Find Beach Resorts in Upper Matecumbe Key, FL

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Check availability on Upper Matecumbe Key Beach Resorts & Hotels

Top Upper Matecumbe Key Beach Resorts & Hotels

Our top choices for Upper Matecumbe Key beach hotels

La Jolla Resort
Private beach, fishing

La Jolla Resort

2.5 star property
9.0 out of 10, Wonderful, (1002)
"I love staying here! Old Florida charm and convenient to great restaurants!"
La Jolla Resort
Chesapeake Beach Resort
Private beach, white sand, sun-loungers, beach towels

Chesapeake Beach Resort

3.5 star property
9.2 out of 10, Wonderful, (1502)
"Excellent location on the ocean and everything was really perfect. will stay there again"
The price is £137
includes taxes & fees
14 Sept - 15 Sept
Chesapeake Beach Resort
Pines & Palms Resort
Exterior

Pines & Palms Resort

3.0 star property
9.2 out of 10, Wonderful, (1001)
"Clean, nice beach and pool area we had a great time. Highly recommend it."
Pines & Palms Resort
Islander Resort
Exterior

Islander Resort

4.0 star property
9.2 out of 10, Wonderful, (1014)
"Excellent property for a relaxing getaway. "
The price is £217
includes taxes & fees
22 Sept - 23 Sept
Islander Resort
Breezy Palms Resort
Exterior

Breezy Palms Resort

2.5 star property
8.8 out of 10, Excellent, (519)
"Best kept secret, love staying here,!"
The price is £103
includes taxes & fees
10 Sept - 11 Sept
Breezy Palms Resort
Amara Cay Resort
Exterior

Amara Cay Resort

4.0 star property
9.0 out of 10, Wonderful, (1243)
"Always an amazing place to stay "
The price is £189
includes taxes & fees
2 Sept - 3 Sept
Amara Cay Resort
La Siesta Resort & Villas
Outdoor pool, pool loungers

La Siesta Resort & Villas

4.0 star property
8.6 out of 10, Excellent, (1010)
"perfect family hotel with a keys flare."
The price is £149
includes taxes & fees
22 Sept - 23 Sept
La Siesta Resort & Villas
Bayside Villas by Islander Resort
Restaurant

Bayside Villas by Islander Resort

3.5 star property
8.8 out of 10, Excellent, (380)
"The villas were nice and relaxing but the association with the islander resort made to stay great. "
The price is £206
includes taxes & fees
24 Sept - 25 Sept
Bayside Villas by Islander Resort
Cheeca Lodge & Spa
Private beach, sun-loungers, beach umbrellas, beach towels

Cheeca Lodge & Spa

5.0 star property
9.0 out of 10, Wonderful, (1166)
"amazing stay"
The price is £170
includes taxes & fees
9 Sept - 10 Sept
Cheeca Lodge & Spa
Sands of Islamorada
Suite, 1 King Bed with Sofa bed, Kitchenette, Oceanfront | Terrace/patio

Sands of Islamorada

2.5 star property
8.8 out of 10, Excellent, (387)
"Quiet place which made it a great place to sit and enjoy the view of the water."
The price is £144
includes taxes & fees
8 Sept - 9 Sept
Sands of Islamorada
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.

Find out more about Upper Matecumbe Key

Find out more about Upper Matecumbe Key

Popular beach getaways

Most booked beach stays in Upper Matecumbe Key in 2025

Kid-friendly beach stays in Upper Matecumbe Key
Kid-friendly beach stays
Kid-friendly beach stays
Hotels with pools in Upper Matecumbe Key
Hotels with pools
Hotels with pools

Top Upper Matecumbe Key Hotel Reviews

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