A wooden pier extending into a clear blue sea with a sandy beach in the foreground and a cloudy sky above.

5 Star Hotels in Upper Matecumbe Key, Islamorada

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Check availability on Upper Matecumbe Key 5 Star Hotels

Tonight
29 Sept - 30 Sept
Tomorrow
30 Sept - 1 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

Our top choices for Upper Matecumbe Key 5-star hotels

A bathroom with a large bathtub, a window with curtains, and a view of palm trees and the sea.
A tropical resort with a swimming pool, palm trees, and a waterfall.
A hotel room with a large bed, a television, a dining area with chairs, a table, and a view of the ocean.
A spacious lobby with a seating area, a bar, and a large window providing a view of the outdoors.

1. Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
United States
RAIBEL
€178
includes taxes & fees
13 Oct - 14 Oct
Cheeca Lodge & Spa
A balcony with a wooden table, two chairs, and a view of the ocean and palm trees.
A beachside patio with a thatched roof, two lounge chairs, and a view of the ocean.
A gated entrance to a resort with palm trees and a clear sky.
A pool area with clear blue water, white lounge chairs, and palm trees.

2. The Islands of Islamorada

The Islands of Islamorada
Matecumbe
United States
Christian
€529
includes taxes & fees
30 Sept - 1 Oct
The Islands of Islamorada
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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
€323
12 Oct - 13 Oct
includes taxes & fees
8.6/10 Excellent! (1,184 reviews)
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Hawks Cay Resort

Hawks Cay Resort

61 Hawks Cay Blvd Marathon FL
€251
5 Oct - 6 Oct
includes taxes & fees
Hawks Cay Resort
Amara Cay Resort

Amara Cay Resort

80001 Overseas Hwy Islamorada FL
€217
4 Oct - 5 Oct
includes taxes & fees
8.8/10 Excellent! (1,327 reviews)
Amara Cay Resort
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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
A sandy beach with palm trees and a clear blue sky.

Top Upper Matecumbe Key Hotel Reviews

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