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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Fleming Key houseboats

A row of floating houses with balconies, connected by walkways, on calm water.

1. Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
8.8 out of 10, Excellent, (201 reviews)
"Unique stay on a boathouse! Clean place, plenty of room!"
United States
Kagni
The price is HK$840
HK$2,289 total
includes taxes & fees
3 Nov - 4 Nov
Aqua Lodges at Hurricane Hole Marina
A thatched-roof bungalow on stilts over calm water, with a sunset in the background.

2. 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 Grand Tiki at Tiki Suites – A Floating Oasis in Key West
A floating wooden structure with a thatched roof, a covered porch, and seating.

3. 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 HK$4,315
HK$6,604 total
includes taxes & fees
25 Nov - 26 Nov
Original Tiki Suite — Unique Floating Bungalow on the water in Key West, FL
A bedroom with a bed, a small table, a chair, a window, and a view of the water.

4. Florida Keys Living: Your Charming Houseboat Getaway in the Florida Keys!

Florida Keys Living: Your Charming Houseboat Getaway in the Florida Keys!
Stock Island
6.8 out of 10, (13 reviews)
"My wife and I have been to Key West many times, and Liam's house boat has to be the coolest place we've stayed yet! "
United States
Mike W.
The price is HK$1,193
HK$1,846 total
includes taxes & fees
2 Nov - 3 Nov
Florida Keys Living: Your Charming Houseboat Getaway in the Florida Keys!
A swimming pool with lounge chairs and palm trees.

5. Key West Sailboat Getaway

Key West Sailboat Getaway
Stock Island
9.6 out of 10, Exceptional, (4 reviews)
""Blown Away" is a wonderful option for travelers looking for a unique stay near Key West. David was a super helpful host. The boat was the perfect size for my friend and me to stay for the weekend. We really enjoyed the outside area on the boat and all the amenities in the marina. Definitely recommend Portside Bar and Grill for food close by. The shuttle from the front of the hotel was also great for exploring Duval."
United States
Caroline W.
The price is HK$1,561
HK$2,362 total
includes taxes & fees
11 Nov - 12 Nov
Key West Sailboat Getaway
A modern kitchen with a black countertop, white cabinets, a stove, and a sink.

6. Cozy Houseboat

Cozy Houseboat
Stock Island
10.0 out of 10, Exceptional, (1 review)
The price is HK$1,412
HK$3,605 total
includes taxes & fees
9 Nov - 10 Nov
Cozy Houseboat
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, (6 reviews)
"Everything was great!"
United States
Terri F.
The price is HK$1,624
HK$3,176 total
includes taxes & fees
10 Nov - 11 Nov
Sailboat Stay • Marina Pools • Sleeps 4 • Stock Island, Key West
A pool area with lounge chairs and palm trees.

8. 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, (7 reviews)
"We loved staying on this beautiful boat and all the amenities of the Perry Marina. Will definitely stay again: highly recommend "
United States
Erin S.
The price is HK$1,980
HK$2,984 total
includes taxes & fees
2 Nov - 3 Nov
43' Classic Trawler 5 Star Resort Pools, Views, Dining Free Shuttle to Downtown
A hotel with a swimming pool, lounge chairs, and palm trees.

9. 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 HK$1,412
HK$2,922 total
includes taxes & fees
15 Nov - 16 Nov
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.

10. 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 HK$2,746
HK$4,616 total
includes taxes & fees
12 Nov - 13 Nov
Docked in Paradise
A covered outdoor area with a bamboo fence, a metal table with a woven chair, and a wind turbine in the background.

11. 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, (15 reviews)
"6 of us stayed the weekend and it was great. The boat was clean and well stocked with many amenities. The hosts Glen and Abby were amazing. Anything we needed they were quick to oblige. They live on site so they are always there if needed. We are definitely returning next year."
United States
Darren
The price is HK$1,341
HK$2,242 total
includes taxes & fees
2 Nov - 3 Nov
Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views
An aerial view of a resort with a central swimming pool surrounded by palm trees and sun loungers.

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
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 HK$2,510
HK$4,470 total
includes taxes & fees
30 Nov - 1 Dec
Waterfront Yacht • Sleeps 4 • Deck Dining• Pools & Bar Access • 15 Min Key West
A cozy interior with a patterned sofa, a small table, and a decorative curtain.

13. 2-bedroom boat in fabulous Key West with kayaks

2-bedroom boat in fabulous Key West with kayaks
Stock Island
The price is HK$1,412
HK$1,785 total
includes taxes & fees
2 Nov - 3 Nov
2-bedroom boat in fabulous Key West with kayaks
A modern building with a wooden deck overlooking a body of water, with palm trees and boats in the background.

14. 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 HK$2,244
HK$5,075 total
includes taxes & fees
30 Nov - 1 Dec
Waterfront & Heated Pool - Away Awai Floating Villa
A modern living room with a large window overlooking a marina with boats.

15. Waterfront & Heated Pool - Break Awai Floating Villa

Waterfront & Heated Pool - Break Awai Floating Villa
Stock Island
The price is HK$2,157
HK$4,970 total
includes taxes & fees
30 Nov - 1 Dec
Waterfront & Heated Pool - Break Awai Floating Villa
A pool area with lounge chairs and umbrellas, surrounded by palm trees.

16. 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 HK$4,150
HK$7,634 total
includes taxes & fees
15 Nov - 16 Nov
40ft Sailboat, 3 Bdrm, 2 Bath, sleeps up to 6
A hot tub with a view of a marina and boats during sunset.

17. Living the Dream Key West Style

Living the Dream Key West Style
Stock Island
10.0 out of 10, Exceptional, (63 reviews)
"Great would definitely stay again "
United States
Zach C.
The price is HK$3,295
HK$3,824 total
includes taxes & fees
2 Nov - 3 Nov
Living the Dream Key West Style
A marina with numerous boats, a modern building with a flat roof, and a parking area with a few cars.

18. 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 HK$1,961
HK$3,805 total
includes taxes & fees
3 Nov - 4 Nov
47ft Viking Yacht · 2 Pools · Perry Marina · Key West
A two-story building with a sign reading 'SHIP STORE' at the entrance, a golf cart parked in front, and a clear blue sky.

19. 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 HK$2,634
HK$5,073 total
includes taxes & fees
15 Nov - 16 Nov
3-bedroom catamaran with pool and beach access in amazing 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.

20. Oceanfront - Break Awai x Away Awai Floating Villas

Oceanfront - Break Awai x Away Awai Floating Villas
Stock Island
Oceanfront - Break Awai x Away Awai Floating Villas
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

Havana Cabana at Key West

Havana Cabana at Key West

10/10 Excellent
"We had a wonderful at Havana Cabana. The staff was very friendly and helpful. We will stay here again"
Tracey 5-night trip
Posted less than an hour ago
Havana Cabana at Key West

Find out more about Fleming Key

Fleming Key Houseboats information

Number of reviews
355
Accommodation
54 Houseboats
Lowest Price
HK$2,242
Highest Price
HK$7,634

Frequently asked questions

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How can I find cheap houseboats in Fleming Key?
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