Upper Matecumbe Key, FL
Travel Guide
Visit Upper Matecumbe Key
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
The price is ￥35,717 per night from Aug 2 to Aug 3
￥35,717
￥52,046 total
Aug 2 - Aug 3
includes taxes & fees
Book a 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 ...
9.2/10 Wonderful! (1,351 reviews)
"Visited in July and the stench of the seaweed was terrible for a luxury resort! Made the pool and outside dining basically unusable. Resorts in Marathon and Key West both cleared beaches daily to decrease the stench, which was very much appreciated!"
Reviewed on Jul 14, 2026
Amara Cay Resort
80001 Overseas Hwy Islamorada FL
The price is ￥26,723 per night from Jul 20 to Jul 21
￥26,723
￥41,928 total
Jul 20 - Jul 21
includes taxes & fees
Book a stay at this beach resort in Islamorada. Enjoy 2 restaurants, a private beach, and 3 bars/lounges. Our guests praise the pool and the helpful staff in ...
8.8/10 Excellent! (1,301 reviews)
"Staff was helpful and they went out of their way to make sure our stay was good."
Reviewed on Jul 15, 2026
Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
The price is ￥26,761 per night from Aug 5 to Aug 6
￥26,761
￥39,232 total
Aug 5 - Aug 6
includes taxes & fees
Book a stay at this beach hotel in Islamorada. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Our guests praise the breakfast and the pool in our reviews. ...
9.2/10 Wonderful! (1,764 reviews)
"Buenisimo todo d buena calidad"
Reviewed on Jul 14, 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.
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 ...
8.8/10 Excellent! (706 reviews)
"This place is NOT a resort by any stretch o the imagination! The pictures and online description are extremely and intentionally misleading. Breezy Palms is a run down motel with furniture that looks like it came straight from a landfill. It is also NOT on a beach as falsely stated online. There ..."
Reviewed on Jul 11, 2026
The Islands of Islamorada
82779 Old Hwy Islamorada FL
Book a stay at this 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! (78 reviews)
"Love this property! Our family had the most amazing time in the villas. The location is great and the property is really well kept with amazing staff. We enjoyed the pool, the kids game area, pickle ball and relaxing in the home. Highly recommend!!"
Reviewed on Jul 13, 2026
5 bedroom - Deep Dockage & Heated Pool in Islamorada.
Islamorada FL
Stay at this vacation home in Islamorada. Enjoy free WiFi, private pools, and laundry facilities. Popular attractions Lorelei Restaurant & Cabana Bar and Keys ...
10/10 Exceptional! (128 reviews)
"This home was wonderful and offered easy boat access to the Gulf, making it the perfect place for our stay. We really appreciated all of the owners’ personal recommendations for places to shop and eat. They made exploring the area even more enjoyable.We loved fishing from the dock, where we were ..."
Reviewed on Jun 27, 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.
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