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Check prices for these dates

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

Our top choices for Fleming 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)
"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 NZ$564
includes taxes & fees
6 Oct - 7 Oct
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, (198 reviews)
"Unique stay on a boathouse! Clean place, plenty of room!"
United States
Kagni
The price is NZ$501
includes taxes & fees
6 Oct - 7 Oct
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 NZ$1,245
includes taxes & fees
18 Oct - 19 Oct
3-bedroom catamaran with pool and beach access in amazing Key West!
A marina with multiple sailboats docked, clear skies, and calm water.

4. Cozy Houseboat

Cozy Houseboat
Stock Island
10.0 out of 10, Exceptional, (1 review)
The price is NZ$856
includes taxes & fees
6 Oct - 7 Oct
Cozy Houseboat
A hot tub with a view of a marina and boats during sunset.

5. 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 NZ$721
includes taxes & fees
6 Oct - 7 Oct
Living the Dream Key West Style
A marina with boats docked, a swimming pool, and a building with a flat roof.

6. 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 NZ$744
includes taxes & fees
6 Oct - 7 Oct
Sailboat Stay • Marina Pools • Sleeps 4 • Stock Island, Key West
Interior

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 NZ$688
includes taxes & fees
6 Oct - 7 Oct
Counting Stars Sailboat Stay | 2 Cabins, Pool Access & Free Downtown Shuttle
A boat deck with a Yamaha outboard motor, a white railing, and a view of the water and distant shoreline.

8. 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 NZ$901
includes taxes & fees
6 Oct - 7 Oct
Docked in Paradise
A marina with numerous boats docked, a clear blue sky, and a distant view of the coastline.

9. 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 NZ$786
includes taxes & fees
15 Oct - 16 Oct
Key West Sailboat Getaway
A marina with boats, a lifeguard tower, and a sign for 'The Little Dipper Ice Cream Shop' during sunset.

10. 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 NZ$947
includes taxes & fees
6 Oct - 7 Oct
Waterfront Yacht • Sleeps 4 • Deck Dining• Pools & Bar Access • 15 Min Key West
Open concept living area

11. Waterfront & Heated Pool - Away Awai Floating Villa

Waterfront & Heated Pool - Away Awai Floating Villa
Stock Island
9.2 out of 10, Wonderful, (7 reviews)
"A unique location with all you need"
United States
Stefanie S.
The price is NZ$1,161
includes taxes & fees
6 Oct - 7 Oct
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.

12. Waterfront & Heated Pool - Break Awai Floating Villa

Waterfront & Heated Pool - Break Awai Floating Villa
Stock Island
The price is NZ$1,161
includes taxes & fees
6 Oct - 7 Oct
Waterfront & Heated Pool - Break Awai Floating Villa
A marina with numerous boats, a modern building with a flat roof, and a parking area with a few cars.

13. 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 NZ$901
includes taxes & fees
6 Oct - 7 Oct
47ft Viking Yacht · 2 Pools · Perry Marina · Key West
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 NZ$1,826
includes taxes & fees
6 Oct - 7 Oct
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 NZ$2,728
includes taxes & fees
6 Oct - 7 Oct
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 NZ$2,097
includes taxes & fees
6 Oct - 7 Oct
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 NZ$1,441
includes taxes & fees
6 Oct - 7 Oct
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 NZ$2,144
includes taxes & fees
12 Oct - 13 Oct
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 Fleming Key Hotel Reviews

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

10/10 Excellent
"Clean room. Amazing staff"
Michael 1-night trip
Posted 2 hours ago
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Find out more about Fleming Key

Fleming Key Houseboats information

Number of reviews
271
Accommodation
61 Houseboats
Lowest Price
NZ$501
Highest Price
NZ$2,728

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