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Recommended hotels in Upper Matecumbe Key

1. Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.4 out of 10, Exceptional, (1,816 reviews)
"Location is amazing make sure to book a balcony with a view"
United States
Olga Vasiliy
The price is AED 538
AED 812 total
includes taxes & fees
12 Nov - 13 Nov
Chesapeake Beach Resort

2. Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,165 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 AED 658
AED 1,009 total
includes taxes & fees
15 Nov - 16 Nov
Islander Resort

3. Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,339 reviews)
"Great location as well."
United States
Amir
The price is AED 586
AED 928 total
includes taxes & fees
15 Nov - 16 Nov
Amara Cay Resort

4. La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,000 reviews)
"Loved the beach area! Bed was comfortable, kitchenette well appointed, and there were enough electrical outlets!"
United States
Jane
The price is AED 463
AED 624 total
includes taxes & fees
18 Nov - 19 Nov
La Jolla Resort

5. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,516 reviews)
"Clean room, friendly staff and food was good."
United States
Nicholas
The price is AED 666
AED 1,018 total
includes taxes & fees
15 Nov - 16 Nov
Cheeca Lodge & Spa

6. Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
9.0 out of 10, Wonderful, (785 reviews)
"Such a great place to stay!!"
United States
Gavin
The price is AED 459
AED 575 total
includes taxes & fees
15 Nov - 16 Nov
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 AED 702
AED 993 total
includes taxes & fees
15 Nov - 16 Nov
Pines & Palms Resort

8. 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 AED 493
AED 674 total
includes taxes & fees
29 Nov - 30 Nov
Hadley Resort and Marina

9. La Siesta Resort & Villas

La Siesta Resort & Villas
4.0 star property
Matecumbe
8.6 out of 10, Excellent, (1,001 reviews)
"Great place to stay!"
United States
Brianne
The price is AED 568
AED 907 total
includes taxes & fees
15 Nov - 16 Nov
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 AED 1,008
AED 1,403 total
includes taxes & fees
18 Nov - 19 Nov
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 AED 705
AED 843 total
includes taxes & fees
16 Nov - 17 Nov
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 AED 2,418
AED 2,989 total
includes taxes & fees
30 Nov - 1 Dec
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 AED 11,019
AED 13,337 total
includes taxes & fees
17 Nov - 18 Nov
Private Island Suite w/ Terrace & Balcony @Islamorada - Coconut Palm Suite

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

Charming Suite @Islamorada With Pool Access - Twilight Suite
Matecumbe
The price is AED 7,346
AED 8,892 total
includes taxes & fees
18 Nov - 19 Nov
Charming Suite @Islamorada With Pool Access - Twilight Suite

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

Peaceful Garden King Suite – Islamorada Gem - Gumbo Limbo Suite
Matecumbe
The price is AED 3,673
AED 4,448 total
includes taxes & fees
18 Nov - 19 Nov
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 AED 5,980
AED 7,238 total
includes taxes & fees
17 Nov - 18 Nov
Terrace & Florida Bay View Suite @Islamorada - Shangri La Suite

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

Oceanfront Manatee Suite w/ Private Patio @Islamorada - Manatee Suite
Matecumbe
The price is AED 5,947
AED 7,197 total
includes taxes & fees
18 Nov - 19 Nov
Oceanfront Manatee Suite w/ Private Patio @Islamorada - Manatee Suite

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

Serene Moon Suite w/ Jacuzzi + Garden View @Islamorada- Moon Suite
Matecumbe
The price is AED 5,510
AED 6,668 total
includes taxes & fees
17 Nov - 18 Nov
Serene Moon Suite w/ Jacuzzi + Garden View @Islamorada- Moon 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 AED 674
AED 800 total
includes taxes & fees
16 Nov - 17 Nov
Casa Morada

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

Jacuzzi Suite Overlooking the Sea @Islamorada - Iguana Suite
Matecumbe
The price is AED 7,339
AED 8,884 total
includes taxes & fees
18 Nov - 19 Nov
Jacuzzi Suite Overlooking the Sea @Islamorada - Iguana 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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