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
Private beach, sun-loungers, beach umbrellas, beach towels

Cheeca Lodge & Spa

5.0 star property
9.0 out of 10, Wonderful, (1156)
"amazing stay"
The price is £178
includes taxes & fees
24 Aug - 25 Aug
Cheeca Lodge & Spa
Condo in the Keys
Outdoor pool

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
Terrace/patio

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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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Upper Matecumbe Key.
Baker's Cay Resort Key Largo, Curio Collection by Hilton

Baker's Cay Resort Key Largo, Curio Collection by Hilton

97000 Overseas Hwy, Key Largo, FL
The price is £253 per night from 7 Sept to 8 Sept
£253
7 Sept - 8 Sept
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
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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.

See all hotels in Upper Matecumbe Key
Islamorada showing a beach bar

Top Upper Matecumbe Key Hotel Reviews

Cheeca Lodge & Spa

Cheeca Lodge & Spa

10/10 Excellent
"An amazing hidden gem. From the staff to the hotel you feel like you’re on an island. Everyone is sooo friendly and kind!!! Most amazing stay ever !!"
Indira 2-night trip
Posted 2 days ago
Cheeca Lodge & Spa