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

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Check prices for these dates

Next weekend
17 Jul - 19 Jul
In two weeks
24 Jul - 26 Jul
In one month
7 Aug - 9 Aug
In two months
4 Sep - 6 Sep

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, (1,380 reviews)
"It was amazing place, highly recommend, thdy have really good view☺️"
United States
Tuba
The price is AED 479
AED 704 total
includes taxes & fees
13 Jul - 14 Jul
Lime Tree Bay Resort
Balcony

Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,347 reviews)
"The room and property are clean and the staff is friendly and helpful."
United States
Brenna
The price is AED 614
AED 959 total
includes taxes & fees
12 Aug - 13 Aug
Cheeca Lodge & Spa
Exterior

Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
4.5 star property
Rock Harbor
9.0 out of 10, Wonderful, (1,013 reviews)
"Great stay"
United States
Edgar
The price is AED 1,025
AED 1,355 total
includes taxes & fees
3 Aug - 4 Aug
Playa Largo Resort & Spa, Autograph Collection
Room, 1 King Bed with Sofa bed, Oceanfront (Alligator Reef, Lanai) | View from room

Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,293 reviews)
"Good place to stay, very friendly staff and great breakfast!"
United Kingdom
Christos
The price is AED 611
AED 956 total
includes taxes & fees
14 Jul - 15 Jul
Amara Cay Resort
Exterior

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, (1,135 reviews)
"Hidden gem! Will definitely be coming back"
United States
Nick
The price is AED 1,023
AED 1,354 total
includes taxes & fees
11 Aug - 12 Aug
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Room, 1 King Bed, Balcony, Ocean View (Balcony) | Premium bedding, in-room safe, individually decorated

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, (227 reviews)
"Room was beautiful, just as pictured on the website. It is a lovely place."
United States
CATHY
The price is AED 934
AED 1,319 total
includes taxes & fees
9 Aug - 10 Aug
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
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, (1,011 reviews)
"Clean quiet and serene. Staff was so helpful and kind!"
United States
Cassandra
The price is AED 642
AED 991 total
includes taxes & fees
2 Aug - 3 Aug
La Siesta Resort & Villas
3 outdoor pools, cabanas (surcharge), pool umbrellas

Villas At Hawks Cay Resort

Villas At Hawks Cay Resort
4.0 star property
Marathon
8.2 out of 10, Very Good, (219 reviews)
"Unfortunately due to unforeseen AC problems, we were downgraded from a 3 bedroom villa to a 2 bedroom villa. They were able to also get us a bedroom in the hotel to accommodate our other guests - which on 4th of July weekend was awesome. The villa itself wasn’t the cleanest, but we made due with what we had. Outside of those things, we had an awesome time. The food, the pool, the lagoon - great!"
United States
Jessica
The price is AED 2,847
AED 3,430 total
includes taxes & fees
13 Jul - 14 Jul
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

Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"Awesome staff. Great location. Nice property."
Christeen 2-night trip
Posted 7 hours ago
Chesapeake Beach Resort

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. La Siesta Resort & Villas - Beach resort. Spacious rooms feature pillowtop beds and premium bedding. Enjoy the private beach, a marina, and terrace. Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort - Beach resort. Amenities include 3 outdoor pools, 4 restaurants, and a private beach. 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 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.