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

includes taxes & fees

30 Aug - 31 Aug

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

2. Cheeca Lodge & Spa

Matecumbe

Jessica

includes taxes & fees

2 Sept - 3 Sept

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

3. La Jolla Resort

Matecumbe

adrian

includes taxes & fees

27 Aug - 28 Aug

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

includes taxes & fees

1 Sept - 2 Sept

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

5. Pines & Palms Resort

Matecumbe

Isabel

includes taxes & fees

30 Aug - 31 Aug

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

6. Breezy Palms Resort

Matecumbe

roger

includes taxes & fees

1 Sept - 2 Sept

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

includes taxes & fees

26 Aug - 27 Aug

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

8. Hadley Resort and Marina

Matecumbe

RAIBEL

includes taxes & fees

9 Sept - 10 Sept

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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