Upper Matecumbe Key Resorts

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

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

Our top choices for Upper Matecumbe Key resorts

A bathroom with a large bathtub, a window with curtains, and a view of palm trees and the sea.

1. Cheeca Lodge & Spa

Matecumbe

Brandon

RM1,124 total

includes taxes & fees

8 Nov - 9 Nov

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.

2. Amara Cay Resort

Matecumbe

Amir

RM1,064 total

includes taxes & fees

15 Nov - 16 Nov

A row of beachside cottages with colorful exteriors, each with a beach chair and umbrella.

3. La Siesta Resort & Villas

Matecumbe

Brianne

RM1,002 total

includes taxes & fees

15 Nov - 16 Nov

4. Lime Tree Bay Resort

Long Key

Mark Blair

RM748 total

includes taxes & fees

3 Nov - 4 Nov

A balcony with wicker chairs, a small table with drinks, and a view of the beach and ocean.

5. Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Islamorada

Liosbel

RM1,243 total

includes taxes & fees

29 Nov - 30 Nov

A beach with a thatched umbrella, lounge chairs, and a clear view of the ocean.

6. Matecumbe Resort

Matecumbe

angel

RM719 total

includes taxes & fees

8 Nov - 9 Nov

An aerial view of a resort with a large pool, palm trees, and a beach.

7. Playa Largo Resort & Spa, Autograph Collection

Rock Harbor

Jorge

RM1,424 total

includes taxes & fees

29 Nov - 30 Nov

A beach with lounge chairs and a pier extending into the water.

8. Baker's Cay Resort Key Largo, Curio Collection by Hilton

Key Largo

Damion

RM1,343 total

includes taxes & fees

11 Nov - 12 Nov

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Top Upper Matecumbe Key Hotel Reviews

Waterside Suites & Marina

8/10 Good

"It was dark when we arrived and pouring rain when we left, so no amenities used. It was great for a short stay."

Chesapeake Beach Resort

10/10 Excellent

"The property had bikes, kayaks, paddle boards and fishing rods you can use at no charge. The breakfast was omelettes made to order, pancakes and a variety of other breakfast items ( no meats) and a nice area to sit outside and enjoy breakfast. It was a very nice place. We will definitely stay there again."

Find out more about Upper Matecumbe Key