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Chesapeake Beach Resort
83409 Overseas Hwy, Islamorada, FL
The price is ¥16,747 per night from Sep 16 to Sep 17
¥16,747
¥27,106 total
Sep 16 - Sep 17
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! (1,499 reviews)
"Fresh new rooms. Location was right on the ocean. Great breakfast, made for you. Front desk staff was amazing. Super accommodating and great communication. The only thing I would have recommended is that during construction they should have instated a bathroom vanity. Would return there again!!"
Reviewed on Aug 24, 2025

Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
The price is ¥21,420 per night from Sep 3 to Sep 4
¥21,420
¥34,069 total
Sep 3 - Sep 4
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! (1,157 reviews)
"Excellent place for a restful weekend"
Reviewed on Aug 23, 2025

Holiday Inn Key Largo by IHG
99701 Overseas Hwy, Key Largo, FL
The price is ¥20,682 per night from Sep 7 to Sep 8
¥20,682
¥23,268 total
Sep 7 - Sep 8
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 Aug 23, 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.

Treasure Harbor
200 Treasure Harbor Dr, Islamorada, FL
Stay at this 3-star hotel in Islamorada. Enjoy free WiFi, free parking, and premium bedding. Our guests praise the helpful staff in our reviews. Popular attractions ...
8.8/10 Excellent! (102 reviews)
Wonderful stay.
"Wonderful experience, great place to stay staff was friendly and helpful. Fishing right off the back patio was awesome, caught a couple tarpon."
Reviewed on Aug 18, 2025

Breezy Palms Resort
80015 Overseas Highway, Islamorada, FL
Book a stay at this beach aparthotel in Islamorada. Enjoy free WiFi, a beach locale, and a marina. Our guests praise the helpful staff and the clean rooms in ...
8.6/10 Excellent! (515 reviews)
"The check in process could have been much smoother and mor commutative than it was, especially for our first time staying. The room was great but a recommendation for blackout curtains where the beds are located due to the lights outside the room. But would stay here again."
Reviewed on Aug 23, 2025

The Islands of Islamorada
82779 Old Hwy, Islamorada, FL
Stay at this 4-star beach villa in Islamorada. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions History of Diving Museum and Islamorada ...
9.6/10 Exceptional! (66 reviews)
"Beautiful property!"
Reviewed on Aug 4, 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.