Find hotels in Upper Matecumbe Key, FL from ¥10,954

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Our top choices for Upper Matecumbe Key hotels

1. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,510 reviews)
"Great place. Phenomenal food!"
United States
Brandon
The price is ¥28,732
¥43,913 total
includes taxes & fees
Nov 19 - Nov 20
Cheeca Lodge & Spa

2. Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,162 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 ¥28,400
¥43,538 total
includes taxes & fees
Nov 15 - Nov 16
Islander Resort

3. Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.4 out of 10, Exceptional, (1,809 reviews)
"Location is amazing make sure to book a balcony with a view"
United States
Olga Vasiliy
The price is ¥22,717
¥34,471 total
includes taxes & fees
Nov 10 - Nov 11
Chesapeake Beach Resort

4. Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,332 reviews)
"Great location as well."
United States
Amir
The price is ¥25,571
¥40,358 total
includes taxes & fees
Nov 15 - Nov 16
Amara Cay Resort

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 ¥19,857
¥26,797 total
includes taxes & fees
Nov 18 - Nov 19
La Jolla Resort

6. 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 ¥102,994
¥127,458 total
includes taxes & fees
Nov 16 - Nov 17
The Islands of Islamorada

7. Hadley Resort and Marina

Hadley Resort and Marina
3.5 star property
Matecumbe
7.6 out of 10, Good, (1,002 reviews)
"Can’t wait to stay again in the spring. Amazing property."
United States
Jason
The price is ¥21,252
¥29,081 total
includes taxes & fees
Nov 29 - Nov 30
Hadley Resort and Marina

8. Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
9.0 out of 10, Wonderful, (780 reviews)
"Such a great place to stay!!"
United States
Gavin
The price is ¥10,954
¥20,539 total
includes taxes & fees
Nov 10 - Nov 11
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 ¥39,204
¥55,692 total
includes taxes & fees
Nov 8 - Nov 9
Bayside Villas by Islander Resort

10. 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 ¥24,002
¥38,592 total
includes taxes & fees
Nov 17 - Nov 18
La Siesta Resort & Villas

11. 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 ¥30,085
¥42,583 total
includes taxes & fees
Nov 15 - Nov 16
Pines & Palms Resort

12. 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 ¥30,238
¥36,144 total
includes taxes & fees
Nov 22 - Nov 23
Sands of Islamorada

13. Casa Morada

Casa Morada
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (467 reviews)
"Very helpful staff and great location"
United States
David
The price is ¥29,097
¥34,517 total
includes taxes & fees
Nov 16 - Nov 17
Casa Morada

14. Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
4.0 star property
Islamorada
9.0 out of 10, Wonderful, (308 reviews)
"Great place to stay!"
United States
Liosbel
The price is ¥32,837
¥48,532 total
includes taxes & fees
Nov 29 - Nov 30
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

15. Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay
2.5 star property
Key Largo
8.8 out of 10, Excellent, (1,130 reviews)
"Great stay"
United States
Joliene
The price is ¥20,672
¥23,257 total
includes taxes & fees
Nov 16 - Nov 17
Hampton Inn Key Largo Manatee Bay

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

Baker's Cay Resort Key Largo, Curio Collection by Hilton
4.0 star property
Key Largo
8.8 out of 10, Excellent, (1,200 reviews)
"Very relaxing the beach was nice and pretty from that side of the property clean rooms staff was nice and helpful they made the stay enjoyable"
United States
Damion
The price is ¥41,712
¥55,663 total
includes taxes & fees
Nov 29 - Nov 30
Baker's Cay Resort Key Largo, Curio Collection by Hilton

17. Dove Creek Resort & Marina, Trademark Collection by Wyndham

Dove Creek Resort & Marina, Trademark Collection by Wyndham
3.0 star property
Key Largo
7.8 out of 10, Good, (1,003 reviews)
"The view, the property amenities and room are great! Had a great time!"
United States
ruben
The price is ¥15,547
¥22,516 total
includes taxes & fees
Nov 17 - Nov 18
Dove Creek Resort & Marina, Trademark Collection by Wyndham

18. Drop Anchor

Drop Anchor
3.0 star property
Islamorada
8.6 out of 10, Excellent, (1,001 reviews)
"Everything was nice and clean. I enjoyed my stay there."
United States
Leydis
The price is ¥16,859
¥24,512 total
includes taxes & fees
Nov 10 - Nov 11
Drop Anchor

19. Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
4.5 star property
Rock Harbor
9.0 out of 10, Wonderful, (1,003 reviews)
"Everything was amazing!!! Beautiful hotel and great location."
United States
Jorge
The price is ¥41,680
¥55,627 total
includes taxes & fees
Nov 29 - Nov 30
Playa Largo Resort & Spa, Autograph Collection

20. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
3.5 star property
Islamorada
8.2 out of 10, Very good, (1,001 reviews)
"We enjoyed everything!"
United States
Susan
The price is ¥20,421
¥28,144 total
includes taxes & fees
Nov 30 - Dec 1
Fisher Inn Resort & 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.

Stay near popular Upper Matecumbe Key attractions

Learn more about Upper Matecumbe Key

Check out the local area in Upper Matecumbe Key—home to attractions like Bud n' Mary's Dive Center and Florida Keys Brewing Co..

A shark sculpture with a sign above it that reads "Islamorada Florida Keys".

Top Upper Matecumbe Key Hotel Reviews

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