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

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

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
8.0 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 CA $257
CA $462 total
includes taxes & fees
Oct 13 - Oct 14
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, (199 reviews)
"Unique stay on a boathouse! Clean place, plenty of room!"
United States
Kagni
The price is CA $152
CA $415 total
includes taxes & fees
Oct 14 - Oct 15
Aqua Lodges at Hurricane Hole Marina
A hot tub with a view of a marina and boats during sunset.

3. 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 CA $599
CA $759 total
includes taxes & fees
Oct 12 - Oct 13
Living the Dream Key West Style
A two-story building with a sign reading 'SHIP STORE' at the entrance, a golf cart parked in front, and a clear blue sky.

4. 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 CA $425
CA $901 total
includes taxes & fees
Oct 14 - Oct 15
3-bedroom catamaran with pool and beach access in amazing 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 CA $257
CA $686 total
includes taxes & fees
Oct 13 - Oct 14
Cozy Houseboat
A marina with numerous boats, a modern building with a flat roof, and a parking area with a few cars.

6. 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 CA $356
CA $723 total
includes taxes & fees
Oct 12 - Oct 13
47ft Viking Yacht · 2 Pools · Perry Marina · Key West
A compact cabin with a wooden interior, a control panel, a seating area with cushions, and a potted plant.

7. 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 CA $257
CA $557 total
includes taxes & fees
Oct 12 - Oct 13
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.

8. 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 CA $289
CA $597 total
includes taxes & fees
Oct 12 - Oct 13
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.

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 CA $356
CA $723 total
includes taxes & fees
Oct 14 - Oct 15
Docked in Paradise
A marina with numerous boats docked, a clear blue sky, and a distant view of the coastline.

10. 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 CA $426
CA $625 total
includes taxes & fees
Oct 25 - Oct 26
Key West Sailboat Getaway
A marina with boats, a lifeguard tower, and a sign for 'The Little Dipper Ice Cream Shop' during sunset.

11. 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 CA $406
CA $786 total
includes taxes & fees
Oct 13 - Oct 14
Waterfront Yacht • Sleeps 4 • Deck Dining• Pools & Bar Access • 15 Min Key West
Open concept living area

12. 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 CA $449
CA $965 total
includes taxes & fees
Oct 27 - Oct 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.

13. Waterfront & Heated Pool - Break Awai Floating Villa

Waterfront & Heated Pool - Break Awai Floating Villa
Stock Island
The price is CA $429
CA $951 total
includes taxes & fees
Oct 14 - Oct 15
Waterfront & Heated Pool - Break Awai Floating Villa
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 CA $754
CA $1,462 total
includes taxes & fees
Oct 12 - Oct 13
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.

15. 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 CA $1,282
CA $2,257 total
includes taxes & fees
Oct 12 - Oct 13
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.

16. Oceanfront - Break Awai x Away Awai Floating Villas

Oceanfront - Break Awai x Away Awai Floating Villas
Stock Island
The price is CA $1,019
CA $1,982 total
includes taxes & fees
Nov 9 - Nov 10
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.

17. 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 CA $784
CA $1,175 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.

18. 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 CA $1,212
CA $1,689 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 Cudjoe Key Hotel Reviews

Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West

10/10 Excellent
"Beautiful place, spacious, clean & perfect location. You do see the sea and little space to sit around but no beach access. Just keep that in mind. Everything else amazing."
Maria 2-night trip
Posted 2 hours ago
Hyatt Vacation Club at Beach House, Key West

Find out more about Cudjoe Key

Cudjoe Key Houseboats information

Number of reviews
281
Accommodation
61 Houseboats
Lowest Price
CA $415
Highest Price
CA $2,257

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