Upper Matecumbe Key, Islamorada hotel rooms at the Hersha Hospitality

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Compare rooms and suites by Hersha Hospitality in Upper Matecumbe Key with rates, reviews, and availability. Most hotels are fully refundable.

Islander Resort
3 outdoor pools, cabanas (surcharge), pool umbrellas
Islander Resort
4.0 star property
9.0 out of 10, Wonderful, 1,007 reviews
"it was very nice experience "
The price is ₩287,098
₩399,374 total
includes taxes & fees
Jun 30 - Jul 1
Islander Resort
Islander Bayside Villas and Boatslips
Outdoor pool, pool umbrellas, sun loungers
Islander Bayside Villas and Boatslips
3.5 star property
9.0 out of 10, Wonderful, 337 reviews
"I recently had the pleasure of staying at this hotel and I must say, it was an exceptional experience from start to finish. The hotel itself is beautiful, with elegant decor and a warm, welcoming atmosphere. The service was impeccable; every staff member I encountered was friendly, professional, and went out of their way to ensure my stay was perfect. From the swift check-in process to the personalized attention throughout my stay, I felt truly valued as a guest. The room was spacious,...
The price is ₩331,438
₩449,257 total
includes taxes & fees
Jun 16 - Jun 17
Islander Bayside Villas and Boatslips
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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.

Recent reviews of Upper Matecumbe Key hotels
Expedia verified reviews

Cheeca Lodge & Spa

Cheeca Lodge & Spa

5/5 Excellent
"LOVED our stay at Cheeca. We stayed in the main building this time and I can't recommend enough. The rooms were large and our children LOVED the outdoor bath/hot tub. The dining options on property are amazing as is the staff. Five stars and can't wait to go back!"
A verified traveler stayed at Cheeca Lodge & Spa
Posted 3 days ago
Cheeca Lodge & Spa