Dec - 9 Dec
40ft Sailboat, 3 Bdrm, 2 Bath, sleeps up to 6
Marina
Luxurious 4-Bedroom Catamaran, sleeps up to 8 in delightful Key West

Houseboat in Stock Island

The price is AU$2,411
includes taxes & fees
8 Dec - 9 Dec
Luxurious 4-Bedroom Catamaran, sleeps up to 8 in delightful Key West
Terrace/patio
Docked in Paradise

Houseboat in Stock Island

The price is AU$802
includes taxes & fees
8 Dec - 9 Dec
Docked in Paradise
Fridge, microwave, oven, coffee/tea maker
Beautiful Houseboat in Key West

Houseboat in 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 AU$1,065
includes taxes & fees
9 Dec - 10 Dec
Beautiful Houseboat in Key West
Marina
Luxurious "Atlantia" 2020 6-bedrooms 64ft yacht with full time crew

Houseboat in Stock Island

The price is AU$11,577
includes taxes & fees
8 Dec - 9 Dec
Luxurious "Atlantia" 2020 6-bedrooms 64ft yacht with full time crew
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
"Staff very courteous! We arrived very early- hoping we could at least chk our bags before going to lunch ( 2 couples- booking two rooms). Our friends' room was already available .We were told ours would be ready soon. We had a lovely, long, leisurely lunch at Chicken Walk. Our room still wasnt ready after lunch. We had to wait in the lobby for 1 more hour- until 4pm, to get our room. Obviously that is our official check in time- cant complain- except that our friends had been in their room for hours. Otherwise our stay was great. I loved the options for all 3 meals on site! Only dined out for 1 lunch- happily went back again to Chicken Walk. Loved the lovel light breakfast menu! TNT impressed us all!"
Joy 2-night trip
Posted 4 days ago
Beachside Resort & Residences

Find out more about Raccoon Key

Raccoon Key Houseboats information

Number of reviews
240
Accommodation
53 Houseboats
Lowest Price
AU$470
Highest Price
AU$11,577

Frequently asked questions

How much do houseboats in Raccoon Key cost?
You can expect to pay between AU$470 and AU$11,577 per night for a houseboat in Raccoon Key. Whatever your budget and wherever you plan to set sail, these floating getaways guarantee a holiday with a difference. This price was 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.
How many houseboats are there in Raccoon Key?
There are 53 houseboats in Raccoon Key. No matter if you're taking a trip with the little ones or planning a break with your besties, Expedia will help you find a suitable getaway on the water.
What is there to do in Raccoon Key near my houseboat?
Whatever you love doing, Raccoon Key has plenty to keep you going. Smathers Beach, South Beach and Fort Zachary Taylor Historic State Park are on most visitors' schedules. Don't leave without exploring Higgs Beach, Key West Aquarium and Boca Chica Nude Beach either. With Expedia's hotel deals in Raccoon Key, you'll be able to discover more fantastic attractions like these with the money you save.

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