Fleming Key Houseboat Rentals
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Our top choices for Fleming Key houseboats

Party Like A Local in Key West, 2 bedroom 1 bath yacht at marina.
Party Like A Local in Key West, 2 bedroom 1 bath yacht at marina.Stock Island
$395 nightly
The price is $439
Dec 27 - Dec 28
Total with taxes and fees

Living the Dream Key West Style
Living the Dream Key West StyleStock Island
9.8 out of 10, Exceptional, (36)
$476 nightly
The price is $529
Jan 12 - Jan 13, 2026
Total with taxes and fees

Key West Luxury Houseboat
Key West Luxury HouseboatStock Island
9.6 out of 10, Exceptional, (8)
$927 nightly
The price is $1,029
Jan 4 - Jan 5, 2026
Total with taxes and fees

Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!Stock Island
7.8 out of 10, Good, (26)
$462 nightly
The price is $513
Jan 4 - Jan 5, 2026
Total with taxes and fees

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, (1)
$347 nightly
The price is $385
Jan 5 - Jan 6, 2026
Total with taxes and fees

Luxurious "Atlantia" 2020 6-bedrooms 64ft yacht with full time crew
Luxurious "Atlantia" 2020 6-bedrooms 64ft yacht with full time crewStock Island
$6,852 nightly
The price is $7,602
Dec 31 - Jan 1, 2026
Total with taxes and fees

8.8 out of 10, Excellent, (170)
$382 nightly
The price is $430
Jan 5 - Jan 6, 2026
Total with taxes and fees

Wake up aboard your private yacht by Luxury Sea Charters in Key West - One Heart
Wake up aboard your private yacht by Luxury Sea Charters in Key West - One HeartStock Island
10.0 out of 10, Exceptional, (2)
$418 nightly
The price is $463
Jan 4 - Jan 5, 2026
Total with taxes and fees
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.
Top Fleming Key Hotel Reviews

Hyatt Vacation Club at Beach House, Key West
10/10 Excellent
Find out more about Fleming Key
Fleming Key Houseboats information
Number of reviews | 244 |
|---|---|
Accommodation | 53 Houseboats |
Lowest Price | $308 |
Highest Price | $7,602 |
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