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Check prices for these dates

Next weekend
Oct 24 - Oct 26
In two weeks
Oct 31 - Nov 2
In one month
Nov 14 - Nov 16
In two months
Dec 12 - Dec 14

Resorts in Islamorada

Exterior
Lime Tree Bay Resort
Lime Tree Bay Resort
3.5 star property
9.2 out of 10, Wonderful, (1079)
"Great place to stay, staff is friendly and welcoming, house was awesome. The bar had good food and an awesome vibe, great place to end the day. We've been coming here for years and will keep coming back."
Lime Tree Bay Resort
Exterior
Amara Cay Resort
Amara Cay Resort
4.0 star property
8.8 out of 10, Excellent, (1257)
"Great hotel with a perfect location and friendly staff."
The price is ￥19,168
￥31,640 total
includes taxes & fees
Oct 19 - Oct 20
Amara Cay Resort
Private beach, sun loungers, beach umbrellas, beach towels
Cheeca Lodge & Spa
Cheeca Lodge & Spa
5.0 star property
9.2 out of 10, Wonderful, (1227)
"Beautiful and relaxing hotel!!"
The price is ￥21,102
￥33,987 total
includes taxes & fees
Oct 26 - Oct 27
Cheeca Lodge & Spa
Outdoor pool, cabanas (surcharge), pool umbrellas
Playa Largo Resort & Spa, Autograph Collection
Playa Largo Resort & Spa, Autograph Collection
4.5 star property
9.0 out of 10, Wonderful, (1011)
"Very nice place to stay in the keys "
The price is ￥36,283
￥49,188 total
includes taxes & fees
Oct 21 - Oct 22
Playa Largo Resort & Spa, Autograph Collection
Private beach, sun loungers, beach towels, scuba diving
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
3.5 star property
9.0 out of 10, Wonderful, (97)
"Beautiful place to stay"
The price is ￥28,259
￥41,868 total
includes taxes & fees
Oct 21 - Oct 22
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Outdoor pool, sun loungers
La Siesta Resort & Villas
La Siesta Resort & Villas
4.0 star property
8.6 out of 10, Excellent, (1005)
"Excellent stay with great amenities."
The price is ￥16,142
￥28,237 total
includes taxes & fees
Oct 21 - Oct 22
La Siesta Resort & Villas
32-inch LCD TV with satellite channels, TV, iPod dock
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Baker's Cay Resort Key Largo, Curio Collection by Hilton
4.0 star property
8.6 out of 10, Excellent, (1014)
"Excellent hotel "
The price is ￥43,744
￥57,581 total
includes taxes & fees
Oct 26 - Oct 27
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Private beach, white sand
Matecumbe Resort
Matecumbe Resort
2.0 star property
8.8 out of 10, Excellent, (79)
"Our room was clean and roomy and we had everything we needed! Great pool area and grilling area. We really enjoyed our stay and will be staying here again!"
The price is ￥18,992
￥21,366 total
includes taxes & fees
Oct 19 - Oct 20
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.
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Top Islamorada Hotel Reviews

Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"Check in person was very friendly and included a glass of champagne! Beautiful resort location!"
Melissa R 1-night trip
Posted 3 days ago
Chesapeake Beach Resort

Find out more about Islamorada

Islamorada Resorts information

Number of reviews
6,753
Accommodation
15 Resorts
Lowest Price
￥21,366
Highest Price
￥57,581

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 29 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?
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 among Expedia's 29 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 Bud n' Mary's Dive Center and Islamorada County Park.
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.

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