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Tonight Sep 18 - Sep 19
This weekend Sep 18 - Sep 20

Best Luxury Hotels in Islamorada

$159
Amara Cay Resort

Amara Cay Resort

3.5 out of 5.0 80001 Overseas Hwy, Islamorada, FL
4.7/5
(12 Reviews)
A private beach, 2 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Unwind with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and an area shuttle.
$107
Drop Anchor

Drop Anchor

3.0 out of 5.0 84959 Overseas Highway, 222, Islamorada, FL
4.6/5
(12 Reviews)
An outdoor pool, free self parking, and free newspapers are featured at this hotel. WiFi in public areas is free. A garden, a picnic area, and barbecue grills are also on offer.
$162
Cheeca Lodge & Spa

Cheeca Lodge & Spa

4.0 out of 5.0 81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
4/5
(21 Reviews)
This romantic resort features a private beach, a golf course, and a full-service spa. Spend a day at the beach snorkeling, or relax with sun loungers and beach umbrellas. There's fun for all ages with a children's club and an arcade/game room, and families will appreciate the picnic area.

4 Star Hotels in Islamorada

$162
Cheeca Lodge & Spa

Cheeca Lodge & Spa

4.0 out of 5.0 81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
4/5
(21 Reviews)
Nestled on the beach, this Islamorada resort is 0.3 mi (0.5 km) from Florida Keys Brewing Co. and 2.9 mi (4.7 km) from Theater of the Sea. Hurricane Monument and Indian Key Historic State Park are also within 1 mi (2 km).
The Islands of Islamorada

The Islands of Islamorada

4.0 out of 5.0 82779 Old Hwy, Islamorada, FL
Nestled on the beach, this Islamorada villa is 0.3 mi (0.6 km) from History of Diving Museum and 2 mi (3.2 km) from Theater of the Sea. Florida Keys Brewing Co. and Hurricane Monument are also within 2 mi (3 km).
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Islamorada Luxury Hotels

Do you want to stay at an elegant 5 star hotel for your next getaway? Do you want to be pampered like royalty? When you're ready, the Islamorada luxury hotels are the plush oasis you’ve been looking for.

Choose from the best luxury hotels in Islamorada to make your stay as comfortable and memorable as possible. Deluxe amenities await you upon check-in—perks like a heated pool, luxurious spa, and 24-hour reception service will cater to your every need, no matter the hour. If you’re tired from the day’s activities and don’t feel like wandering around to look for a meal, sit down to dinner at one of the high-end restaurants on property or contact room service for a sophisticated dining experience in the comfort of your own suite. Getting to and from the airport will be an easy task as well because most of these fancy hotels offer a free shuttle service for easy transportation.

We want you to enjoy your next vacation in style and the top luxury resorts in Islamorada will help you do just that. Browse Travelocity right now to find amazing deals on the best luxury hotels and 4 star hotels in Islamorada, and plan your next opulent escape.


Recent Islamorada Hotel Reviews By Fellow Wanderers

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.