- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Find vacation rentals that suit your style

Houseboats

Cottages
Our top choices for Key West houseboats

1. Aqua Lodges at Hurricane Hole Marina
Aqua Lodges at Hurricane Hole MarinaStock Island
8.8 out of 10, Excellent, (202 reviews)
The price is CA $180
CA $448 total
includes taxes & fees
Nov 15 - Nov 16

2. Key West Sailboat Getaway
Key West Sailboat GetawayStock Island
9.6 out of 10, Exceptional, (4 reviews)
The price is CA $141
CA $310 total
includes taxes & fees
Nov 23 - Nov 24

3. Cozy Houseboat
Cozy HouseboatStock Island
10.0 out of 10, Exceptional, (1 review)
The price is CA $257
CA $657 total
includes taxes & fees
Nov 15 - Nov 16

4. Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views
Authentic 40' Hatteras Yacht Budget Keys Living & Ocean ViewsStock Island
7.8 out of 10, Good, (16 reviews)
The price is CA $244
CA $425 total
includes taxes & fees
Dec 6 - Dec 7

5. 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 DowntownStock Island
10.0 out of 10, Exceptional, (7 reviews)
The price is CA $348
CA $552 total
includes taxes & fees
Nov 18 - Nov 19

6. Counting Stars, sailboat. Resort and pool access
Counting Stars, sailboat. Resort and pool accessStock Island
9.0 out of 10, Wonderful, (4 reviews)
The price is CA $304
CA $546 total
includes taxes & fees
Dec 2 - Dec 3

7. 2-bedroom boat in fabulous Key West with kayaks
2-bedroom boat in fabulous Key West with kayaksStock Island
2.0 out of 10, (1 review)
The price is CA $257
CA $310 total
includes taxes & fees
Dec 6 - Dec 7

8. Sailboat Stay • Marina Pools • 15 Min Key West
Sailboat Stay • Marina Pools • 15 Min Key WestStock Island
The price is CA $360
CA $612 total
includes taxes & fees
Nov 15 - Nov 16

9. Docked in Paradise
Docked in ParadiseStock Island
9.2 out of 10, Wonderful, (9 reviews)
The price is CA $499
CA $877 total
includes taxes & fees
Nov 21 - Nov 22

10. Waterfront & Heated Pool - Away Awai Floating Villa
Waterfront & Heated Pool - Away Awai Floating VillaStock Island
9.4 out of 10, Exceptional, (8 reviews)
The price is CA $392
CA $904 total
includes taxes & fees
Nov 30 - Dec 1

11. Living the Dream Key West Style
Living the Dream Key West StyleStock Island
10.0 out of 10, Exceptional, (65 reviews)
The price is CA $628
CA $760 total
includes taxes & fees
Dec 6 - Dec 7

12. Waterfront & Heated Pool - Break Awai Floating Villa
Waterfront & Heated Pool - Break Awai Floating VillaStock Island
The price is CA $392
CA $904 total
includes taxes & fees
Nov 16 - Nov 17

13. 47ft Viking Yacht · 2 Pools · Perry Marina · Key West
47ft Viking Yacht · 2 Pools · Perry Marina · Key WestStock Island
7.6 out of 10, Good, (43 reviews)
The price is CA $357
CA $692 total
includes taxes & fees
Nov 15 - Nov 16

14. 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 $468
CA $913 total
includes taxes & fees
Dec 6 - Dec 7

15. 40ft Sailboat, 3 Bdrm, 2 Bath, sleeps up to 6
40ft Sailboat, 3 Bdrm, 2 Bath, sleeps up to 6Stock Island
10.0 out of 10, Exceptional, (1 review)
The price is CA $755
CA $1,397 total
includes taxes & fees
Dec 6 - Dec 7

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, FLMeadows
The price is CA $785
CA $1,201 total
includes taxes & fees
Nov 25 - Nov 26

17. The Grand Tiki at Tiki Suites – A Floating Oasis in Key West
The Grand Tiki at Tiki Suites – A Floating Oasis in Key WestMeadows
10.0 out of 10, Exceptional, (1 review)
The price is CA $991
CA $1,451 total
includes taxes & fees
Dec 2 - Dec 3

18. Oceanfront - Break Awai x Away Awai Floating Villas
Oceanfront - Break Awai x Away Awai Floating VillasStock Island
The price is CA $785
CA $1,718 total
includes taxes & fees
Nov 18 - Nov 19
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.
Learn more about Key West
Stroll Duval Street's colourful shops and bars before catching the sunset celebration at Mallory Square with local performers. Explore Hemingway's historic home where six-toed cats roam freely, then snorkel the vibrant coral reefs just offshore.



























































