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

This weekend
Jul 31 - Aug 2
Next weekend
Aug 7 - Aug 9

Our top choices for Upper Matecumbe Key cheap hotels

Exterior

1. Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (713 reviews)
"my 2nd time staying here and i will be back for a 3rd"
United States
Tristan
The price is ₩146,987
₩188,360 total
includes taxes & fees
Aug 18 - Aug 19
Breezy Palms Resort
Balcony

2. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,364 reviews)
"Great place!!"
United States
David
The price is ₩243,799
₩379,771 total
includes taxes & fees
Aug 12 - Aug 13
Cheeca Lodge & Spa
Private beach, white sand, sun loungers, beach towels

3. Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,744 reviews)
"Nice place 👌"
United States
Cristina
The price is ₩217,904
₩326,289 total
includes taxes & fees
Aug 3 - Aug 4
Chesapeake Beach Resort
Balcony view

4. Hadley Resort and Marina

Hadley Resort and Marina
3.5 star property
Matecumbe
7.6 out of 10, Good, (1,001 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 ₩158,181
₩225,026 total
includes taxes & fees
Aug 13 - Aug 14
Hadley Resort and Marina
Room, 1 King Bed with Sofa bed, Oceanfront (Alligator Reef, Lanai) | View from room

5. Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,313 reviews)
"Beautiful hotel, amazing views , very friendly staff, I will definitely return to Amara cay"
United States
Estefani
The price is ₩242,465
₩378,270 total
includes taxes & fees
Aug 27 - Aug 28
Amara Cay Resort
House, 3 Bedrooms, Ocean View, Oceanfront | Lanai

6. La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,001 reviews)
"Good location and great staff"
United States
adrian
The price is ₩180,469
₩243,608 total
includes taxes & fees
Aug 5 - Aug 6
La Jolla Resort
Exterior

7. Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,077 reviews)
"Can't wait to stay there again!"
United States
Sarah
The price is ₩376,519
₩520,960 total
includes taxes & fees
Aug 27 - Aug 28
Islander Resort
Suite, 1 King Bed with Sofa bed, Ocean View | Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe

8. La Siesta Resort & Villas

La Siesta Resort & Villas
4.0 star property
Matecumbe
8.6 out of 10, Excellent, (1,000 reviews)
"Our families really enjoyed our stay there new favorite"
United States
Marc
The price is ₩224,868
₩359,362 total
includes taxes & fees
Aug 26 - Aug 27
La Siesta Resort & Villas
Exterior

9. Casa Morada

Casa Morada
3.5 star property
Matecumbe
9.4 out of 10, Exceptional, (448 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 ₩421,960
₩545,911 total
includes taxes & fees
Aug 3 - Aug 4
Casa Morada
Oceanfront Three Bedroom Villa | Premium bedding, iron/ironing board, WiFi (free), individually decorated

10. Pines & Palms Resort

Pines & Palms Resort
3.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,002 reviews)
"Property was very kept up, room was very clean. Staff was very helpful and kind."
United States
John
The price is ₩336,270
₩457,834 total
includes taxes & fees
Aug 2 - Aug 3
Pines & Palms 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.
View all properties

Top Upper Matecumbe Key Hotel Reviews

Hawks Cay Resort

Hawks Cay Resort

8/10 Good
"The property was beautiful. The rooms were not that great. The cleaning staff didn’t do a great job cleaning our room. There was hair in the shower drain from when we arrived until we left and the room was cleaned two times. Donnie with the water sports was amazing!"
Scott 4-night trip
Posted 13 hours ago
Hawks Cay Resort