Best Resorts in Islamorada

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Resorts in Islamorada

Amara Cay Resort

4.0 star property
8.8 out of 10, Excellent, (1209)
"Beautiful resort, relaxing, & friendly staff!"
$238 nightly
The price is $268
Jul 6 - Jul 7
Total includes taxes and fees
Amara Cay Resort

Cheeca Lodge & Spa

5.0 star property
9.0 out of 10, Wonderful, (1111)
"Excellent stay!!"
$282 nightly
The price is $318
Jun 25 - Jun 26
Total includes taxes and fees
Cheeca Lodge & Spa

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

4.0 star property
8.6 out of 10, Excellent, (1005)
"Great relaxing place. "
$363 nightly
The price is $408
Jul 1 - Jul 2
Total includes taxes and fees
Baker's Cay Resort Key Largo, Curio Collection by Hilton

Playa Largo Resort & Spa, Autograph Collection

4.5 star property
9.0 out of 10, Wonderful, (1008)
"Super dog friendly! "
$352 nightly
The price is $396
Jul 1 - Jul 2
Total includes taxes and fees
Playa Largo Resort & Spa, Autograph Collection

La Siesta Resort & Villas

4.0 star property
8.6 out of 10, Excellent, (1001)
"great place"
$220 nightly
The price is $248
Jul 6 - Jul 7
Total includes taxes and fees
La Siesta Resort & Villas

Lime Tree Bay Resort

3.5 star property
9.2 out of 10, Wonderful, (1082)
"Cute place we would stay here again!"
$189 nightly
The price is $213
Jun 18 - Jun 19
Total includes taxes and fees
Lime Tree Bay Resort

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

3.5 star property
9.4 out of 10, Exceptional, (34)
"It was a very peaceful, friendly place. Would definitely recommend to anyone looking for a relaxing get away "
$313 nightly
The price is $352
Jun 22 - Jun 23
Total includes taxes and fees
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Matecumbe Resort

2.0 star property
8.8 out of 10, Excellent, (56)
"Beautiful resort! All the amenities were great and it was centrally located."
$176 nightly
The price is $197
Jun 19 - Jun 20
Total includes taxes and fees
Matecumbe Resort

Keys Villa

10.0 out of 10, Exceptional, (6)
"Wonderful place to stay. It was quiet with a private beach. Just what we were looking for. "
Keys Villa

2 BD/2BA VILLA WITH BOAT SLIP IN ISLAMORADA,FL

9.0 out of 10, Wonderful, (2)
"We enjoyed our stay here, although units are older and do need some sprucing up.It was nice to have a beach onsite, as well as a heated pool, the use of (older) bikes and kayaks. We were only a few miles from the action of Islamorada, including restaurants, tourist attractions, shopping, breweries"
2 BD/2BA VILLA WITH BOAT SLIP IN ISLAMORADA,FL

Matecumbe Resort: Your Home Away From Home in the Florida Keys-1 Bedrm with View

Matecumbe Resort: Your Home Away From Home in the Florida Keys-1 Bedrm with View

3-bedroom Townhome with Direct Ocean Views at resort in Islamorada

3-bedroom Townhome with Direct Ocean Views at resort in Islamorada

On the water in Islamorada elevated detached unit!!!

On the water in Islamorada elevated detached unit!!!

JULY 4th Islamorada BEACH paradise - 2 Bedrooms Boat Slip Ramp Pier Pool Hot Tub

JULY 4th Islamorada BEACH paradise - 2 Bedrooms Boat Slip Ramp Pier Pool Hot Tub

Beautiful oceanfront resort located at mile marker 73.8

Beautiful oceanfront resort located at mile marker 73.8
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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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 23 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?
Amara Cay Resort - Beach resort. Features 2 restaurants, a private beach, and 3 bars. Guests love the pool. Cheeca Lodge & Spa - Luxury resort. Has 3 outdoor pools, 3 restaurants, and 2 poolside bars. La Siesta Resort & Villas - Beach resort. Spacious rooms feature pillowtop beds and premium bedding. Enjoy the private beach, a marina, and terrace. Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort - Beach resort. Amenities include 3 outdoor pools, 4 restaurants, and a private beach. 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 23 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 Everglades National Park and Bud n’ Mary’s Dive Center.
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.