A tropical island with clear blue waters, palm trees, and a thatched-roof hut.

Search Houseboats in Cudjoe 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
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Cudjoe Key houseboats

A balcony with a white wicker chair, a blue mat, and a red bench.

1. Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views

Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views
Stock Island
8.4 out of 10, Very good, (13 reviews)
"The host Tina is amazing! "
United States
Denise B.
The price is ￥28,489
￥50,944 total
includes taxes & fees
Sep 26 - Sep 27
Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views
Three floating cabins with balconies, named Aqua-Lodge, docked on calm water with a clear sky and trees in the background.

2. Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
8.8 out of 10, Excellent, (196 reviews)
"Unique stay on a boathouse! Clean place, plenty of room!"
United States
Kagni
The price is ￥15,280
￥44,316 total
includes taxes & fees
Sep 27 - Sep 28
Aqua Lodges at Hurricane Hole Marina
A two-story building with a sign reading 'SHIP STORE' at the entrance, a golf cart parked in front, and a clear blue sky.

3. 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 ￥47,228
￥99,346 total
includes taxes & fees
Sep 26 - Sep 27
3-bedroom catamaran with pool and beach access in amazing Key West!
A marina with numerous boats, a modern building with a flat roof, and a parking area with a few cars.

4. 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 ￥27,697
￥64,515 total
includes taxes & fees
Sep 27 - Sep 28
47ft Viking Yacht · 2 Pools · Perry Marina · Key West
A marina with multiple sailboats docked, clear skies, and calm water.

5. Cozy Houseboat

Cozy Houseboat
Stock Island
10.0 out of 10, Exceptional, (1 review)
The price is ￥28,489
￥75,416 total
includes taxes & fees
Sep 27 - Sep 28
Cozy Houseboat
A hot tub with a view of a marina and boats during sunset.

6. 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 ￥50,646
￥63,149 total
includes taxes & fees
Oct 4 - Oct 5
Living the Dream Key West Style
A marina with boats docked, a swimming pool, and a building with a flat roof.

7. 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 ￥32,050
￥65,970 total
includes taxes & fees
Sep 26 - Sep 27
Sailboat Stay • Marina Pools • Sleeps 4 • Stock Island, Key West
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 ￥20,417
￥35,513 total
includes taxes & fees
Oct 1 - Oct 2
Key West Sailboat Getaway
A boat deck with a Yamaha outboard motor, a white railing, and a view of the water and distant shoreline.

9. 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 ￥39,568
￥79,769 total
includes taxes & fees
Sep 26 - Sep 27
Docked in Paradise

10. Waterfront & Heated Pool - Away Awai Floating Villa

Waterfront & Heated Pool - Away Awai Floating Villa
Stock Island
9.6 out of 10, Exceptional, (5 reviews)
"A unique location with all you need"
United States
Stefanie S.
The price is ￥39,568
￥94,231 total
includes taxes & fees
Sep 27 - Sep 28
Waterfront & Heated Pool - Away Awai Floating Villa
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 ￥39,568
￥94,231 total
includes taxes & fees
Sep 27 - Sep 28
Waterfront & Heated Pool - Break Awai Floating Villa
A marina with boats, a lifeguard tower, and a sign for 'The Little Dipper Ice Cream Shop' during sunset.

12. 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
10.0 out of 10, Exceptional, (2 reviews)
"We had an amazing time. Would definitely stay there again!"
United States
Andrea S.
The price is ￥41,942
￥80,857 total
includes taxes & fees
Oct 13 - Oct 14
Waterfront Yacht • Sleeps 4 • Deck Dining• Pools & Bar Access • 15 Min Key West
A pool area with palm trees, lounge chairs, and umbrellas.

13. 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 ￥83,725
￥162,247 total
includes taxes & fees
Sep 26 - Sep 27
40ft Sailboat, 3 Bdrm, 2 Bath, sleeps up to 6
A boat interior with a dining area, cushioned seating, and large windows offering views of the water and docked boats.

14. 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 ￥142,285
￥249,613 total
includes taxes & fees
Sep 26 - Sep 27
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.

15. Oceanfront - Break Awai x Away Awai Floating Villas

Oceanfront - Break Awai x Away Awai Floating Villas
Stock Island
The price is ￥87,049
￥184,345 total
includes taxes & fees
Sep 27 - Sep 28
Oceanfront - Break Awai x Away Awai Floating Villas
A room with a view of the sea, two glasses of white wine on a wooden table, and a woven chair.

16. 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 ￥87,049
￥128,872 total
includes taxes & fees
Sep 28 - Sep 29
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.

17. 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 ￥134,530
￥186,245 total
includes taxes & fees
Oct 1 - Oct 2
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 Cudjoe Key Hotel Reviews

Hampton Inn Key West FL

Hampton Inn Key West FL

10/10 Excellent
"Rooms was spacious for 4 adults. Great pool and breakfast. Hotel shuttle was awesome. Friendly staff. Would highly recommend!!"
Tracy 7-night trip
Posted 7 hours ago
Hampton Inn Key West FL

Find out more about Cudjoe Key

Cudjoe Key Houseboats information

Number of reviews
73
Accommodation
69 Houseboats
Lowest Price
￥35,513
Highest Price
￥249,613

Frequently asked questions

Why book your houseboat in Cudjoe Key with Expedia?
Vacationing should be hassle-free, so if you're looking for houseboats at an affordable price, Expedia has your back. Keep costs down and choose a small and cozy option, or book a 5-star vessel and spoil your crew.
How can I find cheap houseboats in Cudjoe Key?
Expedia will help you track down your perfect cheap houseboat in Cudjoe Key. First, join our free rewards program, One Key™. Members get access to offers you won't find anywhere else. Then, just enter your travel dates and destination and use the filter tool to refine your search based on your budget and amenity needs. Following that, it's anchors aweigh!

Explore a world of travel with Expedia