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Check prices for these dates

Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov
In one month
4 Dec - 6 Dec
In two months
1 Jan - 3 Jan
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, (780 reviews)
"Such a great place to stay!!"
United States
Gavin
The price is €115
includes taxes & fees
10 Nov - 11 Nov
Breezy Palms 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, (1,162 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 €245
includes taxes & fees
15 Nov - 16 Nov
Islander Resort
A balcony with two blue lounge chairs, a wooden ceiling, and a view of the ocean and palm trees.

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 €211
includes taxes & fees
19 Nov - 20 Nov
Chesapeake Beach Resort
A bathroom with a large bathtub, a view of the sea, and a pier with boats.

4. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,508 reviews)
"Great place. Phenomenal food!"
United States
Brandon
The price is €247
includes taxes & fees
19 Nov - 20 Nov
Cheeca Lodge & Spa
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.

5. Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,329 reviews)
"Great location as well."
United States
Amir
The price is €234
includes taxes & fees
15 Nov - 16 Nov
Amara Cay Resort
A wooden deck with rustic furniture, a grill, and a view of the beach and palm trees.

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 €151
includes taxes & fees
18 Nov - 19 Nov
La Jolla 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, (1,002 reviews)
"Can’t wait to stay again in the spring. Amazing property."
United States
Jason
The price is €163
includes taxes & fees
29 Nov - 30 Nov
Hadley Resort and Marina
A modern kitchen with a central island, a dining area with a view, and a living space with a balcony overlooking the ocean.

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 €241
includes taxes & fees
15 Nov - 16 Nov
Pines & Palms Resort
A row of beachside cottages with colorful exteriors, each with a beach chair and umbrella.

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 €220
includes taxes & fees
15 Nov - 16 Nov
La Siesta Resort & Villas
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, (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 €322
includes taxes & fees
8 Nov - 9 Nov
Bayside Villas by Islander Resort
A beachside lounge area with sun loungers, a thatched structure, and a view of the ocean.

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 €204
includes taxes & fees
16 Nov - 17 Nov
Sands of Islamorada
A balcony with a wooden table, two chairs, and a view of the ocean and palm trees.

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 €750
includes taxes & fees
30 Nov - 1 Dec
The Islands of Islamorada
A pool with a view of a bridge and umbrellas in the background.

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 €3,271
includes taxes & fees
13 Nov - 14 Nov
Private Island Suite w/ Terrace & Balcony @Islamorada - Coconut Palm Suite
A pool with a view of a bridge and umbrellas in the background.

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

Charming Suite @Islamorada With Pool Access - Twilight Suite
Matecumbe
The price is €2,176
includes taxes & fees
13 Nov - 14 Nov
Charming Suite @Islamorada With Pool Access - Twilight 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
Terrace & Florida Bay View Suite @Islamorada - Shangri La Suite
A pool with a view of a bridge and umbrellas in the background.

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

Oceanfront Manatee Suite w/ Private Patio @Islamorada - Manatee Suite
Matecumbe
The price is €1,765
includes taxes & fees
13 Nov - 14 Nov
Oceanfront Manatee Suite w/ Private Patio @Islamorada - Manatee Suite
A pool with a view of a bridge and umbrellas in the background.

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

Serene Moon Suite w/ Jacuzzi + Garden View @Islamorada- Moon Suite
Matecumbe
Serene Moon Suite w/ Jacuzzi + Garden View @Islamorada- Moon Suite
A pool with a view of a bridge and umbrellas in the background.

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

Peaceful Garden King Suite – Islamorada Gem - Gumbo Limbo Suite
Matecumbe
Peaceful Garden King Suite – Islamorada Gem - Gumbo Limbo Suite
A boat docked near a waterfront with a hammock and a chair, surrounded by greenery and palm trees.

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 €194
includes taxes & fees
17 Nov - 18 Nov
Casa Morada
A pool with a view of a bridge and umbrellas in the background.

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

Jacuzzi Suite Overlooking the Sea @Islamorada - Iguana Suite
Matecumbe
The price is €2,174
includes taxes & fees
13 Nov - 14 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.
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Learn more about Upper Matecumbe Key

Venture to sights like Bud n' Mary's Dive Center and Florida Keys Brewing Co. as you discover Upper Matecumbe Key.

See all hotels in Upper Matecumbe Key
A shark sculpture with a sign above it that reads "Islamorada Florida Keys".

Top reviews in Upper Matecumbe Key

A beachside lounge with a wooden deck, thatched roof, and tropical plants.
Bayside Villas by Islander Resort

Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
Matecumbe

8/10 Good

The hotel is brand new so everything is very clean and in working order. Facilities are great ie laundrys, full kitchen etc in each house. The only negative thing is the internet access which is non -existent in the houses and can only be accessed out on the balcony. Very quiet resort, ideal for exploring the upper and middle Keys, if you dont need internet access much while you are there.
Ireland
Anonymous traveller
Reviewed January 7, 2011
Bayside Villas by Islander Resort

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