Photo by Cameron Abbott

Upper Matecumbe Key Hotel Guide - Beach Hotels in Upper Matecumbe Key, Islamorada
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Our top choices for Upper Matecumbe Key beach hotels

9.2 out of 10, Wonderful, (1,733 reviews)
cleanliness Unwind on Islamorada's private white sand beach with loungers, boat tours, and spectacular sunset views just steps away
The price is €237
includes taxes & fees
21 May - 22 May

9.2 out of 10, Wonderful, (1,328 reviews)
cleanliness Escape to a private sandy paradise with water adventures, beachfront dining, and ocean yoga at this luxury resort.
The price is €252
includes taxes & fees
21 May - 22 May

8.8 out of 10, Excellent, (672 reviews)
cleanliness Sink your toes in soft sand steps away from this beachside resort with private marina.
The price is €122
includes taxes & fees
14 May - 15 May

9.4 out of 10, Exceptional, (434 reviews)
cleanliness Escape to a serene beachside sanctuary with complimentary kayaking and a short drive to pristine white sands with loungers and umbrellas.
The price is €369
includes taxes & fees
1 Jun - 2 Jun

7.6 out of 10, Good, (1,016 reviews)
cleanliness Escape to tranquility at this private beachfront retreat, where sparkling waters and endless adventures await beyond your door.
The price is €157
includes taxes & fees
7 Jun - 8 Jun

9.2 out of 10, Wonderful, (1,002 reviews)
cleanliness Unwind where the Florida Keys meet paradise: private beach bliss with water sports, yoga, and endless ocean adventures.
The price is €269
includes taxes & fees
1 Jun - 2 Jun

9.6 out of 10, Exceptional, (75 reviews)
cleanliness Bask in sun-drenched bliss at this beachfront villa where paddleboarding, kayaking, and beach yoga create the ultimate Islamorada escape.
The price is €598
includes taxes & fees
14 May - 15 May

9.2 out of 10, Wonderful, (1,133 reviews)
cleanliness Seaside adventure on a private sandy beach with kayaking, beach towels, and a sun-drenched outdoor pool for coastal relaxation.
The price is €171
includes taxes & fees
25 May - 26 May
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.
Beach hotels with pools in Upper Matecumbe Key

9.2 out of 10, Wonderful, (1733)
The price is €237
includes taxes & fees
21 May - 22 May
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.
Top Upper Matecumbe Key Hotel Reviews

Chesapeake Beach Resort
10/10 Excellent
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