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

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Check availability on Islamorada 5 Star Hotels

Tonight
28 Aug - 29 Aug
Tomorrow
29 Aug - 30 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sept - 6 Sept

Our top choices for Islamorada 5-star hotels

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

1. Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
United States
Jessica
£177
includes taxes & fees
2 Sept - 3 Sept
Cheeca Lodge & Spa
Terrace/patio
Staircase
Design Villa, Canal View | Dining room
Exterior

2. Waterfront House with Boat Dock

Waterfront House with Boat Dock
Tavernier
United States
Philip J
Waterfront House with Boat Dock
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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
£237
28 Sept - 29 Sept
includes taxes & fees
8.6/10 Excellent! (1,163 reviews)
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Amara Cay Resort

Amara Cay Resort

80001 Overseas Hwy Islamorada FL
£165
16 Sept - 17 Sept
includes taxes & fees
Amara Cay Resort
Islander Resort

Islander Resort

82100 Overseas Highway Islamorada FL
£230
10 Sept - 11 Sept
includes taxes & fees
9.4/10 Exceptional! (1,108 reviews)
Islander 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
A wooden pier extending into calm waters with a covered seating area and a boat docked at the end.

Top Islamorada Hotel Reviews

Cheeca Lodge & Spa

Cheeca Lodge & Spa

10/10 Excellent
"Cheeca was an amazing experience."
Kaylah 3-night trip
Posted 1 hour ago
Cheeca Lodge & Spa

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 £165
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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