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

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Check prices for these dates

Next weekend
7 Aug - 9 Aug
In two weeks
14 Aug - 16 Aug
In one month
28 Aug - 30 Aug
In two months
25 Sep - 27 Sep

Our top choices for Islamorada resorts

Balcony

1. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,351 reviews)
"Great place!!"
United States
David
The price is ฿5,668
฿8,830 total
includes taxes & fees
12 Aug - 13 Aug
Cheeca Lodge & Spa
Room, 1 King Bed with Sofa bed, Oceanfront (Alligator Reef, Lanai) | View from room

2. Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,285 reviews)
"Beautiful hotel, amazing views , very friendly staff, I will definitely return to Amara cay"
United States
Estefani
The price is ฿5,637
฿8,795 total
includes taxes & fees
13 Aug - 14 Aug
Amara Cay Resort
Hibiscus Waterfront 2-Bedroom, Two Bath Master Suite (Brand New) | Terrace/patio

3. Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.4 out of 10, Exceptional, (1,437 reviews)
"Great place to stay!!"
United States
Javier
The price is ฿4,079
฿6,099 total
includes taxes & fees
16 Aug - 17 Aug
Lime Tree Bay Resort
Suite, 1 King Bed with Sofa bed, Ocean View | Egyptian cotton sheets, premium bedding, pillow-top beds, in-room safe

4. La Siesta Resort & Villas

La Siesta Resort & Villas
4.0 star property
Matecumbe
8.6 out of 10, Excellent, (1,000 reviews)
"Clean quiet and serene. Staff was so helpful and kind!"
United States
Cassandra
The price is ฿5,184
฿8,285 total
includes taxes & fees
13 Aug - 14 Aug
La Siesta Resort & Villas
Room, 1 King Bed, Balcony, Ocean View (Balcony) | Premium bedding, in-room safe, laptop workspace, iron/ironing board

5. 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, (241 reviews)
"Wonderful resort and friendly staff!"
United States
Ana
The price is ฿6,949
฿10,271 total
includes taxes & fees
13 Aug - 14 Aug
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Exterior

6. Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
4.5 star property
Rock Harbor
9.0 out of 10, Wonderful, (1,001 reviews)
"Lovely resort and very pet friendly which we loved!"
United States
Emily
The price is ฿8,821
฿11,773 total
includes taxes & fees
18 Aug - 19 Aug
Playa Largo Resort & Spa, Autograph Collection
Exterior

7. 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, (1,153 reviews)
"My family and I really enjoyed our stay."
United States
Jennifer
The price is ฿8,773
฿11,719 total
includes taxes & fees
26 Aug - 27 Aug
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Private beach, white sand

8. Matecumbe Resort

Matecumbe Resort
2.0 star property
Matecumbe
9.0 out of 10, Wonderful, (151 reviews)
"It was perfect for our family if 4!"
United States
Kathleen
The price is ฿8,724
฿9,814 total
includes taxes & fees
2 Aug - 3 Aug
Matecumbe Resort
3 outdoor pools, pool cabanas (surcharge), pool umbrellas

9. Villas At Hawks Cay Resort

Villas At Hawks Cay Resort
4.0 star property
Marathon
8.0 out of 10, Very good, (225 reviews)
"We had a great stay."
United States
Elise
The price is ฿25,994
฿31,318 total
includes taxes & fees
31 Jul - 1 Aug
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

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

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

8/10 Good
"Room suite was spacious better than just a regular room kind of small. Microwave would of been nice to re heat left overs. Cove is best for adults looking to have a chil vibe without kids. Beaches i thought could of been raked daily since there not that big. Restaurants on site were nice Lil pricey but expected. You got to go with the seafood. Definitely fresh and delicious! Workout areas were probably some of the best. The gym outside was nice. Since no cash was used keeping your card on file can get dangerous when starting to order food and drinks. You have to keep an eye on that. Marina has very nice dock and chairs to watch boats and enjoy the live music on certain nights. Water amenities were abundant and if that's your thing you will always have something to do. Again pricey. Overall nice place would stay again but would also check other resorts in area as well."
Michael 5-night trip
Posted 10 hours ago
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Find out more about Islamorada

Islamorada Resorts information

Number of reviews
4,055
Accommodation
9 Resorts
Lowest Price
฿6,099
Highest Price
฿31,318

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 29 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 29 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 Islamorada Brewery & Distillery and Florida Keys Brewing Co..
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.