Upper Matecumbe Key Hotel Guide - Hotels with Pool in Upper Matecumbe Key, Islamorada

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Check availability on Upper Matecumbe Key Hotels with Pool

Top Upper Matecumbe Key Hotels with Pool

Chesapeake Beach Resort
Relax on the beach with a tranquil ocean view and comfortable sun loungers.

Chesapeake Beach Resort

3.5 star property
9.2 out of 10, Wonderful, (1489)
"Super nice staff! Great place to stay! "
The price is €284
includes taxes & fees
23 Jul - 24 Jul
Chesapeake Beach Resort
Amara Cay Resort
Relax by the ocean at our beachfront bar, surrounded by palm trees and lounge chairs.

Amara Cay Resort

4.0 star property
8.8 out of 10, Excellent, (1234)
"Amazing stay"
The price is €243
includes taxes & fees
10 Aug - 11 Aug
Amara Cay Resort
Cheeca Lodge & Spa
Relax by the serene pool surrounded by lush palm trees and a natural waterfall.

Cheeca Lodge & Spa

5.0 star property
9.0 out of 10, Wonderful, (1134)
"Great place "
The price is €258
includes taxes & fees
15 Jul - 16 Jul
Cheeca Lodge & Spa
La Siesta Resort & Villas
Relax by the uniquely shaped pool surrounded by palm trees and shaded by umbrellas.

La Siesta Resort & Villas

4.0 star property
8.6 out of 10, Excellent, (1000)
"Pool and bar area very nice and fun for our family "
The price is €222
includes taxes & fees
27 Jul - 28 Jul
La Siesta Resort & Villas
La Jolla Resort
Relax in a serene beachfront setting with two wicker chairs under a shaded tree.

La Jolla Resort

2.5 star property
9.0 out of 10, Wonderful, (1002)
"Love the area and would stay again"
La Jolla Resort
Islander Resort
Relax by the clear pool surrounded by lounge chairs and sunbeds, amidst lush greenery and palm trees.

Islander Resort

4.0 star property
9.2 out of 10, Wonderful, (1015)
"We’ll stay again awesome Resort!!"
The price is €258
includes taxes & fees
4 Aug - 5 Aug
Islander Resort
Sunset Inn
Relax by the pool surrounded by palm trees and lounge chairs, with umbrellas providing shade.

Sunset Inn

3.0 star property
9.2 out of 10, Wonderful, (1001)
"The motel, was affordable, clean, and safe."
The price is €147
includes taxes & fees
14 Jul - 15 Jul
Sunset Inn
Breezy Palms Resort
Relax by the clear pool surrounded by a deck and lounge chairs.

Breezy Palms Resort

2.5 star property
8.8 out of 10, Excellent, (488)
"Laid back atmosphere with renovated rooms."
The price is €142
includes taxes & fees
10 Aug - 11 Aug
Breezy Palms Resort
Pines & Palms Resort
Relax by the serene pool surrounded by palm trees and ocean views.

Pines & Palms Resort

3.0 star property
9.2 out of 10, Wonderful, (1001)
"Great quiet spot!"
Pines & Palms Resort
Islander Bayside Villas and Boatslips
Relax by the serene pool surrounded by palm trees and lounge chairs.

Islander Bayside Villas and Boatslips

3.5 star property
8.8 out of 10, Excellent, (368)
"Excellent property. Clean, convenient and quiet."
The price is €288
includes taxes & fees
10 Aug - 11 Aug
Islander Bayside Villas and Boatslips
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.