Islamorada Luxury Holidays
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Top Luxury Islamorada Hotels
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Stay at this 5-star luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff ...
9/10 Wonderful! (1,158 reviews)
"Great place. Feel like rooms can be updated to a modern appea"
Reviewed on 20 Aug. 2025
Amara Cay Resort
80001 Overseas Hwy, Islamorada, FL
Stay at this 4-star beach resort in Islamorada. Enjoy 2 restaurants, a private beach, and 3 bars/lounges. Our guests praise the pool and the bar in our reviews. ...
8.8/10 Excellent! (1,243 reviews)
"Very clean also beautiful pool area"
Reviewed on 20 Aug. 2025
Drop Anchor
84959 Overseas Highway, 222, Islamorada, FL
Stay at this 3-star hotel in Islamorada. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff and the clean rooms in ...
8.6/10 Excellent! (1,001 reviews)
"Liked the Atlantic bulkhead. Plenty of dock space and casting room. Tasteful atmosphere with clean grounds and pool. Boat launch looked safe and maintained. Outdoor lights gave a nice ambience. Room was clean and properly stocked. TV was outdated."
Reviewed on 22 Aug. 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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