Search Resorts in Islamorada

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Check prices for these dates

Next weekend
29 Aug - 31 Aug
In two weeks
5 Sep - 7 Sep
In one month
19 Sep - 21 Sep
In two months
17 Oct - 19 Oct

Browse Select Islamorada Resorts

Cheeca Lodge & Spa
Private beach, sun-loungers, beach umbrellas, beach towels

Cheeca Lodge & Spa

5.0 star property
9.0 out of 10, Wonderful, (1157)
"amazing stay"
The price is ฿5,193
฿8,047 total
includes taxes & fees
24 Aug - 25 Aug
Cheeca Lodge & Spa
Baker's Cay Resort Key Largo, Curio Collection by Hilton
32-inch LCD TV with satellite channels, TV, iPod dock

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

4.0 star property
8.6 out of 10, Excellent, (1003)
"I would stay here again "
The price is ฿8,787
฿11,673 total
includes taxes & fees
14 Sept - 15 Sept
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Amara Cay Resort
Exterior

Amara Cay Resort

4.0 star property
9.0 out of 10, Wonderful, (1237)
"Always an amazing place to stay "
The price is ฿5,447
฿8,279 total
includes taxes & fees
3 Sept - 4 Sept
Amara Cay Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
3 outdoor pools, a heated pool, pool umbrellas, pool loungers

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

3.5 star property
9.0 out of 10, Wonderful, (62)
"Great resort, excellent staff and customer service, I'll definitely coming back "
The price is ฿6,033
฿8,938 total
includes taxes & fees
26 Aug - 27 Aug
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Playa Largo Resort & Spa, Autograph Collection
Outdoor pool, pool cabanas (surcharge), pool umbrellas

Playa Largo Resort & Spa, Autograph Collection

4.5 star property
9.0 out of 10, Wonderful, (1003)
"Love this property and the food is amazing!"
The price is ฿7,746
฿10,500 total
includes taxes & fees
10 Sept - 11 Sept
Playa Largo Resort & Spa, Autograph Collection
Lime Tree Bay Resort
Exterior

Lime Tree Bay Resort

3.5 star property
9.2 out of 10, Wonderful, (1087)
"This place was amazing for our 5 day stay. We will definitely be back in the future! "
Lime Tree Bay Resort
La Siesta Resort & Villas
Outdoor pool, pool loungers

La Siesta Resort & Villas

4.0 star property
8.6 out of 10, Excellent, (1006)
"perfect family hotel with a keys flare."
The price is ฿4,791
฿7,541 total
includes taxes & fees
3 Sept - 4 Sept
La Siesta Resort & Villas
Matecumbe Resort
Private beach, white sand

Matecumbe Resort

2.0 star property
8.8 out of 10, Excellent, (70)
"Rooms where clean, cool, and comfortable. I will visit again."
The price is ฿3,792
฿4,266 total
includes taxes & fees
24 Aug - 25 Aug
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
"Morning breakfast was great. Staff was very attentive and pleasant. Room view was amazing. Very convenient for a person in our party that is disabled. "
James 2-night trip
Posted 2 days ago
Chesapeake Beach Resort

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 31 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. 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 from Expedia's 31 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 Bud n' Mary's Dive Center and Islamorada County Park.
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.