Search Resorts in Islamorada

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Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3

Our top choices for Islamorada resorts

A hotel courtyard with palm trees, a tiled walkway, and a building entrance.

1. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,509 reviews)
"Great place. Phenomenal food!"
United States
Brandon
The price is ₩246,123
₩376,166 total
includes taxes & fees
Nov 19 - Nov 20
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, (1,330 reviews)
"Great location as well."
United States
Amir
The price is ₩228,170
₩355,969 total
includes taxes & fees
Nov 15 - Nov 16
Amara Cay Resort
A balcony with wicker chairs, a small table with drinks, and a view of the beach and ocean.

3. 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, (308 reviews)
"Great place to stay!"
United States
Liosbel
The price is ₩282,888
₩418,093 total
includes taxes & fees
Nov 29 - Nov 30
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Terrace/patio

4. Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.4 out of 10, Exceptional, (1,580 reviews)
"We truly enjoyed our stay at Lime Tree Bay. The room was nice and clean and I loved being able to relax in the chairs/hammocks close to the water."
United States
Jessica
The price is ₩168,144
₩250,251 total
includes taxes & fees
Nov 17 - Nov 18
Lime Tree Bay Resort
A row of beachside cottages with colorful exteriors, each with a beach chair and umbrella.

5. 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
The price is ₩209,843
₩335,351 total
includes taxes & fees
Nov 15 - Nov 16
La Siesta Resort & Villas
A compact kitchen with wooden cabinets, a refrigerator, and a window with curtains.

6. Matecumbe Resort

Matecumbe Resort
2.0 star property
Matecumbe
9.0 out of 10, Wonderful, (183 reviews)
"The room was very clean and had a park area that if traveling with little ones will enjoy."
United States
Adelangele
The price is ₩213,814
₩240,541 total
includes taxes & fees
Nov 9 - Nov 10
Matecumbe Resort
An aerial view of a resort with a large pool, palm trees, and a beach.

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, (1,003 reviews)
"Everything was amazing!!! Beautiful hotel and great location."
United States
Jorge
The price is ₩357,036
₩476,508 total
includes taxes & fees
Nov 29 - Nov 30
Playa Largo Resort & Spa, Autograph Collection
A table with a glass pitcher, a glass with a slice of lime, and a plate with raspberries and a sprig of rosemary.

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, (1,200 reviews)
"Very relaxing the beach was nice and pretty from that side of the property clean rooms staff was nice and helpful they made the stay enjoyable"
United States
Damion
The price is ₩357,307
₩476,813 total
includes taxes & fees
Nov 29 - Nov 30
Baker's Cay Resort Key Largo, Curio Collection by Hilton
An aerial view of a resort with a central pool, multiple buildings, and a marina.

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
The price is ₩623,115
₩785,009 total
includes taxes & fees
Nov 17 - Nov 18
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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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 snorkeling coral reefs teeming with tropical fish, then unwind at waterfront restaurants where chefs cook your fresh catch.

See all hotels in Islamorada
An aerial view of a coastal town with a marina, surrounded by clear blue waters and green islands.

Top reviews in Islamorada

Terrace/patio
Lime Tree Bay Resort

Lime Tree Bay Resort

Lime Tree Bay Resort
Long Key

10/10 Excellent

Staff was extremely helpful and friendly. Property was very clean. Kayaks, bikes, ping pong table, cornhole, hammocks, picnic tables, 2 heated pools, lounge chairs, beach towels, coffee, all at our disposal, and free of charge. Restaurant on premises.
United States
Jack
Reviewed January 22, 2025
Lime Tree Bay Resort

Frequently Asked Questions

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 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.

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.