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

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Check availability on Islamorada 5 Star Hotels

Tonight
13 Oct - 14 Oct
Tomorrow
14 Oct - 15 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Islamorada 5-star hotels

A bathroom with a large bathtub, a window with curtains, and a view of palm trees and the sea.
A bar area with a thatched roof, wooden chairs, and a view of the ocean.
A tropical resort with a swimming pool, palm trees, and a waterfall.
A hotel room with a large bed, a television, a dining area with chairs, a table, and a view of the ocean.

1. Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
United States
Morgan
£197
includes taxes & fees
14 Oct - 15 Oct
Cheeca Lodge & Spa
A balcony with a wooden table, two chairs, and a view of the ocean and palm trees.
A gated entrance to a resort with palm trees and a clear sky.
A resort with multiple white buildings, each featuring balconies and surrounded by lush greenery and palm trees.
A beachside patio with a thatched roof, two lounge chairs, and a view of the ocean.

2. The Islands of Islamorada

The Islands of Islamorada
Matecumbe
United States
Christian
£457
includes taxes & fees
18 Oct - 19 Oct
The Islands of Islamorada
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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
£292
28 Oct - 29 Oct
includes taxes & fees
8.6/10 Excellent! (1,185 reviews)
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Amara Cay Resort

Amara Cay Resort

80001 Overseas Hwy Islamorada FL
£175
21 Oct - 22 Oct
includes taxes & fees
8.8/10 Excellent! (1,320 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
£259
3 Nov - 4 Nov
includes taxes & fees
9/10 Wonderful! (291 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 snorkelling coral reefs teeming with tropical fish, then unwind at waterfront restaurants where chefs cook your fresh catch.

See all hotels in Islamorada
An aerial view of a coastal town with a marina, surrounded by clear blue waters and green islands.

Top Islamorada Hotel Reviews

Find out more about Islamorada

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 depending on when you want to travel and how long you plan to be away, among other factors. Use our price per night filter and other search tools to find the best deal on an indulgent stay.
  • Search for the lowest price per night from £175
What makes a hotel 5 stars in Islamorada?
From high-end restaurants and 24-hour gyms to pools and luxury bedding, the 5-star experience in Islamorada is all about indulgence and comfort. But it takes more than just top-notch perks to get a 5-star rating. Stays also have to deliver remarkable guest-centric services like beauty treatments, on-site laundry and dry cleaning and a nightly turn-down service.
Are there any 5-star all-inclusive resorts in Islamorada?
Find a luxurious getaway that includes your room, meals, activities and entertainment in Islamorada with our filter tool. Search for resorts with a 5-star rating and select the "All inclusive" filter. Have a look at what's included in the upfront price. That way, you'll be ready to maximise all the perks on offer from the moment you step into the lobby.

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