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Tonight
Sep 18 - Sep 19
This weekend
Sep 18 - Sep 20
Best Luxury Hotels in Islamorada
Price for 1 night 2 adults*
$159
Sep 20 - Sep 21
Per night/room
Amara Cay Resort
3.5 out of 5.0 80001 Overseas Hwy, Islamorada, FL
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
Oct 1 - Oct 2
Per night/room
Drop Anchor
3.0 out of 5.0 84959 Overseas Highway, 222, Islamorada, FL
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
Sep 20 - Sep 21
Per night/room
Cheeca Lodge & Spa
4.0 out of 5.0 81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
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
Price for 1 night 2 adults*
$162
Sep 20 - Sep 21
Per night/room
Cheeca Lodge & Spa
4.0 out of 5.0 81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
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
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).
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
Travelocity Verified Review
The Islander Resort is a little piece of Florida Keys paradise! There is lush landscaping all over the resort that makes you feel like you are on your own private island. The pool area is beautiful and so clean. The staff is very friendly. Our room was much bigger than we expected it to be. King size bed, armoire, dresser, small table with 2 chairs, small fridge (not a mini fridge...an actual fridge and freezer combo), and a lounge chair...with lots of room to move around. The bathroom was one-person capacity but there was a nice big shower that 2 people could fit in...if you're into that sort of thing. We had our own private, screened in patio with a good size table and 4 chairs and a ceiling fan that gave off a nice breeze. We were sad that we only stayed there one night and are already looking at booking a long weekend in the near future. If you're traveling to Islamorada and looking for a nice, clean, friendly, tropical piece of paradise, you must stay at the Islander!
Travelocity Verified Review
really nice place. we enjoyed it. room was nice and there was a lot of fun things to do there.
Travelocity Verified Review
It is a nicely kept property and a good place to go and relax.
Travelocity Verified Review
Everyone is so friendly, free paddle boarding, snorkeling, etc. great food and drinks on site and the ocean front view is beautiful. They provide a lot of fun live music and events also. So happy with our stay!
Travelocity Verified Review
Our room opened right out to sand and view of the gulf and weather was ideal
Travelocity Verified Review
We had an amazing room right on the water staff went out of their way to make us happy and explain our choices for dining ...
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An Attraction
- Hotels near Theater of the Sea
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