Florida Keys Holidays
Book a Hotel + Flight or Car together to unlock savings
Where to stay in Florida Keys
Find the best Florida Keys areas and neighborhoods for the activities you enjoy most. Learn more about Florida Keys
Old Town Key West
2 out of top 10 points of interest in this area
5/5(6 area reviews)
While visiting Old Town Key West, you might make a stop by sights like Duval Street and Ernest Hemingway Home and Museum.
Top hotels in Florida Keys
Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
The price is 4.965.587 ₫ per night from 28 Jan to 29 Jan
4.965.587 ₫
7.063.715 ₫ total
28 Jan - 29 Jan
includes taxes & fees
9.2/10 Wonderful! (1,624 reviews)
Clean, gorgeous view, amazing free breakfast, loved the robes!
Reviewed on 10 Jan 2026
Hawks Cay Resort
61 Hawks Cay Blvd Marathon FL
Fully refundableReserve now, pay when you stay
The price is 7.769.483 ₫ per night from 21 Jan to 22 Jan
7.769.483 ₫
10.576.135 ₫ total
21 Jan - 22 Jan
includes taxes & fees
8/10 Very Good! (1,003 reviews)
Overall great experience.
Reviewed on 10 Jan 2026
Lime Tree Bay Resort
68500 Overseas Hwy Long Key FL
9.2/10 Wonderful! (1,130 reviews)
We greatly enjoyed our two nights at Lime Tree Bay. This low-key resort is a great place to relax and soak up the sun. Its private beach offers paddleboarding and kayaking by day and spectacular sunsets to top it off. The rooms are nice. Due to our own last-minute reservations, we had to switch rooms ...
Reviewed on 8 Jan 2026
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.
Popular places to visit
Duval Street
With a visit to Duval Street, a favourite shopping spot in Key West, you can find the perfect gifts to bring home. Wander the seaside or discover the area's beautiful sunsets.
Mallory Square
You can find out about the history of Key West with a trip to Mallory Square. Stroll along the area's beautiful beaches or experience its lively festivals.
Smathers Beach
If a restful holiday is part of your travel plans, Smathers Beach might be the perfect place to visit during your trip to Key West. Stroll along the seaside or discover the area's sunrises.
