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Check prices for these dates

Next weekend
30 Jan - 1 Feb
In two weeks
6 Feb - 8 Feb
In one month
20 Feb - 22 Feb
In two months
20 Mar - 22 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, (1,139 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, (1,270 reviews)
"Beautiful grounds, very comfortable beds, provided water taxi between their 3 resorts, pool area with tiki bar very nice. "
United States
Judith
The price is NZ$515
includes taxes & fees
29 Jan - 30 Jan
Amara Cay Resort
Balcony

Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,301 reviews)
"Nice resort "
United States
Danilo
The price is NZ$713
includes taxes & fees
29 Jan - 30 Jan
Cheeca Lodge & Spa
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, (1,001 reviews)
"Everything about this place was perfect, location, staff, comfort, and amenities. Can’t wait to go back!"
United States
Fabiane
The price is NZ$777
includes taxes & fees
4 Feb - 5 Feb
Baker's Cay Resort Key Largo, Curio Collection by Hilton
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, (134 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 NZ$784
includes taxes & fees
29 Jan - 30 Jan
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Private beach, white sand

Matecumbe Resort

Matecumbe Resort
2.0 star property
Matecumbe
8.8 out of 10, Excellent, (88 reviews)
"Wonderful. We arrived almost 4 hours early and they let us check in early. The view is great. Pool, grounds, room, everything was great. "
United States
Jennifer
The price is NZ$373
includes taxes & fees
28 Jan - 29 Jan
Matecumbe 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, (1,000 reviews)
"Everything was great. Very clean and excellent location"
United States
peter
The price is NZ$1,064
includes taxes & fees
8 Feb - 9 Feb
Playa Largo Resort & Spa, Autograph Collection
Suite, 1 King Bed with Sofa bed, Ocean View

La Siesta Resort & Villas

La Siesta Resort & Villas
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,001 reviews)
"Great accommodations, very peaceful setting "
United States
Susan
The price is NZ$675
includes taxes & fees
10 Feb - 11 Feb
La Siesta Resort & Villas
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

La Siesta Resort & Villas

La Siesta Resort & Villas

10/10 Excellent
"Nice, spacious suite with an amazing waterfront view. The staff was incredibly warm and welcoming. Beautiful heated pool; I didn’t want to get out. The drinks at the tiki bar could’ve been improved. Lovely beachfront and walkable to several restaurants. "
Kalee 1-night trip
Posted 2 days ago
La Siesta Resort & Villas

Find out more about Islamorada

Islamorada Resort information

Number of reviews
6,915
Accommodation
15 Resort
Lowest Price
NZ$373
Highest Price
NZ$1,064

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?
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 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.