A beach with white lounge chairs, a covered pavilion, and palm trees.

Find 5 Star Hotels in Islamorada, FL from AED 856

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Check availability on Islamorada 5 Star Hotels

Tonight
18 Sep - 19 Sep
Tomorrow
19 Sep - 20 Sep
This weekend
18 Sep - 20 Sep
Next weekend
25 Sep - 27 Sep

Our top choices for Islamorada 5-star hotels

Balcony
Poolside bar
Property grounds
Premium bedding, in-room safe, desk, laptop workspace

1. Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
United States
RAIBEL
AED 531
AED 866 total
includes taxes & fees
29 Sep - 30 Sep
Cheeca Lodge & Spa
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Islamorada.
Baker's Cay Resort Key Largo, Curio Collection by Hilton

Baker's Cay Resort Key Largo, Curio Collection by Hilton

97000 Overseas Hwy Key Largo FL
AED 870
AED 1,182 total
28 Sep - 29 Sep
includes taxes & fees
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Amara Cay Resort

Amara Cay Resort

80001 Overseas Hwy Islamorada FL
AED 522
AED 856 total
21 Sep - 22 Sep
includes taxes & fees
8.8/10 Excellent! (1,310 reviews)
Amara Cay Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

84001 Overseas Hwy Islamorada FL
AED 732
AED 1,092 total
27 Sep - 28 Sep
includes taxes & fees
9/10 Wonderful! (272 reviews)
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
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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.

Learn more about Islamorada

The turquoise waters between the Keys offer world-class fishing that even beginners can enjoy with knowledgeable local guides. Spend mornings snorkeling coral reefs teeming with tropical fish, then unwind at waterfront restaurants where chefs cook your fresh catch.

See all hotels in Islamorada
A wooden pier extending into the sea with a gazebo at the end.

Top Islamorada Hotel Reviews

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Islamorada?
How much you pay for a 5-star hotel in Islamorada can vary based on when you want to travel and how long you plan to stay, among several factors. Take advantage of our price per night filter and other search tools to score the best rate on a high-end getaway.
  • Search for the lowest price per night from AED 856
What makes a hotel 5 stars in Islamorada?
From gourmet restaurants and all-day fitness centers to pools and the finest bedding, the 5-star experience in Islamorada is all about relaxation and luxury. But it takes more than just upscale conveniences to receive a 5-star rating. Stays must also offer outstanding guest-centric services like beauty treatments, on-site dry cleaning and laundry and 24/7 room service.
Are there any 5-star all-inclusive resorts in Islamorada?
Find an upscale escape that includes your lodging, meals, bar and entertainment in Islamorada with our handy filters. Search for properties with a 5-star rating and select the "All inclusive" filter. Be sure to check what's included in the upfront price. That way, you'll be ready to maximize the many perks on offer when you get there.

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