5 Star Hotels in Islamorada, Florida

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Check availability on Islamorada 5 Star Hotels

Top Islamorada 5 Star Hotels

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

Cheeca Lodge & Spa

5.0 star property
9.0 out of 10, Wonderful, (1149)
"Been coming to the keys for 29 years, absolutely the best place we have ever stayed. Staff, rooms, food were second to none. "
The price is €211
includes taxes & fees
21 Aug - 22 Aug
Cheeca Lodge & Spa
Condo in the Keys
Outdoor pool

Condo in the Keys

5.0 star property
8.8 out of 10, Excellent, (9)
"Thoroughly enjoyed our stay! The pool, beach area and pickleball courts were fantastic! Also enjoyed the premium cable. "
Condo in the Keys
Waterfront House with Boat Dock
Terrace/patio

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
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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 €291 per night from 3 Sept to 4 Sept
€291
3 Sept - 4 Sept
includes taxes & fees
8.6/10 Excellent! (1,001 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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Islamorada showing a beach and tropical scenes

Top Islamorada Hotel Reviews

Cheeca Lodge & Spa

Cheeca Lodge & Spa

10/10 Excellent
"I booked last minute and what a fabulous surprise! The staff was amazing from check in with Anna, to Jordan at one of the outdoor Tiki bars and to G at the delish Sushi restaurant on site. The room was phenomenal and I loved the screened in patio. Great job! I will return."
AMY L 3-night trip
Posted 3 days ago
Cheeca Lodge & Spa

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Islamorada?
There are many different pricing options for 5-star hotels in Islamorada on Expedia. How much you'll pay will depend on when you travel, trip length and other factors. Compare available accommodation for your desired dates and use our pricing and other filters to lock in the ideal high-end stay.

  • Search for the lowest price per night from €218

What makes a hotel 5 stars in Islamorada?
In Islamorada, a hotel must offer a certain amount of high-end amenities to earn 5 stars. These may include on-site gyms, spas and saunas, gourmet restaurants, luxury bathroom products, premium bedding and more. What also sets 5-star hotels apart is their superior service. You can look forward to things like nightly turn-down services, in-room massages and concierge services. Some may also offer additional touches like welcome gifts.
Are there any 5-star all-inclusive resorts in Islamorada?
Find a luxurious escape that includes your room, meals, activities and entertainment in Islamorada with the help of Expedia's filters. Search for properties with a 5-star rating and select the "All inclusive" filter. Be sure to check what's included in the price. That way, you'll be ready to maximize all the perks on offer as soon as you arrive.