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

Hersha Hospitality, Upper Matecumbe Key hotels

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Check prices for these dates

Tonight
7 Aug - 8 Aug
Tomorrow
8 Aug - 9 Aug
This weekend
7 Aug - 9 Aug
Next weekend
14 Aug - 16 Aug
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Top Upper Matecumbe Key Hotel Reviews

Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"Service was great, room clean and spacious. Definitely will be coming back"
Jaciel 1-night trip
Posted 11 hours ago
Chesapeake Beach Resort
Waterside Suites & Marina

Waterside Suites & Marina

10/10 Excellent
"We had a great stay at the Waterside suits and marine ."
Lynn 2-night trip
Posted 1 day ago
Waterside Suites & Marina
La Jolla Resort

La Jolla Resort

10/10 Excellent
"LaJolla was great with so many amenities. We really enjoyed our stay here."
Linda 3-night trip
Posted 4 days ago
La Jolla Resort
Pines & Palms Resort

Pines & Palms Resort

10/10 Excellent
"El lugar es excelente ,bien limpio y renovado"
Jesus 2-night trip
Posted 4 days ago
Pines & Palms Resort
The Islands of Islamorada

The Islands of Islamorada

10/10 Excellent
"Very helpful staff and all amenities are in excellent usable condition. The villas and the suites are very comfortable with beautiful comfortable bathrooms."
Lila 3-night trip
Posted 4 days ago
The Islands of Islamorada
Sunset Inn

Sunset Inn

10/10 Excellent
"We greatly enjoyed our stay at the Sunset inn! the Pool was nice and clean, with enjoyable music playing in the common area. The A/C was always cold which was perfect this time of year. We would definitely stay here again for a perfect long weekend."
amanda 3-night trip
Posted 4 days ago
Sunset Inn
La Siesta Resort & Villas

La Siesta Resort & Villas

10/10 Excellent
"The check in staff was amazing and helpful. There was a lot of included things to do that were really nice and easy to access. There was a strong fish smell, but that was likely because people catch/clean their fish at the dock and there was a bit of sea grass along the shore that likely contributed. We'd stay there again for sure!"
Melissa 2-night trip
Posted 5 days ago
La Siesta Resort & Villas

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