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Check prices for these dates

Next weekend
26 Jun - 28 Jun
In two weeks
3 Jul - 5 Jul
In one month
17 Jul - 19 Jul
In two months
14 Aug - 16 Aug

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, (1,334 reviews)
"It was amazing place, highly recommend, thdy have really good view☺️"
United States
Tuba
The price is NZ$331
includes taxes & fees
28 June - 29 June
Lime Tree Bay Resort
Balcony

Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,318 reviews)
"Perfect couple stay"
United States
Yiset
The price is NZ$537
includes taxes & fees
13 July - 14 July
Cheeca Lodge & Spa
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, (1,286 reviews)
"Good place to stay, very friendly staff and great breakfast!"
United Kingdom
Christos
The price is NZ$475
includes taxes & fees
24 June - 25 June
Amara Cay Resort
Suite, 1 King Bed with Sofa bed, Ocean View

La Siesta Resort & Villas

La Siesta Resort & Villas
4.0 star property
Matecumbe
8.6 out of 10, Excellent, (1,003 reviews)
"Our families really enjoyed our stay there new favorite"
United States
Marc
The price is NZ$489
includes taxes & fees
14 July - 15 July
La Siesta Resort & Villas
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, (1,003 reviews)
"Our favorite hotel in the FL Keys"
United States
Jose
The price is NZ$673
includes taxes & fees
25 June - 26 June
Playa Largo Resort & Spa, Autograph Collection
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, (1,102 reviews)
"Great stay over Spring Break. Beautiful place!"
United States
Angela
The price is NZ$623
includes taxes & fees
20 July - 21 July
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Room, 1 King Bed, Balcony, Ocean View (Balcony)

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, (211 reviews)
"Room was beautiful, just as pictured on the website. It is a lovely place."
United States
CATHY
The price is NZ$690
includes taxes & fees
20 July - 21 July
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
3 outdoor pools, pool 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, (210 reviews)
"We had a great stay."
United States
Elise
The price is NZ$1,469
includes taxes & fees
25 June - 26 June
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
"Great resort with friendly staff. Very clean!"
Christie 2-night trip
Posted less than an hour ago
Chesapeake Beach Resort

Find out more about Islamorada

Islamorada Resort information

Number of reviews
7,467
Accommodation
14 Resort
Lowest Price
NZ$331
Highest Price
NZ$1,469

Frequently asked questions

What can I expect from a resort holiday in Islamorada?
Longing for a relaxing getaway? Treat yourself to the comforts of a resort, where you can find everything you want for your trip—from convenient dining options to activities and entertainment. Choose from 32 resorts in Islamorada and discover the one that's best for you, whether you envision yourself sitting down to fine dining or heading to the spa for a deep-tissue massage.
What's a favourite resort for my stay 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 from Expedia's 32 resort hotels in Islamorada, where you'll find a selection of great restaurants, beautiful guest rooms and more.
What can I do in Islamorada?
Travellers come to Islamorada to try fishing and other popular water activities, and also speak highly of the entertainment choices. Enjoy 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 in Islamorada?
The hottest months are usually August and July, with an average temperature of 29°C, while the coldest months are January and February, with an average of 22°C. Average annual precipitation for Islamorada is 1122 mm.
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) from the heart of the city. If you'd like to venture out around the area, you may want a rental car for your journey.