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

Search Hotels by Hersha Hospitality in Upper Matecumbe Key

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
6 Oct - 7 Oct
Tomorrow
7 Oct - 8 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct
Save an average of 15% on thousands of hotels when you're signed in

Top Upper Matecumbe Key Hotel Reviews

Breezy Palms Resort

Breezy Palms Resort

10/10 Excellent
"All good thanks"
Ryan 2-night trip
Posted 1 hour ago
Breezy Palms Resort
Amara Cay Resort

Amara Cay Resort

10/10 Excellent
"Very clean resort. The pool was fabulous. The tiki bar was great. Stall friendly and helpful. Truly enjoyed my stay!"
Maureen 2-night trip
Posted 2 hours ago
Amara Cay Resort
Waterside Suites & Marina

Waterside Suites & Marina

10/10 Excellent
"Great place. We stay here every year"
Pamela 2-night trip
Posted 6 hours ago
Waterside Suites & Marina
Cheeca Lodge & Spa

Cheeca Lodge & Spa

10/10 Excellent
"Staff is very helpful, rooms are clean, and there is a lot to do on the property!"
Morgan 2-night trip
Posted 8 hours ago
Cheeca Lodge & Spa
Islander Resort

Islander Resort

10/10 Excellent
"Muy buenas condiciones , recomendado para una experiencia inolvidable"
Carlos 1-night trip
Posted 15 hours ago
Islander Resort
The Pelican Key Largo Cottages

The Pelican Key Largo Cottages

10/10 Excellent
"All together great"
Joshua 1-night trip
Posted 21 hours ago
The Pelican Key Largo Cottages
Lime Tree Bay Resort

Lime Tree Bay Resort

10/10 Excellent
"It’s always good to visit this resort so many things to do"
Angel A 1-night trip
Posted 1 day ago
Lime Tree Bay Resort
La Jolla Resort

La Jolla Resort

10/10 Excellent
"Nice hotel."
Brett 1-night trip
Posted 1 day ago
La Jolla Resort
Bayside Inn Key Largo

Bayside Inn Key Largo

10/10 Excellent
"Exactly the experience we wanted. Great views, great location, fishing off the dock."
Jean-luc 2-night trip
Posted 1 day ago
Bayside Inn Key Largo

Explore a world of travel with Expedia