Name: Chesapeake Beach Resort
Price range: ฿5,661
Rating: 9.2

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82 Islamorada FL

฿6,625

฿9,888 total

9 Aug - 10 Aug

includes taxes & fees

Stay at this luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff in their ...

9.2/10 Wonderful! (1,347 reviews)

"Resort was nice, just needs some updates"

Reviewed on 11 Jul 2026

Chesapeake Beach Resort

83409 Overseas Hwy Islamorada FL

฿5,661

฿8,242 total

3 Aug - 4 Aug

includes taxes & fees

Stay at this beach hotel in Islamorada. Enjoy free breakfast, free Wi-Fi and 2 outdoor pools. Our guests praise the breakfast and the pool in their reviews. ...

9.2/10 Wonderful! (1,754 reviews)

"Wonderful place for family and friends. Breakfast is phenomenal. So many activities on site. Quiet location. No crowds. One of my favorites in the Keys!"

Reviewed on 11 Jul 2026

Baker's Cay Resort Key Largo, Curio Collection by Hilton

97000 Overseas Hwy Key Largo FL

฿9,402

฿12,412 total

20 Jul - 21 Jul

includes taxes & fees

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 in ...

8.6/10 Excellent! (1,135 reviews)

"Everything"

Reviewed on 11 Jul 2026

See all 2,897 properties in Flamingo

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.

Breezy Palms Resort

80015 Overseas Highway Islamorada FL

Stay at this beach aparthotel in Islamorada. Enjoy free Wi-Fi, a beach locale and a marina. Our guests praise the helpful staff and the clean rooms in their ...

8.8/10 Excellent! (705 reviews)

"We had an apartment. Clean but old. Fridge had duct tape on the rubber seal, cabinet doors didn't close, sliding lanai door didn't lock. Couch was lumpy. It's a decent place and it looks like the kids enjoyed the pool."

Reviewed on 10 Jul 2026

Treasure Harbor

200 Treasure Harbor Dr Islamorada FL

Stay at this houseboat in Islamorada. Enjoy free Wi-Fi, free parking and premium bedding. Our guests praise the helpful staff in their reviews. Popular attractions ...

9/10 Wonderful! (162 reviews)

"As advertised. Staff was friendly and helpful. Cool concept! Very unique."

Reviewed on 4 Jul 2026

The Islands of Islamorada

82779 Old Hwy Islamorada FL

Stay at this beach villa in Islamorada. Enjoy free Wi-Fi, free parking and 2 outdoor pools. Popular attractions History of Diving Museum and Islamorada Brewery ...

9.6/10 Exceptional! (77 reviews)

"Bright and clean rooms. Nice and quiet. Pool and tiki bar was nice and clean and very accommodating. We will be back!"

Reviewed on 1 Jul 2026

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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.