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Check prices for these dates

Next weekend
1 May - 3 May
In two weeks
8 May - 10 May
In one month
22 May - 24 May
In two months
19 Jun - 21 Jun

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, (1,244 reviews)
"Very nice place, good for a relaxing weekend "
United States
harm
The price is €178
includes taxes & fees
3 May - 4 May
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)
"Place was great!"
United States
Greg
The price is €349
includes taxes & fees
29 Apr - 30 Apr
Cheeca Lodge & Spa
Private beach, white sand

Matecumbe Resort

Matecumbe Resort
2.0 star property
Matecumbe
8.8 out of 10, Excellent, (120 reviews)
"Rooms were very clean, wish there was a restaurant on site "
United States
Chastity
The price is €171
includes taxes & fees
30 Apr - 1 May
Matecumbe 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, (1,000 reviews)
"We had a enjoyable stay here and would come back again if we were ever in the area. "
United States
angela
The price is €295
includes taxes & fees
26 Apr - 27 Apr
La Siesta Resort & Villas
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)
"Great staff, lovely location, great Tiki Bar"
United States
David
The price is €353
includes taxes & fees
30 Apr - 1 May
Amara Cay Resort
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, (187 reviews)
"Very, very good architectural design and construction. And a well-maintained facility."
United States
roy steven
The price is €341
includes taxes & fees
19 May - 20 May
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, (1,001 reviews)
"Overall wonderful resort and great location. "
United States
Kristie Howle
The price is €391
includes taxes & fees
10 May - 11 May
Playa Largo Resort & Spa, Autograph Collection
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, (1,048 reviews)
"The resort was beautiful. We really enjoyed our time there."
United States
Jessica
The price is €384
includes taxes & fees
6 May - 7 May
Baker's Cay Resort Key Largo, Curio Collection by Hilton
5 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, (193 reviews)
"We had a great stay."
United States
Elise
The price is €780
includes taxes & fees
2 May - 3 May
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
"Perfect place to stay and a super friendly and helpful staff...definitely staying here again"
Nathan 1-night trip
Posted 6 hours ago
Chesapeake Beach Resort

Find out more about Islamorada

Islamorada Resorts information

Number of reviews
7,380
Accommodation
15 Resorts
Lowest Price
€171
Highest Price
€780

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 31 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. 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 from Expedia's 31 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.