Islamorada Luxury Vacations
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Top Luxury Islamorada Hotels
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Cheeca Lodge & Spa is a Islamorada luxury 5-star beach property where you can treat yourself to Champagne service, massage services, and more. The 2 poolside ...
9/10 Wonderful! (1,116 reviews)
Great Family weekend
"Great Resort. Family loved it ! Gary the server in Sushi restaurant was awesome."
Reviewed on Jun 29, 2025
Amara Cay Resort
80001 Overseas Hwy, Islamorada, FL
Amara Cay Resort is a Islamorada luxury 4-star beach property where you can treat yourself to pillowtop beds, Egyptian cotton sheets, and more. Notable amenities ...
8.8/10 Excellent! (1,221 reviews)
"Place was clean and the amenities are really nice. This is our third time in this hotel and we missed the store to buy essentials and souvenirs and we missed also the ice creams options, the ice cream fridge was empty."
Reviewed on Jun 30, 2025
Drop Anchor
84959 Overseas Highway, 222, Islamorada, FL
Discover luxurious lodging at Drop Anchor, where you can enjoy amenities like plush bedding, premium channels, and more. Notable amenities include an outdoor ...
8.8/10 Excellent! (1,000 reviews)
"The property was a throw back to old motels, charming…"
Reviewed on Jun 19, 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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.