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Check prices for these dates

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2 Jan - 4 Jan
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9 Jan - 11 Jan
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23 Jan - 25 Jan
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20 Feb - 22 Feb

Our top choices for Key West houseboats

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 €339
includes taxes & fees
3 Jan - 4 Jan 2026
Aqua Lodges at Hurricane Hole Marina
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 €348
includes taxes & fees
5 Jan - 6 Jan 2026
43' Classic Trawler 5 Star Resort Pools, Views, Dining Free Shuttle to Downtown
Fridge, microwave, oven, stovetop
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 €387
includes taxes & fees
25 Jan - 26 Jan 2026
Party Like A Local in Key West, 2 bedroom 1 bath yacht at marina.
Property grounds
Wake up Aboard your private yacht by Luxury Sea Charters in Key West - FREE TIME

Wake up Aboard your private yacht by Luxury Sea Charters in Key West - FREE TIME

Wake up Aboard your private yacht by Luxury Sea Charters in Key West - FREE TIME
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 €714
includes taxes & fees
4 Jan - 5 Jan 2026
Wake up Aboard your private yacht by Luxury Sea Charters in Key West - FREE TIME
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, (2)
"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 €439
includes taxes & fees
4 Jan - 5 Jan 2026
Wake up aboard your private yacht by Luxury Sea Charters in Key West - One Heart
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 €438
includes taxes & fees
4 Jan - 5 Jan 2026
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!
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 €273
includes taxes & fees
6 Jan - 7 Jan 2026
Super-Cozy boat in Key West!
Terrace/patio
Docked in Paradise

Docked in Paradise

Docked in Paradise
Stock Island
The price is €496
includes taxes & fees
8 Jan - 9 Jan 2026
Docked in Paradise
WiFi, bed sheets
3-bedroom Yacht, Private Beach Yacht Club, sleeps 10, AC, Key West

3-bedroom Yacht, Private Beach Yacht Club, sleeps 10, AC, Key West

3-bedroom Yacht, Private Beach Yacht Club, sleeps 10, AC, Key West
2.0 star property
Stock Island
3-bedroom Yacht, Private Beach Yacht Club, sleeps 10, AC, 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 €606
includes taxes & fees
3 Jan - 4 Jan 2026
Beautiful Houseboat in Key West
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 €464
includes taxes & fees
22 Jan - 23 Jan 2026
Living the Dream Key West Style
Marina
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 €270
includes taxes & fees
29 Dec - 30 Dec
1-bedroom boat at the Perry with AC, fitness room and 2 swimming pools
Property grounds
Cozy Houseboat

Cozy Houseboat

Cozy Houseboat
2.0 star property
Stock Island
The price is €563
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy Houseboat
Outdoor dining
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 €847
includes taxes & fees
25 Jan - 26 Jan 2026
Stay Together, "Somewhere" - 4 Bed & 4 Bath - Catamaran in Key West
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 €926
includes taxes & fees
1 Jan - 2 Jan 2026
Waterfront & Heated Pool - Awai's Floating Villa
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 €892
includes taxes & fees
25 Jan - 26 Jan 2026
40ft Sailboat, 3 Bdrm, 2 Bath, sleeps up to 6
Marina
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 €1,379
includes taxes & fees
6 Jan - 7 Jan 2026
Luxurious 4-Bedroom Catamaran, sleeps up to 8 in delightful Key West
Property grounds
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 €895
includes taxes & fees
4 Jan - 5 Jan 2026
Key West Luxury Houseboat
Marina
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 €6,620
includes taxes & fees
31 Dec - 1 Jan 2026
Luxurious "Atlantia" 2020 6-bedrooms 64ft yacht with full time crew
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
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 Key West Hotel Reviews

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent
"Great room. We needed to shorten our stay by a day after checking in, we called Hotels.com and they worked with the hotel to make that happen without penalty. Thankful to both Hotels.com and Hilton."
Suresh 2-night trip
Posted 2 days ago
DoubleTree Resort by Hilton Grand Key - Key West

Find out more about Key West

Key West Houseboats information

Number of reviews
244
Accommodation
64 Houseboats
Lowest Price
€270
Highest Price
€6,620

Frequently asked questions

How much do houseboats in Key West cost?
Prepare to pay between €270 and €6,620 per night for a houseboat in Key West. Whatever your budget and wherever you chart a course, these floating escapes guarantee a holiday with a difference. 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 Key West?
Take your pick of multiple houseboats in Key West for a holiday with a difference on the water. These floating homes have a total average guest review rating of 8.9, and one of the most sought-after is Key West Sailing Adventure With Sunset Charter Included. It has a 3-star rating and amenities such as an art gallery and individually decorated rooms. Key West Yacht Life also rates highly with Expedia guests. This 4-star option features a swimming pool, a barbecue grill and more.
How many houseboats are there in Key West?
Key West has 64 houseboats to select from for your upcoming holiday on the water. Key in your travel dates and destination and book your favourite floating escape.
Are there any family-friendly houseboats in Key West?
Travelling with the whole family in Key West is a breeze at Key West Sailing Adventure With Sunset Charter Included. Featuring amenities such as a nearby beach and WiFi, you'll feel at home in no time on board this 3-star floating retreat. Key West Yacht Life is another family-friendly houseboat where the entire crew can enjoy a relaxing time on the water. It has a 4-star rating and conveniences including WiFi and a barbecue grill. Once you've climbed aboard and unpacked your things, there are lots of family-friendly attractions to visit in and around Key West. Smathers Beach and South Beach promise fun for young and old.
Why book your houseboat in Key West with Expedia?
Reserving a houseboat in Key West is as easy as clicking on your travel dates and choosing an option that has what you need. Seeking a floating retreat that's inexpensive or upscale, or a stay that also features a hot tub and free WiFi? Use Expedia's search filters to further narrow your results and find the ideal fit at the right price.
How can I find cheap houseboats in Key West?
If you're on the hunt for fantastic deals on houseboats in Key West, you'll want to add a few filters to your search. You can sort your results by price so that the cheapest choices appear first. Then, change your filters to match your budget. Expedia can help you find your perfect floating retreat whatever your budget or plans.
What is there to do in Key West near my houseboat?
Whatever you're into, Key West has plenty of things to keep you on the go. Nancy Forrester's Secret Garden, Donkey Milk House and Clarence S. Higgs Memorial Beach Park are on most travellers' sightseeing itineraries. Don't miss Duval Street, Smathers Beach and Mallory Square either. With Expedia's Key West hotel deals, you'll be able to see more wonderful attractions like these with the money you save.

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