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Check prices for these dates

Next weekend
1 Aug - 3 Aug
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8 Aug - 10 Aug
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22 Aug - 24 Aug
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19 Sept - 21 Sept

Featured Motels in Upper Matecumbe Key

Creekside Inn Islamorada
Enjoy waterfront views from a balcony overlooking the calm waterway, surrounded by lush greenery.

Creekside Inn Islamorada

2.5 star property
8.0 out of 10, Very good, (1005)
"Loved staying here, amazing friendly staff, great location, would surely stay here again"
The price is NZ$296
includes taxes & fees
5 Aug - 6 Aug
Creekside Inn Islamorada
Fisher Inn Resort & Marina
Relax by the pool or on the beach, with lounge chairs and a dock leading into the ocean.

Fisher Inn Resort & Marina

3.5 star property
8.0 out of 10, Very good, (1011)
"For the price, it is great to spend a weekend and enjoy the Islamorada sandbar."
The price is NZ$282
includes taxes & fees
12 Aug - 13 Aug
Fisher Inn Resort & Marina
Conch Key Fishing Lodge and Marina
Relax on the serene beach, surrounded by swaying palm trees and smooth rocks leading to the calm sea.

Conch Key Fishing Lodge and Marina

2.5 star property
7.8 out of 10, Good, (611)
"Amazing "
Conch Key Fishing Lodge and Marina
Conch On Inn Motel
Relax in our serene outdoor lounge, surrounded by lush greenery and a thatched-roof structure.

Conch On Inn Motel

2.0 star property
7.6 out of 10, Good, (488)
Conch On Inn Motel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Upper Matecumbe Key Hotel Reviews

Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"We have been coming here for 5 years and the place gets better and better. Every year we come they have added new amenities. The beach and pools are amazing and the location makes it easy to go anywhere in the Keys quickly. If you are looking for a great resort for a great price in this area it is a GREAT option!"
Michael 4-night trip
Posted 20 hours ago
Chesapeake Beach Resort