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

Best Resorts in Islamorada

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Check prices for these dates

Next weekend
Oct 16 - Oct 18
In two weeks
Oct 23 - Oct 25
In one month
Nov 6 - Nov 8
In two months
Dec 4 - Dec 6

Our top choices for Islamorada resorts

A bathroom with a large bathtub, a window with curtains, and a view of palm trees and the sea.

1. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,471 reviews)
"Staff is very helpful, rooms are clean, and there is a lot to do on the property!"
United States
Morgan
$226 nightly
The price is $254
Oct 13 - Oct 14
Total with taxes and fees
Cheeca Lodge & Spa
A wooden deck with two lounge chairs, a table with two glasses of champagne and red roses, and a view of the beach and ocean.

2. Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,319 reviews)
"Super clean resort."
United States
Danielle
$220 nightly
The price is $247
Oct 18 - Oct 19
Total with taxes and fees
Amara Cay Resort
Terrace/patio

3. Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.4 out of 10, Exceptional, (1,534 reviews)
"Beautiful location, great amenities, and comfortable rooms"
United States
Michael
$182 nightly
The price is $204
Oct 12 - Oct 13
Total with taxes and fees
Lime Tree Bay Resort
A balcony with wicker chairs, a small table with drinks, and a view of the beach and ocean.

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, (289 reviews)
"Great place to stay!"
United States
Liosbel
$302 nightly
The price is $340
Oct 14 - Oct 15
Total with taxes and fees
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
A beach with a thatched umbrella, lounge chairs, and a clear view of the ocean.

5. Matecumbe Resort

Matecumbe Resort
2.0 star property
Matecumbe
9.0 out of 10, Wonderful, (172 reviews)
"A very peaceful place."
United States
angel
$160 nightly
The price is $180
Oct 12 - Oct 13
Total with taxes and fees
Matecumbe Resort
A row of beachside cottages with colorful exteriors, each with a beach chair and umbrella.

6. La Siesta Resort & Villas

La Siesta Resort & Villas
4.0 star property
Matecumbe
8.6 out of 10, Excellent, (1,000 reviews)
"Great place to stay!"
United States
Brianne
$252 nightly
The price is $283
Nov 8 - Nov 9
Total with taxes and fees
La Siesta Resort & Villas
A wooden deck with a view of the ocean and a palm tree.

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, (1,178 reviews)
"The place is a awesome"
United States
Micheal
$327 nightly
The price is $368
Oct 19 - Oct 20
Total with taxes and fees
Baker's Cay Resort Key Largo, Curio Collection by Hilton
An aerial view of a resort with a large pool, palm trees, and a beach.

8. Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
4.5 star property
Rock Harbor
9.0 out of 10, Wonderful, (1,002 reviews)
"Clean room excellent staff good location recommend"
United States
Tania
$312 nightly
The price is $351
Nov 1 - Nov 2
Total with taxes and fees
Playa Largo Resort & Spa, Autograph Collection
A resort pool with palm trees and lounge chairs, surrounded by a beachfront.

9. Villas At Hawks Cay Resort

Villas At Hawks Cay Resort
4.0 star property
Marathon
8.0 out of 10, Very good, (233 reviews)
"Amazing service. It was an unexpected experience."
United States
Gabriela
$599 nightly
The price is $674
Oct 15 - Oct 16
Total with taxes and fees
Villas At Hawks Cay Resort
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.
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Top Islamorada Hotel Reviews

Islander Resort

Islander Resort

10/10 Excellent
"The staff was wonderful from checking in to Charlene at the tiki bar. Beautiful property. We will definitely be back."
Joye 2-night trip
Posted 5 hours ago
Islander Resort

Find out more about Islamorada

Islamorada Resorts information

Number of reviews
3,855
Accommodation
12 Resorts
Lowest Price
$180
Highest Price
$674

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 25 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. Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort - Beach resort. Has 3 outdoor pools, 4 restaurants, and a private beach. Amara Cay Resort - Beach resort. Highly rated for its pool. Enjoy the 2 restaurants, private beach, and 3 bars. 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 25 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 Robbie's of Islamorada.
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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