
Florida Keys Holidays
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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
3 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 Saint Mary Star of the Sea.
Top hotels in Florida Keys

Chesapeake Beach Resort
83409 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
The price is €166 per night from 21 Aug to 22 Aug
€166
21 Aug - 22 Aug
includes taxes & fees
9/10 Wonderful! (1,495 reviews)
"Overall it was a great resort that offered activities and a free continental breakfast. Omelette station was a pleasant surprise."
Reviewed on 15 Aug 2025

Isla Bella Beach Resort & Spa
1 Knights Key Boulevard, MM 47, Marathon, FL
Fully refundableReserve now, pay when you stay
The price is €275 per night from 20 Aug to 21 Aug
€275
20 Aug - 21 Aug
includes taxes & fees
9/10 Wonderful! (1,027 reviews)
"The resort was beautiful. Only complaint was the beds were very uncomfortable and the pillows were thin."
Reviewed on 17 Aug 2025

Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Fully refundableReserve now, pay when you stay
The price is €211 per night from 20 Aug to 21 Aug
€211
20 Aug - 21 Aug
includes taxes & fees
9/10 Wonderful! (1,149 reviews)
"Great place. Best way to relax and enjoy the keys."
Reviewed on 17 Aug 2025
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
Along one of the southernmost streets in the continental U.S., enjoy a lively area filled with shops, pubs, restaurants and lots of sidewalk acts and vendors.

Mallory Square
Arrive at this square at day’s end to find street performers, food carts and one of the most beautiful sunsets in the United States.

Smathers Beach
Key West’s popular party beach has an electric atmosphere on the weekends and is a destination for water sports lovers.
What to do in Florida Keys

Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
€24
per adult
78% of travellers recommend

Key West Day Trip & Glass Bottom-Boat Tour from Miami
€111
per traveller
Frequently asked questions
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