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

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Check availability on Upper Matecumbe Key Cheap Hotels

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Our top choices for Upper Matecumbe Key cheap hotels

1. The Islands of Islamorada

The Islands of Islamorada
5.0 star property
Matecumbe
9.6 out of 10, Exceptional, (83 reviews)
"We had an AMAZING stay! The staff was wonderful, providing excellent customer service and providing local recommendations for activities and dining. The property is pristine and gorgeous. My only critique would be a lack of on property food options. We will definitely be back."
United States
Catherine
The price is ¥101,163
¥125,330 total
includes taxes & fees
Nov 9 - Nov 10
The Islands of Islamorada

2. Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.4 out of 10, Exceptional, (1,805 reviews)
"Nice beach walkable property Great breakfast made to order"
United States
kent brian
The price is ¥21,856
¥33,451 total
includes taxes & fees
Nov 10 - Nov 11
Chesapeake Beach Resort

3. Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,160 reviews)
"The entire resort was clean, staff very friendly, bar and restaurant and pools were fabulous! Would definitely stay there again!"
United States
DEBORAH
The price is ¥36,554
¥52,645 total
includes taxes & fees
Nov 3 - Nov 4
Islander Resort

4. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,498 reviews)
"Great place. Phenomenal food!"
United States
Brandon
The price is ¥28,566
¥43,659 total
includes taxes & fees
Nov 8 - Nov 9
Cheeca Lodge & Spa

5. La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,004 reviews)
"Loved the beach area! Bed was comfortable, kitchenette well appointed, and there were enough electrical outlets!"
United States
Jane
The price is ¥19,742
¥26,641 total
includes taxes & fees
Nov 4 - Nov 5
La Jolla Resort

6. Casa Morada

Casa Morada
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (466 reviews)
"Very helpful staff and great location"
United States
David
The price is ¥28,928
¥34,317 total
includes taxes & fees
Nov 4 - Nov 5
Casa Morada

7. Pines & Palms Resort

Pines & Palms Resort
3.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,001 reviews)
"We have stayed here multiple times and always have a good stay."
United States
Michael
The price is ¥29,911
¥42,336 total
includes taxes & fees
Nov 15 - Nov 16
Pines & Palms Resort

8. Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
9.0 out of 10, Wonderful, (777 reviews)
"Such a great place to stay!!"
United States
Gavin
The price is ¥10,891
¥20,420 total
includes taxes & fees
Nov 3 - Nov 4
Breezy Palms Resort

9. Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
3.5 star property
Matecumbe
9.0 out of 10, Wonderful, (468 reviews)
"Had a blast in the keys! This property gave us every reason to stay on property! Fishing provided! Bait provided! Games, bikes, excellent staff and the vibes are worth every booking moment! Definitely coming back! FYI: we stay in the townhomes and still had access to all of the amenities! Book your stay! Let’s go!"
United States
Brian
The price is ¥35,690
¥51,673 total
includes taxes & fees
Nov 3 - Nov 4
Bayside Villas by Islander Resort

10. Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,324 reviews)
"Great location as well."
United States
Amir
The price is ¥24,893
¥39,527 total
includes taxes & fees
Nov 15 - Nov 16
Amara Cay Resort

11. Sands of Islamorada

Sands of Islamorada
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (416 reviews)
"Very small, Was quiet and relaxing."
United States
Nicolas
The price is ¥30,252
¥36,160 total
includes taxes & fees
Nov 16 - Nov 17
Sands of Islamorada

12. La Siesta Resort & Villas

La Siesta Resort & Villas
4.0 star property
Matecumbe
8.6 out of 10, Excellent, (1,000 reviews)
"Great place to stay!"
United States
Brianne
The price is ¥23,863
¥38,368 total
includes taxes & fees
Nov 17 - Nov 18
La Siesta Resort & Villas

13. Hadley Resort and Marina

Hadley Resort and Marina
3.5 star property
Matecumbe
7.6 out of 10, Good, (1,000 reviews)
"Can’t wait to stay again in the spring. Amazing property."
United States
Jason
The price is ¥22,547
¥30,505 total
includes taxes & fees
Nov 15 - Nov 16
Hadley Resort and Marina
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.

Top Upper Matecumbe Key Hotel Reviews

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