Search Best Resorts in Islamorada

Start date: Check-in selected.
To Date
End date: Check-out

  • 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
26 Dec - 28 Dec
In two weeks
2 Jan - 4 Jan
In one month
16 Jan - 18 Jan
In two months
13 Feb - 15 Feb

Our top choices for Islamorada resorts

View from property
Lime Tree Bay Resort

Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.2 out of 10, Wonderful, (1117)
"Great place "
United States
Oscar
Lime Tree Bay Resort
Alligator Reef Oceanfront Room King Lanai with Queen Sofabed | View from room
Amara Cay Resort

Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1265)
"very nice staff, quiet and comfortable"
United States
Dana
The price is AU$404
includes taxes & fees
18 Dec - 19 Dec
Amara Cay Resort
Balcony
Cheeca Lodge & Spa

Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1269)
"It was awesome, great service, staff members are helpful, clean and tidy room with excellent views!"
United States
Sami
The price is AU$411
includes taxes & fees
16 Dec - 17 Dec
Cheeca Lodge & Spa
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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
4.0 star property
Islamorada
9.0 out of 10, Wonderful, (116)
"Beautiful place to stay"
United States
Jonathan
The price is AU$453
includes taxes & fees
16 Dec - 17 Dec
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Suite, 1 King Bed with Sofa bed, Ocean View
La Siesta Resort & Villas

La Siesta Resort & Villas

La Siesta Resort & Villas
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1001)
"Great stay and beautiful space"
United States
Amir
The price is AU$381
includes taxes & fees
18 Dec - 19 Dec
La Siesta Resort & Villas
Property grounds
Baker's Cay Resort Key Largo, Curio Collection by Hilton

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, (1005)
"Amazing rooms and amenities, and friendly staff! "
United States
Samuel
The price is AU$519
includes taxes & fees
18 Dec - 19 Dec
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Exterior
Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
4.5 star property
Rock Harbor
8.8 out of 10, Excellent, (1002)
"Beautiful location, great views, very clean property, room was great (great bed), friendly staff."
United States
Scott
The price is AU$639
includes taxes & fees
16 Dec - 17 Dec
Playa Largo Resort & Spa, Autograph Collection
Private beach, white sand
Matecumbe Resort

Matecumbe Resort

Matecumbe Resort
2.0 star property
Matecumbe
8.8 out of 10, Excellent, (85)
"Safe covered parking and stocked kitchen"
United States
Bonnie
The price is AU$288
includes taxes & fees
11 Jan - 12 Jan 2026
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

Fisher Inn Resort & Marina

Fisher Inn Resort & Marina

10/10 Excellent
"Great location, room was spotless and perfectly met my needs. I plan to return next year."
M 5-night trip
Posted 4 days ago
Fisher Inn Resort & Marina

Find out more about Islamorada

Islamorada Resort information

Number of reviews
6,847
Accommodation
15 Resort
Lowest Price
AU$288
Highest Price
AU$639

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 30 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 private beach, 3 bars and fitness centre. 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 30 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.

Explore a world of travel with Expedia