Beginning of main content

Book with Confidence. Price Match Guarantee.

No Hotwire Cancellation Fee

We've Saved Customers over $3.1 Billion


Tonight Sep 20 - Sep 21
This weekend Sep 20 - Sep 22
Next weekend Sep 27 - Sep 29

Featured Key West Hotels with Free Airport Shuttle

Estimated price for 1 night/2 adults

Best Western Key Ambassador Resort Inn
Best Western Key Ambassador Resort Inn
2.5 out of 5.0 3755 S Roosevelt Blvd, Key West, FL
Free Cancellation
Situated on the waterfront, this resort is within a 15-minute walk of Fort East Martello Museum and Gallery and Key West Art and Historical Society. Smathers ...
Free Airport TransportationOutdoor PoolPool
DoubleTree Resort by Hilton Grand Key - Key West
DoubleTree Resort by Hilton Grand Key - Key West
3.5 out of 5.0 3990 S Roosevelt Blvd, Key West, FL
Free Cancellation
Situated near the airport, this resort is within 1 mi (2 km) of Key West Naval Station and Key West Art and Historical Society. Smathers Beach and Key West Golf ...
Free Airport TransportationTransportation ServicesPool
The Garden House
The Garden House
3.0 out of 5.0 329 Elizabeth Street, Key West, FL
Located in Key West Historic District, this bed & breakfast is within a 10-minute walk of Duval Street, Audubon House and Tropical Gardens, and Harry S. Truman ...
Free Airport TransportationGardensWalking
Key West Marriott Beachside Hotel
Key West Marriott Beachside Hotel
3.5 out of 5.0 3841 N Roosevelt Blvd, Key West, FL
Free Cancellation
Nestled on the beach, this Key West hotel is within 1 mi (2 km) of Key West Naval Station and Key West Golf Club. Key West Art and Historical Society and Smathers ...
Free Airport TransportationTransportation ServicesPool
Key West Sailing Adventure With Sunset Charter Included
Key West Sailing Adventure With Sunset Charter Included
3.0 out of 5.0 201 Williams Street; Historic Seaport, E-Dock Slips E-10, E-11, E-12, Key West, FL
Located in Key West Historic District, this houseboat is within a 5-minute walk of Schooner Western Union and Duval Street. Audubon House and Tropical Gardens ...
Free Airport TransportationMarinaView
Key West Vacation Rentals
Key West Vacation Rentals
3.5 out of 5.0 1075 Duval Street Suite C22, (check in/out office), Key West, FL
Located in Key West Historic District, this guesthouse is steps from Key West Lighthouse and Keeper's Quarters Museum and Duval Street. Ernest Hemingway Home ...
Free Airport TransportationHistoricalHot Tub
Sheraton Suites Key West
Sheraton Suites Key West
3.5 out of 5.0 2001 S Roosevelt Blvd, Key West, FL
Free Cancellation
Situated near the airport, this romantic resort is within 2 mi (3 km) of Smathers Beach, Key West Art and Historical Society, and Duval Street. South Beach and ...
Free Airport TransportationTransportation ServicesOutdoor Pool
Sunrise Suites Resort
Sunrise Suites Resort
3.0 out of 5.0 3685 Seaside Drive, Key West, FL
Situated near the airport, this condo building is within 1 mi (2 km) of Key West Naval Station and Key West Art and Historical Society. Smathers Beach and Key ...
Free Airport TransportationFree ParkingKitchen

Sample Content

*Price based on the lowest price found within the past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.