Upper Matecumbe Key Vacations
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Find the Best Upper Matecumbe Key Vacation Packages
Upper Matecumbe Key Hotel Deals
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
Fully refundableReserve now, pay when you stay
The price is AEDĀ 809 per night from Aug 6 to Aug 7
AEDĀ 809
AEDĀ 1,178 total
6 Aug - 7 Aug
includes taxes & fees
9.2/10 Wonderful! (1,342 reviews)
"We had a wonderful stay! Although our room wasnāt ready at the scheduled check-in time, the staff handled the situation exceptionally well by upgrading us to a beautiful suite. Every member of the team was friendly, welcoming, and genuinely helpful throughout our stay. The excellent service more ..."
Reviewed on 19 July 2026
Amara Cay Resort
80001 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
The price is AEDĀ 562 per night from Aug 17 to Aug 18
AEDĀ 562
AEDĀ 901 total
17 Aug - 18 Aug
includes taxes & fees
8.8/10 Excellent! (1,287 reviews)
"The room was spacious and very clean, the hotel is very nice and the restaurant Reel Cath was wonderful, the food was amazing! The hotel is pet friendly and we could enjoy our stay with our little dog. My son, my husband and I spent a few wonderful days!! š"
Reviewed on 19 July 2026
Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
The price is AEDĀ 538 per night from Aug 16 to Aug 17
AEDĀ 538
AEDĀ 812 total
16 Aug - 17 Aug
includes taxes & fees
9.2/10 Wonderful! (1,746 reviews)
"Good stay"
Reviewed on 20 July 2026
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.
