A wooden pier extending into a clear blue sea with a sandy beach in the foreground and a cloudy sky above.

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Check prices for these dates

Next weekend
Nov 6 - Nov 8
In two weeks
Nov 13 - Nov 15
In one month
Nov 27 - Nov 29
In two months
Dec 25 - Dec 27
No exact matches found, but these alternatives could be just right

Recommended hotels in Upper Matecumbe Key

A covered outdoor area with a wooden deck, palm trees, and a view of the beach.

1. 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 ₩92,205
₩172,884 total
includes taxes & fees
Nov 3 - Nov 4
Breezy Palms Resort
A wooden deck with two lounge chairs, a table with two glasses of champagne and red roses, and a view of the beach and ocean.

2. 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 ₩224,209
₩349,789 total
includes taxes & fees
Nov 15 - Nov 16
Amara Cay Resort
A bathroom with a large bathtub, a view of the sea, and a pier with boats.

3. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,496 reviews)
"Great place. Phenomenal food!"
United States
Brandon
The price is ₩241,851
₩369,636 total
includes taxes & fees
Nov 29 - Nov 30
Cheeca Lodge & Spa
A beach with palm trees and lounge chairs.

4. 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 ₩201,498
₩301,721 total
includes taxes & fees
Nov 3 - Nov 4
Chesapeake Beach Resort
A wooden deck with rustic furniture, a grill, and a view of the beach and palm trees.

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 ₩167,148
₩225,567 total
includes taxes & fees
Nov 4 - Nov 5
La Jolla Resort
An aerial view of a resort with two swimming pools surrounded by palm trees and sun loungers.

6. 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 ₩309,483
₩445,709 total
includes taxes & fees
Nov 3 - Nov 4
Islander Resort
A balcony with a view of a beach, a pool, and a thatched-roof structure.

7. 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 ₩190,893
₩258,283 total
includes taxes & fees
Nov 15 - Nov 16
Hadley Resort and Marina
A balcony with a wooden table, two chairs, and a view of the ocean and palm trees.

8. 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 ₩912,442
₩1,124,051 total
includes taxes & fees
Nov 30 - Dec 1
The Islands of Islamorada
A beachside lounge area with sun loungers, a thatched structure, and a view of the ocean.

9. 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 ₩256,124
₩306,149 total
includes taxes & fees
Nov 16 - Nov 17
Sands of Islamorada
A row of beachside cottages with colorful exteriors, each with a beach chair and umbrella.

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 ₩206,200
₩329,529 total
includes taxes & fees
Nov 15 - Nov 16
La Siesta Resort & Villas
A modern kitchen with a central island, a dining area with a view, and a living space with a balcony overlooking the ocean.

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 ₩255,057
₩360,481 total
includes taxes & fees
Nov 4 - Nov 5
Pines & Palms Resort
A beachside lounge with a wooden deck, thatched roof, and tropical plants.

12. 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 ₩320,156
₩457,716 total
includes taxes & fees
Nov 3 - Nov 4
Bayside Villas by Islander Resort
A boat docked near a waterfront with a hammock and a chair, surrounded by greenery and palm trees.

13. 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 ₩244,919
₩290,541 total
includes taxes & fees
Nov 4 - Nov 5
Casa Morada
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.
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Top Upper Matecumbe Key Hotel Reviews

Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"Excellent stay would definitely stay again"
Lisa D 1-night trip
Posted less than an hour ago
Chesapeake Beach Resort

Find out more about Upper Matecumbe Key

Upper Matecumbe Key Lodges information

Number of reviews
5,082
Accommodation
1 Lodges
Lowest Price
₩172,884
Highest Price
₩1,124,051