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

Search Condominium Resorts in Upper Matecumbe Key

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Check prices for these dates

In two weeks
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec
No exact matches found, but these alternatives could be just right

Recommended hotels in Upper Matecumbe Key

A wooden deck with rustic furniture, a grill, and a view of the beach and palm trees.

1. La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,001 reviews)
"Good location and great staff"
United States
adrian
The price is HK$935
HK$1,272 total
includes taxes & fees
27 Aug - 28 Aug
La Jolla Resort
A beach with palm trees and lounge chairs.

2. Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,762 reviews)
"Beautiful resort! Very tropical vibes! I would definitely stay here again!"
United States
Alisha
The price is HK$1,184
HK$1,773 total
includes taxes & fees
25 Aug - 26 Aug
Chesapeake Beach Resort
A bathroom with a large bathtub, a window with curtains, and a view of palm trees and the sea.

3. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,419 reviews)
"Wonderful stay! Friendly staff, clean rooms, highly recommend!"
United States
Jessica
The price is HK$1,168
HK$1,888 total
includes taxes & fees
27 Aug - 28 Aug
Cheeca Lodge & Spa
An aerial view of a resort with two swimming pools surrounded by palm trees and sun loungers.

4. Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,111 reviews)
"Staff and resort were amazing!"
United States
Chris
The price is HK$1,756
HK$2,505 total
includes taxes & fees
31 Aug - 1 Sept
Islander Resort
A modern kitchen with a central island, a dining area with a view, and a living space with a balcony overlooking the ocean.

5. Pines & Palms Resort

Pines & Palms Resort
3.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,004 reviews)
"I had an excellent stay at the resort. and look forward to returning!"
United States
Isabel
The price is HK$1,374
HK$1,977 total
includes taxes & fees
30 Aug - 31 Aug
Pines & 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.

6. Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,296 reviews)
"Best place to stay !!"
United States
David A
The price is HK$1,318
HK$2,056 total
includes taxes & fees
24 Aug - 25 Aug
Amara Cay Resort
A beach with palm trees, thatched-roof huts, and lounge chairs.

7. Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (730 reviews)
"Great place to stay rooms were really nice nice boat ramp plenty of parking restaurants right down the street to eat at no complaints nice pool everybody was friendly room was ice cold from the air condition full kitchen nice balcony looking out over the ocean great stay"
United States
roger
The price is HK$804
HK$1,030 total
includes taxes & fees
1 Sept - 2 Sept
Breezy Palms Resort
A beachside lounge with a wooden deck, thatched roof, and tropical plants.

8. Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
3.5 star property
Matecumbe
9.0 out of 10, Wonderful, (457 reviews)
"Nice place very clean , quiet . Was great stay for us , thank you"
United States
beata
The price is HK$1,842
HK$2,601 total
includes taxes & fees
31 Aug - 1 Sept
Bayside Villas by Islander Resort
A balcony with a view of a beach, a pool, and a thatched-roof structure.

9. Hadley Resort and Marina

Hadley Resort and Marina
3.5 star property
Matecumbe
7.6 out of 10, Good, (1,013 reviews)
"Nice pet friendly hotel, clean, nice staff, good continental breakfast."
United States
RAIBEL
The price is HK$860
HK$1,223 total
includes taxes & fees
8 Sept - 9 Sept
Hadley Resort and Marina
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, (1,011 reviews)
"Great place to stay!"
United States
Brianne
The price is HK$1,212
HK$1,937 total
includes taxes & fees
25 Aug - 26 Aug
La Siesta Resort & Villas
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
4.0 star property
Matecumbe
9.6 out of 10, Exceptional, (80 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 HK$2,822
HK$3,664 total
includes taxes & fees
23 Aug - 24 Aug
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, (414 reviews)
"Great place to stay!"
United States
Virginia
The price is HK$1,576
HK$1,879 total
includes taxes & fees
17 Sept - 18 Sept
Sands of Islamorada

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

Peaceful Garden King Suite – Islamorada Gem - Gumbo Limbo Suite
Matecumbe
The price is HK$7,840
HK$9,933 total
includes taxes & fees
29 Aug - 30 Aug
Peaceful Garden King Suite – Islamorada Gem - Gumbo Limbo Suite
An indoor wooden structure with a thatched roof, multiple hanging spherical lights, and a central seating area.

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

Private Island Suite w/ Terrace & Balcony @Islamorada - Coconut Palm Suite
Matecumbe
The price is HK$23,520
HK$29,643 total
includes taxes & fees
29 Aug - 30 Aug
Private Island Suite w/ Terrace & Balcony @Islamorada - Coconut Palm Suite
A covered outdoor area with a white railing, a table with a straw hat, and a bench.

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

Terrace & Florida Bay View Suite @Islamorada - Shangri La Suite
Matecumbe
The price is HK$12,764
HK$16,084 total
includes taxes & fees
29 Aug - 30 Aug
Terrace & Florida Bay View Suite @Islamorada - Shangri La Suite
An indoor wooden structure with a thatched roof, multiple hanging spherical lights, and a central seating area.

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

Serene Moon Suite w/ Jacuzzi + Garden View @Islamorada- Moon Suite
Matecumbe
The price is HK$11,760
HK$14,822 total
includes taxes & fees
29 Aug - 30 Aug
Serene Moon Suite w/ Jacuzzi + Garden View @Islamorada- Moon Suite
A deck with a white railing, a lounge chair, a blue towel, and a large umbrella.

17. Romantic Suite With Jacuzzi & Garden Oasis @Islamorada - Jungles Suite Room

Romantic Suite With Jacuzzi & Garden Oasis @Islamorada - Jungles Suite Room
Matecumbe
The price is HK$7,840
HK$9,933 total
includes taxes & fees
29 Aug - 30 Aug
Romantic Suite With Jacuzzi & Garden Oasis @Islamorada - Jungles Suite Room
An indoor wooden structure with a thatched roof, multiple hanging spherical lights, and a central seating area.

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

Oceanfront Manatee Suite w/ Private Patio @Islamorada - Manatee Suite
Matecumbe
The price is HK$12,693
HK$15,997 total
includes taxes & fees
29 Aug - 30 Aug
Oceanfront Manatee Suite w/ Private Patio @Islamorada - Manatee Suite

19. Casa Morada

Casa Morada
3.5 star property
Matecumbe
9.4 out of 10, Exceptional, (451 reviews)
"The hotel was in the mist of redoing it's landscaping by adding gaint palm trees and some new boat docks, but it didn't interfere with the overall feel of the place. We enjoyed the free paddle boards and pool. Its also located on a beautiful part of the Keys"
United States
Lois
The price is HK$1,298
HK$1,549 total
includes taxes & fees
31 Aug - 1 Sept
Casa Morada

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

Charming Suite @Islamorada With Pool Access - Twilight Suite
Matecumbe
The price is HK$15,680
HK$19,765 total
includes taxes & fees
29 Aug - 30 Aug
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.
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Top Upper Matecumbe Key Hotel Reviews

Islander Resort

Islander Resort

8/10 Good
"Love the Islander will return soon"
Michael 1-night trip
Posted 1 hour ago
Islander Resort

Find out more about Upper Matecumbe Key

Upper Matecumbe Key Condominium Resorts information

Number of reviews
7,910
Accommodation
0 Condominium Resorts
Lowest Price
HK$1,030
Highest Price
HK$29,643

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