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

5 Stars Hotels in Islamorada, Florida from CA $391

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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
The price is CA $411 per night from Jul 14 to Jul 15
CA $411
CA $541 total
Jul 14 - Jul 15
includes taxes & fees
8.6/10 Excellent! (1,122 reviews)
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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.

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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
"Todo bueno no lomi"
Vicente 1-night trip
Posted 2 days ago
Cheeca Lodge & Spa

Find out more about Islamorada

Five Star Hotels in Islamorada

There's nothing wrong with enjoying the finer things in life. Indulge yourself on your next leisure time. After all, this is one of the Top 10 locations in Expedia's portfolio. You'll join the multitudes of vacationers who have made Islamorada so fashionable in the last year. We should also mention, the hotels in this area receive outstanding marks for guest services, so you know you'll be looked after during your getaway. You deserve the great vacation you're dreaming about. Book one of Expedia's luxurious 5-star hotels in Islamorada and get ready to be pampered like never before.

Get a Great Deal on 5-Star Hotels in Islamorada

Don't be afraid to live the high life while you're on vacation, along with pristine rooms. Excellent customer care, spacious rooms, and fabulous spa offerings are all on offer. We have a huge number of hotels in the region, and all of them offer outstanding amenities. Besides that, you'll find that these hotels are kept in fantastic condition and provide a fine place to kick back after your daily adventures. What kind of amenities will make your stay a wonderful one? A concierge to help you plan every detail of your day? A Swedish massage to help your cares fall away? Fluffy down pillows, piping hot coffees, and even space for your family pet in some cases...these hotels have it all. Want to see for yourself? Then explore the 31,943 reviews various guests have left on Expedia and get to know these places.

Can't wait to get outside? We've got you covered. You'll find lots of attractions to see in a sprawling city like this one, like visiting art galleries and taking in live performances. Say hi to the locals—they're sure to have advice on what kind of excitement you can find in town.

Make Your Escape to Islamorada

The results are in, and Islamorada 5-star hotels are the place to be when you book your next vacation. Many visitors recommend a trip to this location, so don't wait any longer. This is a great time to find 5-star hotel deals in Islamorada! Don't put off your dream vacation any longer. Choose one of the 5-star hotels in Islamorada today and settle down in the lap of luxury tomorrow.

Frequently asked questions

What are the best 5-star hotels in Islamorada?
Step into a world of luxury at Cheeca Lodge & Spa. This is among the leading 5-star hotels in Islamorada based on Expedia customer reviews. From its premium amenities and services to its prime location, you can look forward to the best of everything.
How much does it cost to stay in a 5-star hotel in Islamorada?
You'll find various pricing options for a 5-star hotel in Islamorada on Expedia. How much you'll pay will depend on when you travel, length of your trip and other factors. Compare available accommodations for your desired dates and make use of our pricing and other filters to lock in the ideal luxury stay.

  • Search for the lowest price per night from CA $405

What makes a hotel 5 stars in Islamorada?
From fine dining venues and all-day fitness centres to pools and luxury bedding, the 5-star experience in Islamorada is all about indulgence and comfort. But it calls for more than just top-notch perks to receive a 5-star rating. Accommodations must also provide superb services like in-room massages, on-site laundry and dry cleaning and a nightly turn-down service.

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