Find Luxury Hotels in Islamorada, FL

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Top Islamorada Luxury Hotels

Cheeca Lodge & Spa

5.0 star property
9.2 out of 10, Wonderful, (1214)
"Beautiful and relaxing hotel!!"
The price is ¥12,818
¥24,465 total
includes taxes & fees
Sep 30 - Oct 1
Cheeca Lodge & Spa

Amara Cay Resort

4.0 star property
8.8 out of 10, Excellent, (1258)
"Great hotel with a perfect location and friendly staff."
The price is ¥22,762
¥35,487 total
includes taxes & fees
Sep 28 - Sep 29
Amara Cay Resort

Drop Anchor

3.0 star property
8.8 out of 10, Excellent, (1006)
"Beautiful property and the staff was amazing."
The price is ¥15,549
¥22,701 total
includes taxes & fees
Sep 29 - Sep 30
Drop Anchor

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

3.5 star property
8.8 out of 10, Excellent, (85)
"Beautiful place to stay"
The price is ¥27,703
¥41,046 total
includes taxes & fees
Sep 30 - Oct 1
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Creekside Inn Islamorada

2.5 star property
8.0 out of 10, Very Good, (1012)
"Always a great stay"
The price is ¥15,686
¥17,646 total
includes taxes & fees
Oct 2 - Oct 3
Creekside Inn Islamorada

Chesapeake Beach Resort

3.5 star property
9.2 out of 10, Wonderful, (1537)
"Great location, clean rooms, great amenities and the staff is very friendly. "
The price is ¥17,801
¥28,450 total
includes taxes & fees
Sep 28 - Sep 29
Chesapeake Beach Resort

Conch On Inn Motel

2.0 star property
7.6 out of 10, Good, (488)
Conch On Inn Motel

Casa Morada

3.5 star property
9.4 out of 10, Exceptional, (409)
"The marina was clean and convenient."
Casa Morada

Fisher Inn Resort & Marina

3.5 star property
8.0 out of 10, Very Good, (1004)
"Beautiful water and attentive staff."
The price is ¥15,364
¥22,171 total
includes taxes & fees
Oct 2 - Oct 3
Fisher Inn Resort & Marina

Islander Resort

4.0 star property
9.2 out of 10, Wonderful, (1019)
"Excellent property for a relaxing getaway. "
The price is ¥26,192
¥39,511 total
includes taxes & fees
Oct 2 - Oct 3
Islander 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.

Top Islamorada Hotel Reviews

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Frequently asked questions

Are you looking for a luxury hotel for your stay in Islamorada?
During your visit, you might want to enjoy the ocean views and sunsets which Islamorada is known for.
What's the best luxury place to stay in Islamorada?
Cheeca Lodge & Spa is a luxury resort with a private beach and 3 restaurants, and it's a popular choice for Expedia travelers looking for an elegant place to stay.
When can I expect good weather in Islamorada?
Planning for the weather is an important factor for making your trip to Islamorada a success, especially when you're splurging. 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 there to see and do in Islamorada?
Experience all that Islamorada has to offer when you visit Bud n' Mary's Dive Center, Islamorada County Park, and Anne's Beach. If you have a bit of extra time while you're in the area, you might want to check out Fiesta Key and Everglades National Park.