Upper Matecumbe Key
Travel Guide
Visit Upper Matecumbe Key
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
The price is €284 per night from 19 Jul to 20 Jul
€284
19 Jul - 20 Jul
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! (1,330 reviews)
"Todo bueno no lomi"
Reviewed on 29 Jun 2026
Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
The price is €245 per night from 5 Jul to 6 Jul
€245
5 Jul - 6 Jul
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! (1,745 reviews)
"Amazing"
Reviewed on 30 Jun 2026
Amara Cay Resort
80001 Overseas Hwy Islamorada FL
The price is €249 per night from 6 Jul to 7 Jul
€249
6 Jul - 7 Jul
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! (1,288 reviews)
"I like that housekeeping visited the room every day and provided fresh towels. The saltwater pool was amazing. The staff at the kayak and paddle board station were very helpful."
Reviewed on 28 Jun 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! (704 reviews)
"We stayed in a cottage. The room was clean and spacious. It had a full kitchen and the cabnets had plates, silverwear, pans, dish detergent. It had a full size refrigerator. There is a separate living room and kichenette from bedroom. The staff was very friendly. There was enough parking for everyone ..."
Reviewed on 26 Jun 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! (76 reviews)
"I am not usually about leaving reviews however this property definitely needs it. Heard a lot about being pampered when I was checked in and that they will bring you anything and to let them know what our needs were. Property does not have any coffee shop or restaurant. We were told we could come ..."
Reviewed on 18 May 2026
Oceanfront Private Cottage!
Islamorada FL
Stay at this cottage in Islamorada. Enjoy free Wi-Fi, patios and cable/satellite TV service. Popular attractions History of Diving Museum and Islamorada Brewery ...
10/10 Exceptional! (117 reviews)
"Host was very responsive when we reached out and the place had everything we needed. The dock for the boat was very easy to get in and out of and we had plenty of room for the trailer. The place was also very clean."
Reviewed on 11 Jun 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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