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! (1,221 reviews)
"room were cleaned every morning; we were able to park under the room drinks were pricy"
Reviewed on Oct 9, 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! (1,254 reviews)
"Room was spacious, clean with a great balcony."
Reviewed on Oct 7, 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 ...
8.6/10 Excellent! (1,000 reviews)
"Clean, comfortable room, friendly staff. Grounds clean and properly taken care of. Would stay here again."
Reviewed on Oct 1, 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.
