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

Find Cheap Hotels in Upper Matecumbe Key, FL

  • 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 Cheap Hotels

Our top choices for Upper Matecumbe Key cheap hotels

Private beach, white sand, sun loungers, beach towels

Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,748 reviews)
"Love the place very clean and peaceful"
United States
Elizabeth
The price is ￥24,531
￥36,732 total
includes taxes & fees
Aug 16 - Aug 17
Chesapeake Beach Resort
Balcony

Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,342 reviews)
"Great place!!"
United States
David
The price is ￥27,470
￥42,779 total
includes taxes & fees
Aug 6 - Aug 7
Cheeca Lodge & Spa
Balcony view

Hadley Resort and Marina

Hadley Resort and Marina
3.5 star property
Matecumbe
7.6 out of 10, Good, (1,005 reviews)
"Booked this on Expedia based on location alone- GREAT CHOICE. Lot of help from team (thanks Eric) very unique and ‘kitschy’ in a great location. Loved it here although we were one night only."
United States
Bill
The price is ￥16,427
￥23,779 total
includes taxes & fees
Aug 3 - Aug 4
Hadley Resort and Marina
House, 3 Bedrooms, Ocean View, Oceanfront | Lanai

La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,000 reviews)
"Good location and great staff"
United States
adrian
The price is ￥23,240
￥30,713 total
includes taxes & fees
Aug 10 - Aug 11
La Jolla Resort
Exterior

Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (710 reviews)
"Enjoyed this place."
United States
Christopher
The price is ￥10,783
￥20,549 total
includes taxes & fees
Aug 2 - Aug 3
Breezy Palms Resort
Room, 1 King Bed with Sofa bed, Oceanfront (Alligator Reef, Lanai) | View from room

Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,292 reviews)
"Amazing stay in Amara Cay"
United States
Leidys
The price is ￥24,838
￥39,819 total
includes taxes & fees
Aug 19 - Aug 20
Amara Cay Resort
Outdoor pool

Sunset Inn

Sunset Inn
3.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,003 reviews)
"Great location!"
United States
Jeanne
Sunset Inn
Exterior

Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,076 reviews)
"Can't wait to stay there again!"
United States
Sarah
The price is ￥42,386
￥58,647 total
includes taxes & fees
Aug 12 - Aug 13
Islander Resort
Suite, 1 King Bed with Sofa bed, Ocean View | Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe

La Siesta Resort & Villas

La Siesta Resort & Villas
4.0 star property
Matecumbe
8.6 out of 10, Excellent, (1,002 reviews)
"Clean quiet and serene. Staff was so helpful and kind!"
United States
Cassandra
The price is ￥27,295
￥42,583 total
includes taxes & fees
Aug 19 - Aug 20
La Siesta Resort & Villas
Exterior

Casa Morada

Casa Morada
3.5 star property
Matecumbe
9.4 out of 10, Exceptional, (447 reviews)
"The hotel was in the mist of redoing it's landscaping by adding gaint palm trees and some new boat docks, but it didn't interfere with the overall feel of the place. We enjoyed the free paddle boards and pool. Its also located on a beautiful part of the Keys"
United States
Lois
The price is ￥41,574
￥53,787 total
includes taxes & fees
Jul 22 - Jul 23
Casa Morada
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
"We had an amazing stay! From the moment we arrived, everything exceeded our expectations. The hotel is beautiful, modern, elegant, and incredibly relaxing. The food was absolutely delicious, and every detail made our stay feel special. A special thank you to Ricky, who was an outstanding host. He went above and beyond to make sure we had the best experience. If you’re staying here, definitely ask for Ricky—you’ll be in great hands!"
Gerardo 1-night trip
Posted less than an hour ago
Baker's Cay Resort Key Largo, Curio Collection by Hilton

Explore a world of travel with Expedia