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Search Houseboats in Fleming Key from CA $405

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Fleming Key houseboats

Three floating cabins with balconies, named Aqua-Lodge, docked on calm water with a clear sky and trees in the background.

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, (202 reviews)
"Unique stay on a boathouse! Clean place, plenty of room!"
United States
Kagni
The price is CA $221
CA $491 total
includes taxes & fees
Nov 12 - Nov 13
Aqua Lodges at Hurricane Hole Marina
A balcony with a white wicker chair, a blue mat, and a red bench.

2. 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 CA $239
CA $416 total
includes taxes & fees
Nov 16 - Nov 17
Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views
A marina with numerous boats docked, a clear blue sky, and a distant view of the coastline.

3. 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 CA $222
CA $405 total
includes taxes & fees
Nov 12 - Nov 13
Key West Sailboat Getaway
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 CA $252
CA $644 total
includes taxes & fees
Nov 10 - Nov 11
Cozy Houseboat
A marina with boats docked, a swimming pool, and a building with a flat roof.

5. 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 CA $296
CA $575 total
includes taxes & fees
Nov 16 - Nov 17
Sailboat Stay • Marina Pools • Sleeps 4 • Stock Island, Key West
A white yacht named 'MÉDUSE' docked at a marina with other boats, palm trees, and a clear sky.

6. 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 CA $394
CA $604 total
includes taxes & fees
Nov 11 - Nov 12
43' Classic Trawler 5 Star Resort Pools, Views, Dining Free Shuttle to Downtown
A hot tub with a view of a marina and boats during sunset.

7. 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 CA $615
CA $745 total
includes taxes & fees
Nov 12 - Nov 13
Living the Dream Key West Style
A hotel with a swimming pool, lounge chairs, and palm trees.

8. 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 $252
CA $522 total
includes taxes & fees
Nov 10 - Nov 11
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.

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 $489
CA $859 total
includes taxes & fees
Nov 13 - Nov 14
Docked in Paradise
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
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 $461
CA $812 total
includes taxes & fees
Nov 16 - Nov 17
Waterfront Yacht • Sleeps 4 • Deck Dining• Pools & Bar Access • 15 Min Key West
A modern building with a wooden deck overlooking a body of water, with palm trees and boats in the background.

11. 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 $385
CA $887 total
includes taxes & fees
Nov 30 - Dec 1
Waterfront & Heated Pool - Away Awai Floating Villa
A modern living room with a large window overlooking a marina with boats.

12. Waterfront & Heated Pool - Break Awai Floating Villa

Waterfront & Heated Pool - Break Awai Floating Villa
Stock Island
The price is CA $385
CA $887 total
includes taxes & fees
Nov 30 - Dec 1
Waterfront & Heated Pool - Break Awai Floating Villa
A two-story building with a sign reading 'SHIP STORE' at the entrance, a golf cart parked in front, and a clear blue sky.

13. 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 $469
CA $907 total
includes taxes & fees
Nov 12 - Nov 13
3-bedroom catamaran with pool and beach access in amazing 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 CA $740
CA $1,369 total
includes taxes & fees
Nov 10 - Nov 11
40ft Sailboat, 3 Bdrm, 2 Bath, sleeps up to 6
A marina with numerous boats, a modern building with a flat roof, and a parking area with a few cars.

15. 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 $350
CA $649 total
includes taxes & fees
Nov 8 - Nov 9
47ft Viking Yacht · 2 Pools · Perry Marina · Key West
A floating wooden structure with a thatched roof, a hammock, and a small seating area, situated on calm water.

16. 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 $972
CA $1,422 total
includes taxes & fees
Nov 16 - Nov 17
The Grand Tiki at Tiki Suites – A Floating Oasis in Key West
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 $769
CA $1,177 total
includes taxes & fees
Nov 25 - Nov 26
Original Tiki Suite — Unique Floating Bungalow on the water in Key West, FL
A modern kitchen with a large island, a seating area with a sofa and chairs, and a view of the marina through large windows.

18. Oceanfront - Break Awai x Away Awai Floating Villas

Oceanfront - Break Awai x Away Awai Floating Villas
Stock Island
The price is CA $769
CA $1,683 total
includes taxes & fees
Nov 10 - Nov 11
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

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent
"We choose this hotel because it had the feel of a resort hotel on a beautiful and well-maintained property. When we visited, the resort was not crowded at all, which was a big deal for us. We also choose this hotel because it was more affordable than staying the downtown area, and the complimentary shuttle made it super easy to go to/from Duval Street and the airport. The rooms were clean and comfortable. I would recommend this resort if you are looking for a newer place and resort feel at a lower cost than the options closer to the downtown vibe. However, we do see the value in staying in the heart of it all and slightly missed having that experience and convenience. However, we do not regret staying here either."
Kathleen 4-night trip
Posted 1 hour ago
DoubleTree Resort by Hilton Grand Key - Key West

Find out more about Fleming Key

Fleming Key Houseboats information

Number of reviews
154
Accommodation
55 Houseboats
Lowest Price
CA $405
Highest Price
CA $1,683

Frequently asked questions

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