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5759 Travelers rated Key West highly for Sunsets and Bars

Due to coronavirus (COVID-19) travel advisories, some destinations may be unavailable for certain dates. Find out more.
Due to coronavirus (COVID-19) travel advisories, some destinations may be unavailable for certain dates. Find out more.
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Book a package and join the 188 others who’ve received 100% off their flights this year!

Trip deals to Key West for 2021

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Top Rated Hotels for your Key West Vacation

Southernmost Beach Resort
Southernmost Beach Resort
4.0 out of 5.0 1319 Duval Street, Key West, FL
Free Cancellation
$229
4.4/5 (191 reviews)

The property is huge. The grounds are well kept. Plenty of chairs available at the pools. Employees polite and helpful. Room was comfortable. The Tranquility Pool needed some love. Lounge chairs comfortable, but needed cleaning. The area needed to be maintained btter - swept, hosed down.

Reviewed on Feb 22, 2020
Guests of Southernmost Beach Resort have access to a full-service spa, 3 outdoor pools, and a fitness center. Self parking is offered for USD 31.50 per day. ...
Havana Cabana at Key West
Havana Cabana at Key West
3.5 out of 5.0 3420 N. Roosevelt Blvd, Key West, FL
Free Cancellation
$125
4.2/5 (87 reviews)

We spent 4 nights there. Great service. Friendly staff. The beds were so comfortable. The concierge was very helpful, pretty much anything you want to do just ask them. We rented a jeep and booked a jet skiing tour with them. The pool was amazing. There were blow up toys in the water everyday. My ...

Reviewed on Jun 25, 2020
Guests staying at Havana Cabana at Key West enjoy an outdoor pool, a 24-hour fitness center, and a spa tub. There's free parking and a free area shuttle. The ...
24 North Hotel Key West
24 North Hotel Key West
4.0 out of 5.0 3820 North Roosevelt Boulevard, Key West, FL
Free Cancellation
$135
4.0/5 (92 reviews)

Very nice hotel, pool area is great and relaxing!

Reviewed on Jun 18, 2020
Built in 2015, the brand new 24 North Hotel Key West features a marina, an outdoor pool, and a fitness center. There's free parking and an area shuttle. Front-desk ...

Things To Do during your Key West Vacation

See all 154 things to do in Key West

^Savings based on all package bookings with Flight + Hotel made on Orbitz.com from January 1, 2019 to December 31, 2019 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.

*Price based on the lowest price found within 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.