Are there any 5-star vacation rentals in Islamorada?

You won't find any 5-star vacation rentals in Islamorada on our site, but there are some other top-rated properties worth checking out. Browse our vacation rentals in Islamorada to find the perfect place for your stay.

The Best 5 Star Hotels in Islamorada, FL from $231

Name: Islander Resort
Price range: $331 total

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

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Our top choices for Islamorada 5-star hotels

1. Cheeca Lodge & Spa

Matecumbe

Yuniel

$205 nightly

Aug 18 - Aug 19

Total with taxes and fees

2. Waterfront House with Boat Dock

Hammer Point

Philip J

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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

97000 Overseas Hwy Key Largo FL

$294 nightly

$331 total

Aug 17 - Aug 18

Total with taxes and fees

8.6/10 Excellent! (1,161 reviews)

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Pool Spa Hot tub Breakfast included Waterpark

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 calm waters with a covered seating area and a boat docked at the end.

Top Islamorada Hotel Reviews

Cheeca Lodge & Spa

10/10 Excellent

"Clean room, great restaurants in the property. Staff is very friendly and a big shout out to the staff at the Cheeca Lodge Spa esthetician Milly and the front desk Robbeisha that made my relaxing spa experience very enjoyable."

Find out more about Islamorada

There's nothing wrong with enjoying the finer things in life. Why not ask for complete opulence during your holiday to Islamorada? There's no reason to delay a getaway to Islamorada any longer. You'll join the multitudes of vacationers who have made Islamorada so fashionable in the last few seasons. Additionally, the hotels in this area receive high marks for customer service, so you know you'll be looked after during your getaway. You deserve an outstanding getaway. Reserve one of our 5-star hotels in Islamorada and indulge in the finer things in life for a while.

5-Star Hotels in Islamorada

Don't be afraid to live the high life while you're on vacation, along with pristine rooms. Spa treatments, delicious meals, and attentive guest service are all waiting for you. You're sure to find exactly the accommodation you need. We should also mention, the hotels in this area receive high marks for customer satisfaction, so you know you'll be looked after during your getaway. How do you want to relax? A body scrub that will leave you feeling outstanding? 24-hour room service, so you can order that filet mignon in the wee hours of the morning? A Swedish massage to help your cares fall away? Don't want to take our word for it? Then explore the 853 reviews various guests have left on Expedia and get to know these places.

You won't sleep and order room service the entire time, though. We've got you covered. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. No matter what's on your agenda, the 5-star hotels in Islamorada are the perfect place to relax after an exciting day.

Your Getaway Starts Today

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. Don't put off your dream vacation any longer -- Expedia can help you land a great deal on accommodation. Pick out one of Expedia's Islamorada 5-star hotels today and relax in the lap of luxury at your convenience.

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 $248

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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