Upper Matecumbe Key Travel Guide
Tourist Guide
Visit Upper Matecumbe Key
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
The price is ฿8,673 per night from 2 Aug to 3 Aug
฿8,673
฿12,205 total
2 Aug - 3 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! (1,354 reviews)
"The sea weed completely blocked any access to the water and the odor was not tolerable. Any outdoor Amenities were not usable."
Reviewed on 15 Jul 2026
Amara Cay Resort
80001 Overseas Hwy Islamorada FL
The price is ฿6,306 per night from 4 Aug to 5 Aug
฿6,306
฿9,543 total
4 Aug - 5 Aug
includes taxes & fees
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 their reviews. ...
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 15 Jul 2026
Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
The price is ฿5,694 per night from 5 Aug to 6 Aug
฿5,694
฿8,289 total
5 Aug - 6 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! (1,766 reviews)
"My check-in was simple. The room was beautiful and my day was wonderful."
Reviewed on 15 Jul 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
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! (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 11 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! (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 13 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! (163 reviews)
"everything was good"
Reviewed on 14 Jul 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.
