Luxury Hotels in Islamorada, Florida

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Check availability on Islamorada Luxury Hotels

Tonight
Oct 4 - Oct 5
Tomorrow
Oct 5 - Oct 6
Next weekend
Oct 10 - Oct 12
In two weeks
Oct 17 - Oct 19

Top Islamorada Luxury Hotels

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

Cheeca Lodge & Spa

5.0 star property
9.2 out of 10, Wonderful, (1211)
"Beautiful and relaxing hotel!!"
The price is P5,729
P10,352 total
includes taxes & fees
Oct 5 - Oct 6
Cheeca Lodge & Spa
Amara Cay Resort
Exterior

Amara Cay Resort

4.0 star property
8.8 out of 10, Excellent, (1251)
"Great hotel with a perfect location and friendly staff."
The price is P7,773
P12,586 total
includes taxes & fees
Oct 8 - Oct 9
Amara Cay Resort
Drop Anchor
Beach/ocean view

Drop Anchor

3.0 star property
8.8 out of 10, Excellent, (1000)
"Clean, comfortable room, friendly staff. Grounds clean and properly taken care of. Would stay here again. "
The price is P5,763
P8,518 total
includes taxes & fees
Oct 7 - Oct 8
Drop Anchor
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Private beach, sun loungers, beach towels, scuba diving

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

3.5 star property
9.0 out of 10, Wonderful, (90)
"Beautiful place to stay"
The price is P10,773
P15,960 total
includes taxes & fees
Oct 8 - Oct 9
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Creekside Inn
Water view

Creekside Inn

2.5 star property
8.0 out of 10, Very Good, (1003)
"We will definitely stay here again"
The price is P6,591
P7,415 total
includes taxes & fees
Oct 5 - Oct 6
Creekside Inn
Chesapeake Beach Resort
Private beach, white sand, sun loungers, beach towels

Chesapeake Beach Resort

3.5 star property
9.2 out of 10, Wonderful, (1530)
"Wonderful property, breakfast was awesome "
The price is P7,642
P11,852 total
includes taxes & fees
Oct 5 - Oct 6
Chesapeake Beach Resort
Conch On Inn Motel
Property entrance

Conch On Inn Motel

2.0 star property
7.6 out of 10, Good, (488)
Conch On Inn Motel
Casa Morada
Beach nearby, white sand, sun loungers, beach umbrellas

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
Exterior

Fisher Inn Resort & Marina

3.5 star property
8.0 out of 10, Very Good, (1000)
"Beautiful water and attentive staff."
The price is P6,719
P9,447 total
includes taxes & fees
Oct 23 - Oct 24
Fisher Inn Resort & Marina
Islander Resort
Exterior

Islander Resort

4.0 star property
9.2 out of 10, Wonderful, (1002)
"Stunning resort with great amenities and excellent service! "
The price is P22,824
P29,583 total
includes taxes & fees
Oct 11 - Oct 12
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.
View all properties

Top Islamorada Hotel Reviews

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

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

10/10 Excellent
"Truly enjoyed our visit to this property. Lots to do and great dining options! We will be back."
Kimberlie Kaye 4-night trip
Posted 5 days ago
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

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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.