Upper Matecumbe Key Cottages

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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Recommended hotels in Upper Matecumbe Key

A balcony with two blue lounge chairs, a wooden ceiling, and a view of the ocean and palm trees.

1. Chesapeake Beach Resort

Matecumbe

Alisha

P13,946 total

includes taxes & fees

Sep 1 - Sep 2

A bathroom with a large bathtub, a view of the sea, and a pier with boats.

2. Cheeca Lodge & Spa

Matecumbe

Jessica

P14,858 total

includes taxes & fees

Sep 2 - Sep 3

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

3. La Jolla Resort

Matecumbe

adrian

P10,012 total

includes taxes & fees

Aug 27 - Aug 28

A patio with a wooden table and chairs, a sofa, and a striped ottoman. There are palm trees and a view of the beach.

4. Islander Resort

Matecumbe

Chris

P19,700 total

includes taxes & fees

Sep 1 - Sep 2

A beachside resort with a pool area, lounge chairs, and palm trees.

5. Pines & Palms Resort

Matecumbe

Isabel

P15,552 total

includes taxes & fees

Aug 30 - Aug 31

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

6. Breezy Palms Resort

Matecumbe

roger

P8,108 total

includes taxes & fees

Sep 1 - Sep 2

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.

7. Amara Cay Resort

Matecumbe

David A

P16,168 total

includes taxes & fees

Sep 3 - Sep 4

A balcony with a view of a beach, a pool, and a thatched-roof structure.

8. Hadley Resort and Marina

Matecumbe

RAIBEL

P9,618 total

includes taxes & fees

Sep 10 - Sep 11

An outdoor dining area with wooden furniture, tables, and chairs, overlooking a beach and ocean.

9. Bayside Villas by Islander Resort

Matecumbe

beata

P20,456 total

includes taxes & fees

Sep 1 - Sep 2

A resort with a pool surrounded by palm trees and a view of the ocean.

10. La Siesta Resort & Villas

Matecumbe

Brianne

P15,231 total

includes taxes & fees

Sep 3 - Sep 4

A balcony with a wooden table, two chairs, and a view of the ocean and palm trees.

11. The Islands of Islamorada

Matecumbe

Christian

P28,840 total

includes taxes & fees

Aug 23 - Aug 24

A wooden deck with a view of the beach and ocean.

12. Sands of Islamorada

Matecumbe

Virginia

P14,788 total

includes taxes & fees

Sep 17 - Sep 18

A view from a window overlooking a beach with palm trees and a wooden pier.

13. Casa Morada

Matecumbe

Lois

P12,191 total

includes taxes & fees

Aug 31 - Sep 1

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Top Upper Matecumbe Key Hotel Reviews

Cheeca Lodge & Spa

10/10 Excellent

"It was very relaxing and peaceful, and the boys worked very hard for the guests"

Lime Tree Bay Resort

10/10 Excellent

"What a gem! This was a cozy place to relax and stay for several days in the keys, very reasonably priced. I had a great view of the bay and saw beautiful sunsets.there is a very nice well maintained pool. Parking was free, and they offer great amenities. I enjoyed the restaurant/bar next door too, they have great food and cool island vibe. This place isn't exclusively for adults, but most of the patrons were and I liked that. It's probably not the most exciting place for kids."

Playa Largo Resort & Spa, Autograph Collection

10/10 Excellent

"We had a wonderful stay at Playa Largo Resort & Spa. The resort is absolutely beautiful, with breathtaking views, a relaxing atmosphere, and excellent amenities. The staff was friendly, attentive, and made us feel welcome throughout our entire stay. We truly enjoyed every moment and created beautiful memories. It was the perfect place to relax and enjoy the Florida Keys. We would definitely love to come back!"

La Siesta Resort & Villas

8/10 Good

"Great location with many restaurants nearby & close to lots of local attractions. Our room was laid out really well with 2 queen size beds, large closet, & huge TV. Then down a hall into the living room, then to a dining area & kitchen with microwave, small fridge, sink & coffee maker. All in all a well thought out design."

Find out more about Upper Matecumbe Key