The Best Islamorada, FL Resorts from $197

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

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Our top choices for Islamorada resorts

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.

1. Amara Cay Resort

Matecumbe

Amir

$224 nightly

Nov 17 - Nov 18

Total with taxes and fees

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

2. Cheeca Lodge & Spa

Matecumbe

Nicholas

$250 nightly

Nov 16 - Nov 17

Total with taxes and fees

3. Lime Tree Bay Resort

Long Key

Donald

$182 nightly

Nov 18 - Nov 19

Total with taxes and fees

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

Islamorada

Stephen

$272 nightly

Nov 29 - Nov 30

Total with taxes and fees

A beach with a thatched umbrella, lounge chairs, and a clear view of the ocean.

5. Matecumbe Resort

Matecumbe

Adelangele

$175 nightly

Nov 15 - Nov 16

Total with taxes and fees

A row of beachside cottages with colorful exteriors, each with a beach chair and umbrella.

6. La Siesta Resort & Villas

Matecumbe

Mark

$237 nightly

Nov 17 - Nov 18

Total with taxes and fees

A beach with lounge chairs and a pier extending into the water.

7. Baker's Cay Resort Key Largo, Curio Collection by Hilton

Key Largo

Damion

$312 nightly

Nov 29 - Nov 30

Total with taxes and fees

An aerial view of a resort with a large pool, palm trees, and a beach.

8. Playa Largo Resort & Spa, Autograph Collection

Rock Harbor

Jorge

$312 nightly

Nov 29 - Nov 30

Total with taxes and fees

A resort pool with palm trees and lounge chairs, surrounded by a beachfront.

9. Villas At Hawks Cay Resort

Marathon

Kushla

$482 nightly

Nov 29 - Nov 30

Total with taxes and fees

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Top Islamorada Hotel Reviews

Chesapeake Beach Resort

8/10 Good

"The room was clean and felt newly renovated. The shower door is farm slide style glass that is very heavy and difficult to use. There is not much sound insulation between the rooms. Our upstairs neighbors were very loud and were up super early which caused us to lose sleep. Not the hotels fault but annoying regardless. The location was great and very close to numerous activities and restaurants."

Caloosa Cove Resort by CoolVacay

10/10 Excellent

"The room was updated and very clean. I actually was not expecting it to be as large as it was. We had a double queen with 2 full bathrooms and a living, dining area, and full kitchen. The deck was very nice. Pool was amazing with lots of seating and several palapa covered tables. The beautiful seating area below on the water was amazing. We will be back for a longer stay next time."

Coconut Cove Resort and Marina

10/10 Excellent

"This is my second time staying here. It's a laid-back, extremely quiet place, so if you're looking for the party vibe, definitely not for you. The "beach" is really no more than a mangrove swamp, but that's typical of the Keys. For beaches, look elsewhere in Florida. The pool makes up for it, though. It is absolutely beautiful, with a waterfall and a chiller, so the water is always cool and refreshing even at the height of summer. And best of all: the pool is open 24 hours! This place is super safe; I left my sliding glass door unlocked the whole time I was here and had no problems. They offer a free, very basic "grab and go" breakfast in the lobby every morning (toast, muffins, cereal, yogurt, coffee and OJ). There is no restaurant or bar on the premises, but plenty of options nearby. The people who own and run this place are some of the nicest, most helpful people you will ever meet. A friend of mine who joined us midway through our stay had booked his room for the wrong date (totally his fault), and they helped him straighten everything out and got him a room at no extra charge!"

Hadley Resort and Marina

8/10 Good

"Good for a single night . We were allowed early check-in at 2pm which was nice. Unfortunately charged with a resort fee in addition to what we have already paid through Hotels.com. Informed at check in that the pool was not operable, but we could use another resort pool down the road ice machine in the building didn’t work, but they were accommodating and gave us a free bag of ice when I asked . Room was very clean, bed was not very comfortable but fine for a night."

Find out more about Islamorada

Islamorada Resorts information

Number of reviews	5,270
Accommodation	12 Resorts
Lowest Price	$197
Highest Price	$542

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 25 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. Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort - Beach resort. Has 3 outdoor pools, 4 restaurants, and a private beach. Amara Cay Resort - Beach resort. Highly rated for its pool. Enjoy the 2 restaurants, private beach, and 3 bars. 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 25 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 Robbie's of Islamorada.

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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Things to do in Islamorada

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Our top choices for Islamorada resorts

1. Amara Cay Resort

2. Cheeca Lodge & Spa

3. Lime Tree Bay Resort

4. Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

5. Matecumbe Resort

6. La Siesta Resort & Villas

7. Baker's Cay Resort Key Largo, Curio Collection by Hilton

8. Playa Largo Resort & Spa, Autograph Collection

9. Villas At Hawks Cay Resort

Top Islamorada Hotel Reviews

Chesapeake Beach Resort

Amara Cay Resort

Caloosa Cove Resort by CoolVacay

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

La Jolla Resort

Treasure Harbor

Coconut Cove Resort and Marina

Hadley Resort and Marina

La Siesta Resort & Villas

Find out more about Islamorada

Islamorada Resorts information

Frequently asked questions

Explore a world of travel with Expedia

Best Resorts in Islamorada

Bundle & Save

OneKeyCash

Upfront pricing

Check prices for these dates

Our top choices for Islamorada resorts

1. Amara Cay Resort

2. Cheeca Lodge & Spa

3. Lime Tree Bay Resort

4. Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

5. Matecumbe Resort

6. La Siesta Resort & Villas

7. Baker's Cay Resort Key Largo, Curio Collection by Hilton

8. Playa Largo Resort & Spa, Autograph Collection

9. Villas At Hawks Cay Resort

Top Islamorada Hotel Reviews

Chesapeake Beach Resort

Find out more about Islamorada

Islamorada Resorts information

Frequently asked questions

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