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

Search Resort Hotels in Islamorada from CA $208

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Check prices for these dates

Next weekend
Aug 28 - Aug 30
In two weeks
Sep 4 - Sep 6
In one month
Sep 18 - Sep 20
In two months
Oct 16 - Oct 18

Our top choices for Islamorada resorts

A bathroom with a large bathtub, a window with curtains, and a view of palm trees and the sea.

1. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,415 reviews)
"Wonderful stay! Friendly staff, clean rooms, highly recommend!"
United States
Jessica
The price is CA $199
CA $325 total
includes taxes & fees
Sep 2 - Sep 3
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, (1,293 reviews)
"Best place to stay !!"
United States
David A
The price is CA $213
CA $341 total
includes taxes & fees
Aug 24 - Aug 25
Amara Cay Resort

3. Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.4 out of 10, Exceptional, (1,475 reviews)
"Great place to stay!!"
United States
Javier
The price is CA $144
CA $224 total
includes taxes & fees
Aug 27 - Aug 28
Lime Tree Bay Resort
A balcony with wicker chairs, a small table with drinks, and a view of the beach and ocean.

4. 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, (253 reviews)
"Wonderful resort and friendly staff!"
United States
Ana
The price is CA $286
CA $422 total
includes taxes & fees
Aug 27 - Aug 28
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio 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, (1,011 reviews)
"Great place to stay!"
United States
Brianne
The price is CA $206
CA $333 total
includes taxes & fees
Sep 2 - Sep 3
La Siesta Resort & Villas
A beach with a thatched umbrella, lounge chairs, and a clear view of the ocean.

6. Matecumbe Resort

Matecumbe Resort
2.0 star property
Matecumbe
9.0 out of 10, Wonderful, (156 reviews)
"Staff very friendly and accommodating Great location (plenty places to eat, fishing charters, Robbie’s just around the corner), boat parking, kayaking/bikes for use. Full size kitchen! Simply amazing for family, fishing trip. Would love to com back soon!"
United States
Anna
The price is CA $185
CA $208 total
includes taxes & fees
Aug 30 - Aug 31
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, (1,015 reviews)
"Such a beautiful resort!"
United States
Rachel
The price is CA $340
CA $459 total
includes taxes & fees
Sep 20 - Sep 21
Playa Largo Resort & Spa, Autograph Collection
A hammock on a sandy beach with a view of the sea and a tree overhead.

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
8.6 out of 10, Excellent, (1,159 reviews)
"Beautiful and great place and a LOT activity for the kids very family hotel"
United States
Vianney
The price is CA $349
CA $469 total
includes taxes & fees
Sep 21 - Sep 22
Baker's Cay Resort Key Largo, Curio Collection by Hilton
A resort pool with palm trees and lounge chairs, surrounded by a beachfront.

9. Villas At Hawks Cay Resort

Villas At Hawks Cay Resort
4.0 star property
Marathon
8.0 out of 10, Very good, (230 reviews)
"The property was beautiful, clean, and a short distance from many great adventures in the keys."
United States
Don
The price is CA $1,068
CA $1,287 total
includes taxes & fees
Aug 22 - Aug 23
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
"Beautiful resort! Very tropical vibes! I would definitely stay here again!"
Alisha 1-night trip
Posted 1 hour ago
Chesapeake Beach Resort

Find out more about Islamorada

Islamorada Resorts information

Number of reviews
5,317
Accommodation
12 Resorts
Lowest Price
CA $208
Highest Price
CA $1,287

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 28 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 28 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 Bud n' Mary's Dive Center and Islamorada County Park.
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.

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