Our top choices for Upper Matecumbe Key hotels

beach near Islamorada

Private beach, white sand, sun-loungers, beach towels

Chesapeake Beach Resort

Matecumbe

Patrick

₹23,510 total

includes taxes & fees

3 Aug - 4 Aug

Room, 1 King Bed with Sofa bed, Oceanfront (Alligator Reef, Lanai) | View from room

Amara Cay Resort

Matecumbe

Christos

₹24,722 total

includes taxes & fees

14 Jul - 15 Jul

Sunset Inn

Matecumbe

David

₹16,777 total

includes taxes & fees

2 Aug - 3 Aug

Cheeca Lodge & Spa

Matecumbe

Brenna

₹25,229 total

includes taxes & fees

19 Jul - 20 Jul

Hadley Resort and Marina

Matecumbe

Debra

₹16,881 total

includes taxes & fees

12 Jul - 13 Jul

Suite, 1 King Bed with Sofa bed, Ocean View | Egyptian cotton sheets, premium bedding, pillow-top beds, in-room safe

La Siesta Resort & Villas

Matecumbe

Marc

₹27,786 total

includes taxes & fees

14 Jul - 15 Jul

House, 3 Bedrooms, Ocean View, Oceanfront | Lanai

La Jolla Resort

Matecumbe

adrian

₹20,845 total

includes taxes & fees

12 Jul - 13 Jul

Breezy Palms Resort

Matecumbe

Christopher

₹15,514 total

includes taxes & fees

2 Aug - 3 Aug

Oceanfront Three Bedroom Villa | Premium bedding, individually decorated, individually furnished

Pines & Palms Resort

Matecumbe

Jonathan

₹30,140 total

includes taxes & fees

4 Aug - 5 Aug

Islander Resort

Matecumbe

Neha

₹31,795 total

includes taxes & fees

15 Jul - 16 Jul

Casa Morada

Matecumbe

Pete

₹26,324 total

includes taxes & fees

12 Jul - 13 Jul

Bayside Villas by Islander Resort

Matecumbe

Sarah

₹32,564 total

includes taxes & fees

19 Jul - 20 Jul

Sands of Islamorada

Matecumbe

Virginia

₹22,863 total

includes taxes & fees

13 Jul - 14 Jul

The Islands of Islamorada

Matecumbe

Michael

₹58,547 total

includes taxes & fees

2 Aug - 3 Aug

Room, 1 King Bed, Bay View | Beach/ocean view

Hampton Inn Key Largo Manatee Bay

Key Largo

sergio

₹15,212 total

includes taxes & fees

27 Jul - 28 Jul

Creekside Inn

Tavernier

HEATHER

₹13,590 total

includes taxes & fees

14 Jul - 15 Jul

Rock Reef Resort

Rock Harbor

Benjamin jacob

₹16,839 total

includes taxes & fees

5 Aug - 6 Aug

On the beach, sun-loungers, snorkelling, kayaking

Drift Hotel

Key Largo

Daniel

₹13,804 total

includes taxes & fees

15 Jul - 16 Jul

Waterside Suites & Marina

Key Largo

Elizabeth

₹16,433 total

includes taxes & fees

12 Jul - 13 Jul

Dove Creek Resort & Marina, Trademark Collection by Wyndham

Key Largo

₹16,377 total

includes taxes & fees

14 Jul - 15 Jul

View all properties

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

Sign in

Sign up, it's free

Stay near popular Upper Matecumbe Key attractions

A marina with boats docked, a motel, and a cafe.

Bud n' Mary's Dive Center

8.8/10 (504 reviews)

Explore the waterfront of Bud n' Mary's Dive Center and enjoy other activities such as fishing in Islamorada. Discover the beautiful sunsets and seafood restaurants in this family-friendly area.

See properties

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

Top Upper Matecumbe Key Hotel Reviews

Islander Resort

10/10 Excellent

"The place is very quaint and the staff is very friendly. They were even able to help me with an hour later check out because my daughter was not feeling well. It’s a shame we could not use the beach because of the algae, but that has nothing to do with the resort. I would definitely stay here again!"

Pines & Palms Resort

10/10 Excellent

"Our stay was excellent from start to finish. Check-in was quick and easy, and the rooms were modern, updated, and exceptionally clean. The entire property was beautifully maintained, and it was clear the staff takes great pride in keeping everything in top condition. Even though the hotel was fully booked, it never felt crowded. We were especially impressed by how quiet and peaceful it was throughout our stay. Book the room. It is worth it!"

Sunset Inn

10/10 Excellent

"It's a small hotel which was fairly priced for a 4th of July weekend. I stayed there because I spent most of the time at a close by condominium where my friends own units. Not on the bayside or ocean-so if you are looking for sunset/water views or swimming in the water- this is not for you! Clean and good AC Nice diner -Mangrove Mikes next door for breakfast/lunch!"