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

Search Condo Resorts in Upper Matecumbe Key

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31
No exact matches found, but these alternatives could be just right

Recommended hotels in Upper Matecumbe Key

A beach with palm trees and lounge chairs.

1. Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,795 reviews)
"Great place"
United States
Richard
The price is ₩202,446
₩303,142 total
includes taxes & fees
Nov 3 - Nov 4
Chesapeake Beach Resort
An aerial view of a resort with two swimming pools surrounded by palm trees and sun loungers.

2. Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,134 reviews)
"Amazing place would definitely recommend"
United States
Steven
The price is ₩349,808
₩491,534 total
includes taxes & fees
Oct 21 - Oct 22
Islander 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.

3. Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,319 reviews)
"Super clean resort."
United States
Danielle
The price is ₩207,171
₩331,081 total
includes taxes & fees
Oct 18 - Oct 19
Amara Cay Resort
A beach with palm trees, thatched-roof huts, and lounge chairs.

4. Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
9.0 out of 10, Wonderful, (762 reviews)
"Such a great place to stay!!"
United States
Gavin
The price is ₩136,103
₩174,488 total
includes taxes & fees
Oct 21 - Oct 22
Breezy Palms 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, (1,006 reviews)
"Nice hotel."
United States
Brett
The price is ₩170,481
₩229,494 total
includes taxes & fees
Oct 13 - Oct 14
La Jolla Resort
A bathroom with a large bathtub, a window with curtains, and a view of palm trees and the sea.

6. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,471 reviews)
"Staff is very helpful, rooms are clean, and there is a lot to do on the property!"
United States
Morgan
The price is ₩253,676
₩383,540 total
includes taxes & fees
Oct 13 - Oct 14
Cheeca Lodge & Spa
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)
"Great place"
United States
weder
The price is ₩191,791
₩259,497 total
includes taxes & fees
Nov 9 - Nov 10
Hadley Resort and Marina
A row of beachside cottages with colorful exteriors, each with a beach chair and umbrella.

8. 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 ₩225,265
₩351,437 total
includes taxes & fees
Nov 8 - Nov 9
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.

9. Pines & Palms Resort

Pines & Palms Resort
3.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,000 reviews)
"It was a great time staying at the resort. Really enjoyed that they had a bartender at the pool in the evenings."
United States
Colt
The price is ₩276,228
₩384,645 total
includes taxes & fees
Oct 15 - Oct 16
Pines & Palms Resort
A beachside lounge with a wooden deck, thatched roof, and tropical plants.

10. Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
3.5 star property
Matecumbe
9.0 out of 10, Wonderful, (466 reviews)
"Nice place very clean , quiet . Was great stay for us , thank you"
United States
beata
The price is ₩347,396
₩488,821 total
includes taxes & fees
Oct 20 - Oct 21
Bayside Villas by Islander Resort
A balcony with a wooden table, two chairs, and a view of the ocean and palm trees.

11. The Islands of Islamorada

The Islands of Islamorada
5.0 star property
Matecumbe
9.6 out of 10, Exceptional, (81 reviews)
"Love this property! Our family had the most amazing time in the villas. The location is great and the property is really well kept with amazing staff. We enjoyed the pool, the kids game area, pickle ball and relaxing in the home. Highly recommend!!"
United States
Christian
The price is ₩699,616
₩874,941 total
includes taxes & fees
Oct 13 - Oct 14
The Islands of Islamorada
A beachside lounge area with sun loungers, a thatched structure, and a view of the ocean.

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 ₩257,330
₩307,590 total
includes taxes & fees
Oct 12 - Oct 13
Sands of Islamorada
Exterior

13. Casa Morada

Casa Morada
3.5 star property
Matecumbe
9.4 out of 10, Exceptional, (462 reviews)
"Very helpful staff and great location"
United States
David
The price is ₩214,682
₩256,617 total
includes taxes & fees
Oct 28 - Oct 29
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

Islander Resort

Islander Resort

10/10 Excellent
"Our room was very clean. Resort staff was super nice and accommodating. Amenities were nice. Pools were clean. Resort was very peaceful."
Grayson 5-night trip
Posted 13 hours ago
Islander Resort

Find out more about Upper Matecumbe Key

Upper Matecumbe Key Condo Resorts information

Number of reviews
5,093
Accommodation
0 Condo Resorts
Lowest Price
₩174,488
Highest Price
₩874,941