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Top hotels in Pirates Cove

Chesapeake Beach Resort
83409 Overseas Hwy, Islamorada, FL
The price is S$243 per night from 1 Sept to 2 Sept
S$243
1 Sept - 2 Sept
includes taxes & fees
Stay at this 3.5-star beach hotel in Islamorada. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Our guests praise the breakfast and the pool in our reviews. ...
9/10 Wonderful! (1,498 reviews)
"All good unless the beach"
Reviewed on 23 Aug, 2025

Reefhouse Resort & Marina
103800 Overseas Hwy, Key Largo, FL
The price is S$367 per night from 1 Sept to 2 Sept
S$367
1 Sept - 2 Sept
includes taxes & fees
Stay at this 3.5-star beach hotel in Key Largo. Enjoy free parking, a full-service spa, and 3 restaurants. Our guests praise the pool and the bar in our reviews. ...
9.2/10 Wonderful! (1,301 reviews)
"Loved it"
Reviewed on 22 Aug, 2025

Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
The price is S$303 per night from 4 Sept to 5 Sept
S$303
4 Sept - 5 Sept
includes taxes & fees
Stay at this 5-star luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff ...
9/10 Wonderful! (1,158 reviews)
"Truly amazing with the best staff you could ask for."
Reviewed on 24 Aug, 2025

Holiday Inn Key Largo by IHG
99701 Overseas Hwy, Key Largo, FL
The price is S$203 per night from 7 Sept to 8 Sept
S$203
7 Sept - 8 Sept
includes taxes & fees
Stay at this 3-star beach hotel in Key Largo. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the bar in our reviews. Popular ...
8.4/10 Very Good! (1,002 reviews)
"Quiet and close to attractions. Very clean. Far enough away from bar/party area but still walkable if that’s what you want."
Reviewed on 23 Aug, 2025

Baker's Cay Resort Key Largo, Curio Collection by Hilton
97000 Overseas Hwy, Key Largo, FL
The price is S$437 per night from 2 Sept to 3 Sept
S$437
2 Sept - 3 Sept
includes taxes & fees
Book a stay at this beach resort in Key Largo. Enjoy 2 outdoor pools, 2 restaurants, and a private beach. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (1,009 reviews)
Amazing
"We had an absolutely amazing stay. From pulling into the resort until leaving everything was perfect. Top notch hospitality from every single worker on the property."
Reviewed on 25 Aug, 2025

Amara Cay Resort
80001 Overseas Hwy, Islamorada, FL
The price is S$327 per night from 1 Sept to 2 Sept
S$327
1 Sept - 2 Sept
includes taxes & fees
Stay at this 4-star beach resort in Islamorada. Enjoy 2 restaurants, a private beach, and 3 bars/lounges. Our guests praise the pool and the bar in our reviews. ...
8.8/10 Excellent! (1,238 reviews)
"Not the best hotel in the Florida Keys, but it’s OK for cooling off for a couple of days. For me the pool by the ocean and the tiki bar were the stars of the show. Rooms were meh"
Reviewed on 22 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.