Find 5 Star Hotels in Islamorada, FL from $282

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Check availability on Islamorada 5 Star Hotels

Tonight
Dec 4 - Dec 5
Tomorrow
Dec 5 - Dec 6
This weekend
Dec 5 - Dec 7
Next weekend
Dec 12 - Dec 14

Compare Islamorada 5 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Private beach, sun loungers, beach umbrellas, beach towels
Cheeca Lodge & Spa

Cheeca Lodge & Spa

5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1263)
"Everything about our stay was amazing and exceeded our expectations in every way!!"
United States
Mary Frances
$317 nightly
The price is $357
Dec 17 - Dec 18
Total with taxes and fees
Cheeca Lodge & Spa
Outdoor pool
Condo in the Keys

Condo in the Keys

5.0 star property
Tavernier
8.0 out of 10, Very Good, (13)
"Love the location "
United States
Angela
Condo in the Keys
Design Villa, Canal View | Balcony
Waterfront House with Boat Dock

Waterfront House with Boat Dock

5.0 star property
Hammer Point
6.0 out of 10, (1)
"Covered porch was nice for time outside. Inside was in need of work. Closets unfinished, no place to put any luggage, advertises a king bed and a queen bed, but only had a king and a full, no tp, or tissue products when we arrived. None of the above were deal breakers but just allot of small things that add up to frustration."
United States
Matthew
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.
Amara Cay Resort

Amara Cay Resort

80001 Overseas Hwy Islamorada FL
$250 nightly
The price is $282 total per night from Dec 11 to Dec 12
$282 total
Dec 11 - Dec 12
Total with taxes and fees
8.8/10 Excellent! (1,269 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 snorkeling coral reefs teeming with tropical fish, then unwind at waterfront restaurants where chefs cook your fresh catch.

See all hotels in Islamorada
Islamorada featuring a sunset and general coastal views

Top Islamorada Hotel Reviews

Cheeca Lodge & Spa

Cheeca Lodge & Spa

10/10 Excellent
"We stayed in the newest section of the Cheeca Lodge. It is so incredibly nice! We had other family staying in the lagoon area. We enjoyed all the activities on the property as well. My nephew especially loved the par3 golf course. I really loved the staff at Cheeca Lodge too. Shelia, Amber and David were our poolside attendants, and Jessica at the front desk was very helpful. "
Callie 4-night trip
Posted 8 days ago
Cheeca Lodge & Spa

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 $282

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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