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Check prices for these dates

Next weekend
May 15 - May 17
In two weeks
May 22 - May 24
In one month
Jun 5 - Jun 7
In two months
Jul 3 - Jul 5

Our top choices for Islamorada resorts

Hibiscus Waterfront 2-Bedroom, Two Bath Master Suite (Brand New) | Terrace/patio

Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.2 out of 10, Wonderful, (1,271 reviews)
"We enjoyed a great couple of days here. Very nice pool and ocean views! "
United States
Paul
The price is ₩213,392
₩306,092 total
includes taxes & fees
May 31 - Jun 1
Lime Tree Bay Resort
Alligator Reef Oceanfront Room King Lanai with Queen Sofabed | View from room

Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,269 reviews)
"Excellent dinner, staff were fantastic "
United States
Timothy
The price is ₩296,126
₩440,441 total
includes taxes & fees
May 20 - May 21
Amara Cay Resort
Balcony

Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,323 reviews)
"Such a nice resort with so much to do! We ended up extended our stay at this hotel because we loved it here at cheeca so much! "
United States
Zachary
The price is ₩397,915
₩554,954 total
includes taxes & fees
May 21 - May 22
Cheeca Lodge & Spa
Suite, 1 King Bed with Sofa bed, Ocean View | Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe

La Siesta Resort & Villas

La Siesta Resort & Villas
4.0 star property
Matecumbe
8.6 out of 10, Excellent, (1,004 reviews)
"Awesome stay!"
United States
Kathy
The price is ₩276,318
₩418,158 total
includes taxes & fees
May 27 - May 28
La Siesta Resort & Villas
Private beach, white sand

Matecumbe Resort

Matecumbe Resort
2.0 star property
Matecumbe
9.0 out of 10, Wonderful, (124 reviews)
"Have stayed here plenty of times, and this by far was the best. Very well maintained, clean and beautiful! Absolutely wonderful staff."
United States
Angela
The price is ₩271,439
₩305,369 total
includes taxes & fees
May 10 - May 11
Matecumbe Resort
Property grounds

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, (1,062 reviews)
"Great property, nice pools staff fantastic . overall excellent place to stay"
United States
Melissa
The price is ₩460,200
₩598,605 total
includes taxes & fees
Jun 3 - Jun 4
Baker's Cay Resort Key Largo, Curio Collection by Hilton
In-room safe, individually decorated, individually furnished

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, (192 reviews)
"Great location, never over crowded, beautiful resort with multiple pools, restaurants, etc. "
United States
Joseph Ganino
The price is ₩385,370
₩540,840 total
includes taxes & fees
May 25 - May 26
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Exterior

Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
4.5 star property
Rock Harbor
8.8 out of 10, Excellent, (1,006 reviews)
"Overall wonderful resort and great location. "
United States
Kristie Howle
The price is ₩526,739
₩673,470 total
includes taxes & fees
May 20 - May 21
Playa Largo Resort & Spa, Autograph Collection
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
"Fantastic"
Keith 2-night trip
Posted 3 hours ago
Islander Resort

Find out more about Islamorada

Islamorada Resorts information

Number of reviews
7,251
Accommodation
8 Resorts
Lowest Price
₩305,369
Highest Price
₩673,470

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 31 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 31 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 Everglades National Park and Bud n' Mary's Dive Center.
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.