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

Best Resorts in Islamorada

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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, (1,425 reviews)
"Wonderful stay! Friendly staff, clean rooms, highly recommend!"
United States
Jessica
$199 nightly
The price is $224
Sep 2 - Sep 3
Total with taxes and fees
Cheeca Lodge & Spa

2. Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,303 reviews)
"Best place to stay !!"
United States
David A
$224 nightly
The price is $252
Sep 15 - Sep 16
Total with taxes and fees
Amara Cay Resort

3. Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.4 out of 10, Exceptional, (1,487 reviews)
"Would stay again!"
United States
Chadwick
$169 nightly
The price is $190
Aug 27 - Aug 28
Total with taxes and fees
Lime Tree Bay Resort

4. 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, (255 reviews)
"I’d recommend getting breakfast locally instead of the resort’s breakfast. Very friendly and helpful staff."
United States
Dareen
$272 nightly
The price is $306
Sep 1 - Sep 2
Total with taxes and fees
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

5. La Siesta Resort & Villas

La Siesta Resort & Villas
4.0 star property
Matecumbe
8.6 out of 10, Excellent, (1,015 reviews)
"Great place to stay!"
United States
Brianne
$237 nightly
The price is $266
Aug 30 - Aug 31
Total with taxes and fees
La Siesta Resort & Villas

6. Matecumbe Resort

Matecumbe Resort
2.0 star property
Matecumbe
9.0 out of 10, Wonderful, (157 reviews)
"Staff very friendly and accommodating Great location (plenty places to eat, fishing charters, Robbie’s just around the corner), boat parking, kayaking/bikes for use. Full size kitchen! Simply amazing for family, fishing trip. Would love to com back soon!"
United States
Anna
$149 nightly
The price is $168
Aug 30 - Aug 31
Total with taxes and fees
Matecumbe Resort

7. Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
4.5 star property
Rock Harbor
9.0 out of 10, Wonderful, (1,017 reviews)
"Such a beautiful resort!"
United States
Rachel
$296 nightly
The price is $333
Sep 20 - Sep 21
Total with taxes and fees
Playa Largo Resort & Spa, Autograph Collection

8. 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
8.8 out of 10, Excellent, (1,165 reviews)
"Beautiful and great place and a LOT activity for the kids very family hotel"
United States
Vianney
$304 nightly
The price is $342
Sep 2 - Sep 3
Total with taxes and fees
Baker's Cay Resort Key Largo, Curio Collection by Hilton

9. Villas At Hawks Cay Resort

Villas At Hawks Cay Resort
4.0 star property
Marathon
8.0 out of 10, Very Good, (230 reviews)
"The property was beautiful, clean, and a short distance from many great adventures in the keys."
United States
Don
$742 nightly
The price is $835
Aug 26 - Aug 27
Total with taxes and fees
Villas At Hawks Cay Resort
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Top Islamorada Hotel Reviews

Find out more about Islamorada

Islamorada Resorts information

Number of reviews
6,337
Accommodation
12 Resorts
Lowest Price
$168
Highest Price
$835

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 28 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 28 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 Bud n' Mary's Dive Center and Islamorada County Park.
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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