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- Upfront pricingWe are not like the others - we include taxes and fees
Find vacation rentals that suit your style

Houseboats

Cottages
Our top choices for Key West cottages

1. The Dancing Rooster: Newly Renovated Key West Retreat, One Block to Duval!
The Dancing Rooster: Newly Renovated Key West Retreat, One Block to Duval!Old Town Key West
9.8 out of 10, Exceptional, (155 reviews)
$778 nightly
The price is $871
Nov 12 - Nov 13
Total with taxes and fees

2. Old Wooden Bridge Resort and Marina
Old Wooden Bridge Resort and MarinaPunta Brisa
8.6 out of 10, Excellent, (380 reviews)
$201 nightly
The price is $226
Dec 4 - Dec 5
Total with taxes and fees

3. Canal Front home with easy Ocean access
Canal Front home with easy Ocean accessCudjoe Key
8.8 out of 10, Excellent, (191 reviews)
$314 nightly
The price is $352
Nov 26 - Nov 27
Total with taxes and fees

4. Canal front, dockage, 2 bedroom, 2 bath
Canal front, dockage, 2 bedroom, 2 bathCudjoe Key
8.8 out of 10, Excellent, (110 reviews)
$461 nightly
The price is $514
Nov 14 - Nov 15
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.
Learn more about Key West
Stroll Duval Street's colorful 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.
Known for:
Literary legacy
Island charm
Secluded beaches

















