Upper Matecumbe Key Holidays
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Top hotels in Upper Matecumbe Key
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Fully refundableReserve now, pay when you stay
The price is 3.405.213 ₫ per night from 15 Sept to 16 Sept
3.405.213 ₫
5.612.663 ₫ total
15 Sept - 16 Sept
includes taxes & fees
9/10 Wonderful! (1,195 reviews)
"all good"
Reviewed on 10 Sep 2025
Chesapeake Beach Resort
83409 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
The price is 3.234.952 ₫ per night from 14 Sept to 15 Sept
3.234.952 ₫
5.124.185 ₫ total
14 Sept - 15 Sept
includes taxes & fees
9.2/10 Wonderful! (1,520 reviews)
Nice...
"Very nice staff throughout. The room was nice but has an a/c that runs on the wall all the time. There was also a half in gap on the door to the room that alloeed you to hear all the road noise outside. Breakfast staff and food was great, lagoon kayaking was fun but water not easily accessible except ..."
Reviewed on 9 Sep 2025
Amara Cay Resort
80001 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
The price is 4.436.676 ₫ per night from 15 Sept to 16 Sept
4.436.676 ₫
6.743.494 ₫ total
15 Sept - 16 Sept
includes taxes & fees
8.8/10 Excellent! (1,249 reviews)
"Everyone was so nice there"
Reviewed on 6 Sep 2025
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.
Popular places to visit
Florida Keys Brewing Co.
You can take time to visit Florida Keys Brewing Co. during your travels to Islamorada.
History of Diving Museum
You can spend an afternoon browsing the exhibits at History of Diving Museum during your travels in Islamorada. Amble around this family-friendly area's seaside and enjoy its lively bars.
Hurricane Monument
Learn about the local history of Islamorada when you take a trip to Hurricane Monument. Discover the beautiful sunsets and lively bars in this family-friendly area.
