Search Resorts in Islamorada

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
23 Jan - 25 Jan
In two weeks
30 Jan - 1 Feb
In one month
13 Feb - 15 Feb
In two months
13 Mar - 15 Mar

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, (1,128 reviews)
"Beautiful resort on the beach and everything was perfect ."
United States
Vinatha
Lime Tree Bay Resort
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, (1,263 reviews)
"Great Location, Friendly Staff"
United States
HECTOR
The price is ฿6,762
฿9,903 total
includes taxes & fees
19 Jan - 20 Jan
Amara Cay Resort
Balcony

Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,290 reviews)
"Breakfast was fantastic "
Canada
Craig
The price is ฿9,389
฿12,859 total
includes taxes & fees
21 Jan - 22 Jan
Cheeca Lodge & Spa
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, (1,002 reviews)
"Everything was great. Very clean and excellent location"
United States
peter
The price is ฿13,785
฿17,240 total
includes taxes & fees
1 Feb - 2 Feb
Playa Largo Resort & Spa, Autograph Collection
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, (132 reviews)
"Great accommodations, kind and accommodating staff, beautiful ocean and marina views. Food was very good and a good location"
United States
Gena
The price is ฿9,048
฿12,264 total
includes taxes & fees
21 Jan - 22 Jan
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
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, (1,003 reviews)
"Everything about this place was perfect, location, staff, comfort, and amenities. Can’t wait to go back!"
United States
Fabiane
The price is ฿11,482
฿14,649 total
includes taxes & fees
20 Jan - 21 Jan
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Suite, 1 King Bed with Sofa bed, Ocean View | Egyptian cotton sheets, premium bedding, pillow-top beds, in-room safe

La Siesta Resort & Villas

La Siesta Resort & Villas
4.0 star property
Matecumbe
8.6 out of 10, Excellent, (1,002 reviews)
"Great accommodations, very peaceful setting "
United States
Susan
The price is ฿9,729
฿13,242 total
includes taxes & fees
19 Jan - 20 Jan
La Siesta Resort & Villas
Private beach, white sand

Matecumbe Resort

Matecumbe Resort
2.0 star property
Matecumbe
8.8 out of 10, Excellent, (86 reviews)
"Love it"
United States
Julia
The price is ฿6,642
฿7,472 total
includes taxes & fees
19 Jan - 20 Jan
Matecumbe 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Islamorada Hotel Reviews

Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"It was very nice place to stay resort nice and clean the ataff Vanessa very helpful and sweet. We very happy will come back again. Thank you Vanessa again ."
Annie 1-night trip
Posted 9 hours ago
Chesapeake Beach Resort

Find out more about Islamorada

Islamorada Resorts information

Number of reviews
6,907
Accommodation
8 Resorts
Lowest Price
฿7,472
Highest Price
฿17,240

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?
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort - Beach resort. Features 3 outdoor pools, 4 restaurants and a private beach. Cheeca Lodge & Spa - Luxury resort. Has 3 outdoor pools, 3 restaurants and 2 poolside bars. 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 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 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.