Find 5 Star Hotels in Islamorada, FL from SAR 1,179

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Check availability on Islamorada 5 Star Hotels

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

Cheeca Lodge & Spa

5.0 star property
9.0 out of 10, Wonderful, (1048)
"This trip is just what we needed. We were looking for a place that had everything—fine dining with atmosphere,the beach and pools and enough activities to keep you busy if you wanted to be busy. Our four days were spent enjoying everything and simply relaxing. I can’t say enough about the friendly staff that exceeded our expectations. I would like to give a special thanks to Milton our dinner waiter who helped us make our choices for dinner specials and we ate at the Atlantic restaurant every...
The price is SAR 1,496
SAR 1,937 total
includes taxes & fees
1 Apr - 2 Apr
Cheeca Lodge & Spa

Waterfront House with Boat Dock

5.0 star property
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."
Waterfront House with Boat Dock

Condo in the Keys

5.0 star property
9.0 out of 10, Wonderful, (7)
"Thoroughly enjoyed our stay! The pool, beach area and pickleball courts were fantastic! Also enjoyed the premium cable. "
Condo in the Keys
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Explore similar 4-star hotels

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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

This idyllic island community is one of the most luxurious in the Florida Keys and is a great destination for scuba diving and game fishing.

Islamorada featuring a beach and tropical scenes

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 SAR 1,179

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.
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.