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Recommended hotels in Upper Matecumbe Key

1. 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 CA $97
CA $182 total
includes taxes & fees
Nov 10 - Nov 11
Breezy Palms Resort

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 CA $253
CA $388 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, (1,808 reviews)
"Location is amazing make sure to book a balcony with a view"
United States
Olga Vasiliy
The price is CA $201
CA $305 total
includes taxes & fees
Nov 10 - Nov 11
Chesapeake Beach Resort

4. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,509 reviews)
"Great place. Phenomenal food!"
United States
Brandon
The price is CA $254
CA $388 total
includes taxes & fees
Nov 19 - Nov 20
Cheeca Lodge & Spa

5. Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,330 reviews)
"Great location as well."
United States
Amir
The price is CA $229
CA $360 total
includes taxes & fees
Nov 15 - Nov 16
Amara Cay Resort

6. La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,002 reviews)
"Loved the beach area! Bed was comfortable, kitchenette well appointed, and there were enough electrical outlets!"
United States
Jane
The price is CA $176
CA $237 total
includes taxes & fees
Nov 18 - Nov 19
La Jolla Resort

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 CA $175
CA $243 total
includes taxes & fees
Nov 10 - Nov 11
Hadley Resort and Marina

8. 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 CA $268
CA $379 total
includes taxes & fees
Nov 15 - Nov 16
Pines & Palms Resort

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 CA $217
CA $346 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 CA $351
CA $497 total
includes taxes & fees
Nov 8 - Nov 9
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 CA $269
CA $322 total
includes taxes & fees
Nov 16 - Nov 17
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 CA $889
CA $1,103 total
includes taxes & fees
Nov 29 - Nov 30
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 CA $4,205
CA $5,090 total
includes taxes & fees
Nov 13 - Nov 14
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 CA $2,803
CA $3,394 total
includes taxes & fees
Nov 13 - Nov 14
Charming Suite @Islamorada With Pool Access - Twilight Suite

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

Terrace & Florida Bay View Suite @Islamorada - Shangri La Suite
Matecumbe
The price is CA $2,282
CA $2,762 total
includes taxes & fees
Nov 13 - Nov 14
Terrace & Florida Bay View Suite @Islamorada - Shangri La Suite

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

Oceanfront Manatee Suite w/ Private Patio @Islamorada - Manatee Suite
Matecumbe
The price is CA $2,269
CA $2,746 total
includes taxes & fees
Nov 13 - Nov 14
Oceanfront Manatee Suite w/ Private Patio @Islamorada - Manatee 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 CA $2,103
CA $2,545 total
includes taxes & fees
Nov 13 - Nov 14
Serene Moon Suite w/ Jacuzzi + Garden View @Islamorada- Moon Suite

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

Peaceful Garden King Suite – Islamorada Gem - Gumbo Limbo Suite
Matecumbe
The price is CA $1,402
CA $1,697 total
includes taxes & fees
Nov 13 - Nov 14
Peaceful Garden King Suite – Islamorada Gem - Gumbo Limbo 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 CA $257
CA $305 total
includes taxes & fees
Nov 16 - Nov 17
Casa Morada

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

Jacuzzi Suite Overlooking the Sea @Islamorada - Iguana Suite
Matecumbe
The price is CA $2,801
CA $3,390 total
includes taxes & fees
Nov 13 - Nov 14
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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