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

Find 5 Star Hotels in Upper Matecumbe Key, FL from AED 880

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Check availability on Upper Matecumbe Key 5 Star Hotels

Tonight
21 Oct - 22 Oct
Tomorrow
22 Oct - 23 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

Our top choices for Upper Matecumbe Key 5-star hotels

A bathroom with a large bathtub, a view of the sea, and a pier with boats.
A spacious lobby with a seating area, a bar, and a large window providing a view of the outdoors.
A hotel room with a large bed, a television, a dining area with chairs, a table, and a view of the ocean.
A bar area with a thatched roof, wooden chairs, and a view of the ocean.

1. Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
United States
Patricia
AED 843
AED 1,217 total
includes taxes & fees
29 Oct - 30 Oct
Cheeca Lodge & Spa
A balcony with a wooden table, two chairs, and a view of the ocean and palm trees.
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.
A resort with multiple white buildings, each featuring balconies and surrounded by lush greenery and palm trees.

2. The Islands of Islamorada

The Islands of Islamorada
Matecumbe
United States
Christian
AED 1,917
AED 2,398 total
includes taxes & fees
28 Oct - 29 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
AED 943
AED 1,263 total
29 Oct - 30 Oct
includes taxes & fees
8.8/10 Excellent! (1,188 reviews)
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Hawks Cay Resort

Hawks Cay Resort

61 Hawks Cay Blvd Marathon FL
AED 788
AED 1,223 total
28 Oct - 29 Oct
includes taxes & fees
8.2/10 Very Good! (1,008 reviews)
Hawks Cay Resort
Amara Cay Resort

Amara Cay Resort

80001 Overseas Hwy Islamorada FL
AED 543
AED 880 total
16 Nov - 17 Nov
includes taxes & fees
Amara Cay Resort
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Learn more about Upper Matecumbe Key

Check out the local area in Upper Matecumbe Key—home to attractions like Bud n' Mary's Dive Center and Florida Keys Brewing Co..

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A shark sculpture with a sign above it that reads "Islamorada Florida Keys".

Top Upper Matecumbe Key Hotel Reviews

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