Compare and book 5 Star hotels in Upper Matecumbe Key, Islamorada

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Check availability on Upper Matecumbe Key 5 Star Hotels

Top Upper Matecumbe Key 5 Star Hotels

Cheeca Lodge & Spa

5.0 star property
9.0 out of 10, Wonderful, (1146)
"Been coming to the keys for 29 years, absolutely the best place we have ever stayed. Staff, rooms, food were second to none. "
The price is £174
includes taxes & fees
17 Aug - 18 Aug
Cheeca Lodge & Spa

Condo in the Keys

5.0 star property
8.8 out of 10, Excellent, (9)
"Thoroughly enjoyed our stay! The pool, beach area and pickleball courts were fantastic! Also enjoyed the premium cable. "
Condo in the Keys

Waterfront House with Boat Dock

5.0 star property
6.0 out of 10, (1)
"Covered porch was nice for time outside. Inside was in need of work. Closets unfinished, no place to put any luggage, advertises a king bed and a queen bed, but only had a king and a full, no tp, or tissue products when we arrived. None of the above were deal breakers but just allot of small things that add up to frustration."
Waterfront House with Boat Dock
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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.

Learn more about Upper Matecumbe Key

Venture to sights like Bud n' Mary's Dive Center and Florida Keys Brewing Co. as you discover Upper Matecumbe Key.

Islamorada showing a beach bar

Top Upper Matecumbe Key Hotel Reviews