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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Check prices for these dates

Tonight
Sep 21 - Sep 22
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Sep 22 - Sep 23
This weekend
Sep 25 - Sep 27
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Oct 2 - Oct 4
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Top Upper Matecumbe Key Hotel Reviews

Chesapeake Beach Resort

Chesapeake Beach Resort

8/10 Good
"Very quiet and peaceful stay. Amazing water and beach views from the balcony."
Michelle 4-night trip
Posted 1 hour ago
Chesapeake Beach Resort
Lime Tree Bay Resort

Lime Tree Bay Resort

10/10 Excellent
"I absolutely loved my stay at Lime Tree Bay Resort! The property is beautiful, relaxing, and has that perfect laid-back Florida Keys atmosphere. The views are gorgeous, and it was such a peaceful place to unwind and enjoy the water and sunshine. Everything was clean and comfortable, and the staff was friendly and welcoming. I especially loved being able to relax by the pool and just enjoy the beautiful surroundings. The location is also great for exploring Islamorada and the rest of the Keys. I would definitely stay here again and highly recommend Lime Tree Bay Resort to anyone looking for a relaxing Keys getaway. I was honestly sad to leave!"
STACIE 1-night trip
Posted 2 hours ago
Lime Tree Bay Resort
Baker's Cay Resort Key Largo, Curio Collection by Hilton

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

10/10 Excellent
"What is unique about the property is how convenient and practical is the property, excellent for families! Always a nice experience"
Sonia 3-night trip
Posted 8 hours ago
Baker's Cay Resort Key Largo, Curio Collection by Hilton
The Pelican Key Largo Cottages

The Pelican Key Largo Cottages

10/10 Excellent
"The Pelican is a darling spot! Lots of space, convenient parking right next to our door, beautiful sandy beach area, well maintained dock, plenty of comfy Adirondack chairs in multiple spots to watch the water - the boats, fish, birds, and manatees. We really enjoyed the use of kayaks as well. Just a lovely property and stay."
Heidi 1-night trip
Posted 8 hours ago
The Pelican Key Largo Cottages
La Jolla Resort

La Jolla Resort

10/10 Excellent
"Beautiful and quaint property located on the Gulf side with water access. Clean rooms, bathroom is smaller. Centrally located in Islamorada with plenty to do."
James 1-night trip
Posted 11 hours ago
La Jolla Resort
Islander Resort

Islander Resort

10/10 Excellent
"Nice pool"
Henry 1-night trip
Posted 11 hours ago
Islander Resort
Hawks Cay Resort

Hawks Cay Resort

8/10 Good
"The village we were assigned has roaches and the main bedroom has the pain from the felling peeling which could be a hazard. Also, the water park that was supposed to be completed on September has a delay and that was the main reason a reserve this hotel."
Miladis 2-night trip
Posted 14 hours ago
Hawks Cay Resort
Hadley Resort and Marina

Hadley Resort and Marina

10/10 Excellent
"Si quieres unas vacaciones increíbles , este es el lugar"
Yerisleidys 2-night trip
Posted 1 day ago
Hadley Resort and Marina
Breezy Palms Resort

Breezy Palms Resort

10/10 Excellent
"It was very cozy. I was able to relax while I was celebrating my anniversary with my wife. The bed was super comfortable. The shower was excellent, and the staff was very friendly."
Dionisio 1-night trip
Posted 2 days ago
Breezy Palms Resort

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