Find Beach Hotels in Upper Matecumbe Key, FL

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Upper Matecumbe Key Beach Hotels

Tonight
Nov 3 - Nov 4
Tomorrow
Nov 4 - Nov 5
This weekend
Nov 7 - Nov 9
Next weekend
Nov 14 - Nov 16

Top Upper Matecumbe Key Beach Hotels

Private beach, fishing
La Jolla Resort
La Jolla Resort
2.5 star property
9.0 out of 10, Wonderful, (1001)
"Excellent motel"
United States
heidy
La Jolla Resort
Private beach, white sand, sun loungers, beach towels
Chesapeake Beach Resort
Chesapeake Beach Resort
3.5 star property
9.2 out of 10, Wonderful, (1556)
"Wonderful property, breakfast was awesome "
United States
Carl
The price is ₩175,199
₩277,515 total
includes taxes & fees
Nov 4 - Nov 5
Chesapeake Beach Resort
Exterior
Pines & Palms Resort
Pines & Palms Resort
3.0 star property
9.2 out of 10, Wonderful, (1008)
"Very happy with accommodations. Simone at the Front Desk was amazing."
United States
Peter
Pines & Palms Resort
Exterior
Islander Resort
Islander Resort
4.0 star property
9.2 out of 10, Wonderful, (1015)
"Staff at resort were extremely friendly and helpful. Highly recommend if visiting Islamorada"
United States
Thalia
The price is ₩297,359
₩431,027 total
includes taxes & fees
Nov 9 - Nov 10
Islander Resort
Exterior
Breezy Palms Resort
Breezy Palms Resort
2.5 star property
8.8 out of 10, Excellent, (553)
"Spacious rooms and location was great for what we needed. "
United States
Daniel
The price is ₩98,943
₩162,632 total
includes taxes & fees
Nov 11 - Nov 12
Breezy Palms Resort
Alligator Reef Oceanfront Accessible Room King Bed | View from room
Amara Cay Resort
Amara Cay Resort
4.0 star property
8.8 out of 10, Excellent, (1277)
"Great hotel with a perfect location and friendly staff."
United States
Amir
The price is ₩220,982
₩343,503 total
includes taxes & fees
Nov 30 - Dec 1
Amara Cay Resort
Outdoor pool, sun loungers
La Siesta Resort & Villas
La Siesta Resort & Villas
4.0 star property
8.6 out of 10, Excellent, (1003)
"Clean rooms, great ambiance and service. Would definitely go again!!"
United States
Gary
The price is ₩211,332
₩332,646 total
includes taxes & fees
Nov 30 - Dec 1
La Siesta Resort & Villas
Restaurant
Bayside Villas by Islander Resort
Bayside Villas by Islander Resort
3.5 star property
8.8 out of 10, Excellent, (392)
"The property was quiet and clean"
United States
Leah
The price is ₩281,004
₩412,628 total
includes taxes & fees
Nov 20 - Nov 21
Bayside Villas by Islander Resort
Private beach, sun loungers, beach umbrellas, beach towels
Cheeca Lodge & Spa
Cheeca Lodge & Spa
5.0 star property
9.2 out of 10, Wonderful, (1270)
"This resort was amazing!"
United States
Paul
The price is ₩284,492
₩416,552 total
includes taxes & fees
Nov 4 - Nov 5
Cheeca Lodge & Spa
Suite, 1 King Bed with Sofa bed, Kitchenette, Oceanfront | Terrace/patio
Sands of Islamorada
Sands of Islamorada
2.5 star property
8.8 out of 10, Excellent, (389)
"Nicely renovated older, smaller hotel with friendly staff that accommodates different arrival and departure times. Very clean, could have a better kitchen area, but comfortable stay!"
United States
Callie
The price is ₩213,012
₩258,946 total
includes taxes & fees
Nov 4 - Nov 5
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.
View all properties

Top Upper Matecumbe Key Hotel Reviews

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

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

10/10 Excellent
"clean room, great staff "
Dinolis 1-night trip
Posted 1 day ago
Baker's Cay Resort Key Largo, Curio Collection by Hilton

Explore a world of travel with Expedia