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Recommended hotels in Upper Matecumbe Key

1. 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

2. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,514 reviews)
"Clean room, friendly staff and food was good."
United States
Nicholas
The price is ¥28,732
¥43,913 total
includes taxes & fees
Nov 16 - Nov 17
Cheeca Lodge & Spa

3. 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 ¥21,078
¥28,170 total
includes taxes & fees
Nov 18 - Nov 19
La Jolla Resort

4. Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.4 out of 10, Exceptional, (1,811 reviews)
"Location is amazing make sure to book a balcony with a view"
United States
Olga Vasiliy
The price is ¥24,405
¥36,370 total
includes taxes & fees
Nov 19 - Nov 20
Chesapeake Beach Resort

5. Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,336 reviews)
"Great location as well."
United States
Amir
The price is ¥25,837
¥40,657 total
includes taxes & fees
Nov 15 - Nov 16
Amara Cay Resort

6. Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
9.0 out of 10, Wonderful, (784 reviews)
"Such a great place to stay!!"
United States
Gavin
The price is ¥17,735
¥28,168 total
includes taxes & fees
Nov 10 - Nov 11
Breezy Palms Resort

7. Pines & Palms Resort

Pines & Palms Resort
3.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,002 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

8. Hadley Resort and Marina

Hadley Resort and Marina
3.5 star property
Matecumbe
7.6 out of 10, Good, (1,003 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

9. 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 ¥24,497
¥39,149 total
includes taxes & fees
Nov 15 - Nov 16
La Siesta Resort & Villas

10. 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 10 - Nov 11
Bayside Villas by Islander 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 ¥30,428
¥36,371 total
includes taxes & fees
Nov 17 - Nov 18
Sands of Islamorada

12. 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 18 - Nov 19
The Islands of Islamorada

13. Private Island Suite w/ Terrace & Balcony @Islamorada - Coconut Palm Suite

Private Island Suite w/ Terrace & Balcony @Islamorada - Coconut Palm Suite
Matecumbe
The price is ¥475,440
¥551,510 total
includes taxes & fees
Nov 16 - Nov 17
Private Island Suite w/ Terrace & Balcony @Islamorada - Coconut Palm Suite

14. Jacuzzi Suite Overlooking the Sea @Islamorada - Iguana Suite

Jacuzzi Suite Overlooking the Sea @Islamorada - Iguana Suite
Matecumbe
The price is ¥316,643
¥367,317 total
includes taxes & fees
Nov 16 - Nov 17
Jacuzzi Suite Overlooking the Sea @Islamorada - Iguana Suite

15. Peaceful Garden King Suite – Islamorada Gem - Gumbo Limbo Suite

Peaceful Garden King Suite – Islamorada Gem - Gumbo Limbo Suite
Matecumbe
The price is ¥158,480
¥183,837 total
includes taxes & fees
Nov 16 - Nov 17
Peaceful Garden King Suite – Islamorada Gem - Gumbo Limbo Suite

16. Terrace & Florida Bay View Suite @Islamorada - Shangri La Suite

Terrace & Florida Bay View Suite @Islamorada - Shangri La Suite
Matecumbe
The price is ¥258,005
¥311,334 total
includes taxes & fees
Nov 21 - Nov 22
Terrace & Florida Bay View Suite @Islamorada - Shangri La Suite

17. Serene Moon Suite w/ Jacuzzi + Garden View @Islamorada- Moon Suite

Serene Moon Suite w/ Jacuzzi + Garden View @Islamorada- Moon Suite
Matecumbe
The price is ¥237,720
¥286,770 total
includes taxes & fees
Nov 21 - Nov 22
Serene Moon Suite w/ Jacuzzi + Garden View @Islamorada- Moon Suite

18. Oceanfront Manatee Suite w/ Private Patio @Islamorada - Manatee Suite

Oceanfront Manatee Suite w/ Private Patio @Islamorada - Manatee Suite
Matecumbe
The price is ¥256,579
¥297,686 total
includes taxes & fees
Nov 16 - Nov 17
Oceanfront Manatee Suite w/ Private Patio @Islamorada - Manatee Suite

19. 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
Dec 1 - Dec 2
Casa Morada

20. Charming Suite @Islamorada With Pool Access - Twilight Suite

Charming Suite @Islamorada With Pool Access - Twilight Suite
Matecumbe
The price is ¥316,960
¥367,674 total
includes taxes & fees
Nov 16 - Nov 17
Charming Suite @Islamorada With Pool Access - Twilight Suite
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.

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 reviews in Upper Matecumbe Key

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