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

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Check prices for these dates

Next weekend
Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11
In one month
Oct 23 - Oct 25
In two months
Nov 20 - Nov 22

Our top choices for Upper Matecumbe Key resorts

A bathroom with a large bathtub, a window with curtains, and a view of palm trees and the sea.

1. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,454 reviews)
"Excellent hotel to spend good time with friends and family, just amazing."
United States
RAIBEL
The price is ￥22,052
￥36,323 total
includes taxes & fees
Sep 25 - Sep 26
Cheeca Lodge & Spa
A wooden deck with two lounge chairs, a table with two glasses of champagne and red roses, and a view of the beach and ocean.

2. Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,320 reviews)
"amazing clean stay."
United States
MICHAEL
The price is ￥22,997
￥37,446 total
includes taxes & fees
Sep 28 - Sep 29
Amara Cay Resort
A balcony with wicker chairs, a small table with drinks, and a view of the beach and ocean.

3. Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
4.0 star property
Islamorada
9.0 out of 10, Wonderful, (278 reviews)
"Beautiful place Great beds Lots of dining options"
Canada
Eslita
The price is ￥32,624
￥48,216 total
includes taxes & fees
Oct 6 - Oct 7
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
A beach with a thatched umbrella, lounge chairs, and a clear view of the ocean.

4. Matecumbe Resort

Matecumbe Resort
2.0 star property
Matecumbe
9.0 out of 10, Wonderful, (164 reviews)
"A very quiet place. Perfect to clear your mind for a few days."
United States
Adrian
The price is ￥20,370
￥22,916 total
includes taxes & fees
Sep 27 - Sep 28
Matecumbe Resort

5. Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.4 out of 10, Exceptional, (1,514 reviews)
"Location, amenities, staff was amazing, breakfast was incredible."
United States
milayda
The price is ￥18,192
￥27,551 total
includes taxes & fees
Sep 27 - Sep 28
Lime Tree Bay Resort
A wooden deck with a view of the ocean and a palm tree.

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

Baker's Cay Resort Key Largo, Curio Collection by Hilton
4.0 star property
Key Largo
8.6 out of 10, Excellent, (1,181 reviews)
"Beautiful hotel"
United States
Milagros
The price is ￥42,081
￥56,065 total
includes taxes & fees
Oct 1 - Oct 2
Baker's Cay Resort Key Largo, Curio Collection by Hilton
An aerial view of a resort with a large pool, palm trees, and a beach.

7. Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
4.5 star property
Rock Harbor
9.0 out of 10, Wonderful, (1,002 reviews)
"Clean room excellent staff good location recommend"
United States
Tania
The price is ￥41,625
￥55,553 total
includes taxes & fees
Oct 8 - Oct 9
Playa Largo Resort & Spa, Autograph Collection
A resort pool with palm trees and lounge chairs, surrounded by a beachfront.

8. Villas At Hawks Cay Resort

Villas At Hawks Cay Resort
4.0 star property
Marathon
8.0 out of 10, Very good, (233 reviews)
"Amazing service. It was an unexpected experience."
United States
Gabriela
The price is ￥59,674
￥76,877 total
includes taxes & fees
Sep 27 - Sep 28
Villas At Hawks Cay Resort
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.
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Top Upper Matecumbe Key Hotel Reviews

Chesapeake Beach Resort

Chesapeake Beach Resort

8/10 Good
"Very nice property even though they have some remodeling going on, the place is agreeable. The staff in general was amazing, at least my experience was great. I visited the place few days after an accident with some limitations and my mother, an elderly person, they went an extra step to assist us and make our stay memorable at all times. My villa was spacious, clean and well located."
Mariateresa 7-night trip
Posted 1 hour ago
Chesapeake Beach Resort

Find out more about Upper Matecumbe Key

Upper Matecumbe Key Resorts information

Number of reviews
2,764
Accommodation
13 Resorts
Lowest Price
￥22,916
Highest Price
￥76,877

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