Upper Matecumbe Key, FL
Travel Guide
Visit Upper Matecumbe Key
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
The price is NT$6,406 per night from Aug 9 to Aug 10
NT$6,406
NT$9,560 total
Aug 9 - Aug 10
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! (1,347 reviews)
"Resort was nice, just needs some updates"
Reviewed on 2026/7/11
Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
The price is NT$5,474 per night from Aug 3 to Aug 4
NT$5,474
NT$7,969 total
Aug 3 - Aug 4
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! (1,755 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 2026/7/11
Amara Cay Resort
80001 Overseas Hwy Islamorada FL
The price is NT$6,062 per night from Aug 6 to Aug 7
NT$6,062
NT$9,174 total
Aug 6 - Aug 7
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! (1,293 reviews)
"Highly recommend!"
Reviewed on 2026/7/10
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! (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 2026/7/10
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! (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 2026/7/1
Treasure Harbor
200 Treasure Harbor Dr Islamorada FL
Stay at this houseboat in Islamorada. Enjoy free WiFi, free parking, and premium bedding. Our guests praise the helpful staff in our reviews. Popular attractions ...
9/10 Wonderful! (162 reviews)
"As advertised. Staff was friendly and helpful. Cool concept! Very unique."
Reviewed on 2026/7/4
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.
Stay near popular Upper Matecumbe Key attractions
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- Eco Pond
- Sunset Drive Beach
- Visit Key Largo
- Visit Key Colony Beach
- Founders Park
- Visit Duck Key
- Visit Marathon
- Visit Homestead
- Jimmy Johnson's Big Chill
- Visit Big Pine Key
- Flamingo Visitor Center
- Buttonwood Canal
- Anne's Beach
- Visit Pirates Cove
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