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

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Our top choices for Islamorada resorts

1. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,365 reviews)
"Great place!!"
United States
David
The price is CA $204
CA $332 total
includes taxes & fees
Aug 18 - Aug 19
Cheeca Lodge & Spa

2. Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,313 reviews)
"Beautiful hotel, amazing views , very friendly staff, I will definitely return to Amara cay"
United States
Estefani
The price is CA $222
CA $352 total
includes taxes & fees
Aug 13 - Aug 14
Amara Cay Resort

3. Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.4 out of 10, Exceptional, (1,435 reviews)
"Great place to stay!!"
United States
Javier
The price is CA $154
CA $237 total
includes taxes & fees
Aug 24 - Aug 25
Lime Tree Bay Resort

4. La Siesta Resort & Villas

La Siesta Resort & Villas
4.0 star property
Matecumbe
8.6 out of 10, Excellent, (1,000 reviews)
"Our families really enjoyed our stay there new favorite"
United States
Marc
The price is CA $217
CA $347 total
includes taxes & fees
Aug 13 - Aug 14
La Siesta Resort & Villas

5. Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
4.0 star property
Islamorada
9.0 out of 10, Wonderful, (241 reviews)
"Wonderful resort and friendly staff!"
United States
Ana
The price is CA $291
CA $430 total
includes taxes & fees
Aug 13 - Aug 14
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

6. Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
4.5 star property
Rock Harbor
9.0 out of 10, Wonderful, (1,001 reviews)
"Lovely resort and very pet friendly which we loved!"
United States
Emily
The price is CA $392
CA $518 total
includes taxes & fees
Aug 13 - Aug 14
Playa Largo Resort & Spa, Autograph Collection

7. Baker's Cay Resort Key Largo, Curio Collection by Hilton

Baker's Cay Resort Key Largo, Curio Collection by Hilton
4.0 star property
Key Largo
8.6 out of 10, Excellent, (1,153 reviews)
"My family and I really enjoyed our stay."
United States
Jennifer
The price is CA $403
CA $530 total
includes taxes & fees
Aug 16 - Aug 17
Baker's Cay Resort Key Largo, Curio Collection by Hilton

8. Matecumbe Resort

Matecumbe Resort
2.0 star property
Matecumbe
9.0 out of 10, Wonderful, (150 reviews)
"It was perfect for our family if 4!"
United States
Kathleen
The price is CA $402
CA $452 total
includes taxes & fees
Aug 2 - Aug 3
Matecumbe Resort

9. Villas At Hawks Cay Resort

Villas At Hawks Cay Resort
4.0 star property
Marathon
8.0 out of 10, Very good, (225 reviews)
"We had a great stay."
United States
Elise
The price is CA $1,088
CA $1,311 total
includes taxes & fees
Aug 2 - Aug 3
Villas At Hawks Cay Resort
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Top Islamorada Hotel Reviews

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Frequently asked questions

What can I expect from a resort vacation in Islamorada?
Longing for a relaxing getaway? You deserve all the comforts of a resort, where you can find everything you want for your stay from tasty food and drink options to activities and entertainment. Check out the 29 resorts in Islamorada and discover the one that's best for you, whether you envision yourself kicking back in a luxury suite or heading to the spa for a deep-tissue massage.
What's a favorite resort in Islamorada?
Cheeca Lodge & Spa - Luxury resort. Features 3 outdoor pools, 3 restaurants, and 2 poolside bars. Amara Cay Resort - Beach resort. Has 2 restaurants, a private beach, and 3 bars. Highly rated for its pool. Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort - Beach resort. Enjoy the 3 outdoor pools, 4 restaurants, and private beach. La Siesta Resort & Villas - Beach resort. Amenities include a private beach, a marina, and a terrace. Spacious rooms feature pillowtop beds and premium bedding. Matecumbe Resort - Beach resort. Access to a private beach, a garden, and free self parking.
How many resorts can I expect to find in Islamorada?
Choose among Expedia's 29 resort hotels in Islamorada where you'll find fun for all the family, spacious guest rooms, and more.
What can I do in Islamorada?
Travelers come to Islamorada to try fishing and other popular water activities, and also speak highly of the entertainment choices. Get some time by the water at Anne's Beach, or discover the shopping possibilities at Rain Barrel Village. Additional attractions in the area include Islamorada Brewery & Distillery and Florida Keys Brewing Co..
What's the seasonal weather like in Islamorada?
The hottest months are usually August and July with an average temp of 83°F, while the coldest months are January and February with an average of 72°F. Average annual precipitation for Islamorada is 44 inches.
What's the best way to get to and around Islamorada?
Fly into Marathon, FL (MTH-Florida Keys Marathon), which is located 30 mi (48.2 km) away from the city center. If you'd like to venture out around the area, you may want to rent a car for your trip.

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