Luxury Hotels in Islamorada, Florida

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Top Islamorada Luxury Hotels

Cheeca Lodge & Spa

5.0 star property
9.0 out of 10, Wonderful, (1139)
"We absolutely loved our stay at cheeca, will not be our last!"
The price is P17,091
P23,087 total
includes taxes & fees
Aug 20 - Aug 21
Cheeca Lodge & Spa

Amara Cay Resort

4.0 star property
8.8 out of 10, Excellent, (1241)
"Amazing stay"
The price is P11,104
P16,286 total
includes taxes & fees
Aug 20 - Aug 21
Amara Cay Resort

Drop Anchor

3.0 star property
8.8 out of 10, Excellent, (1002)
"This was our second stay in a month. Great location, beautiful property on the water. We love it here and cant wait to go back."
Drop Anchor

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

3.5 star property
9.0 out of 10, Wonderful, (48)
"This place is a gem. It was beautiful and quiet. "
The price is P10,155
P15,219 total
includes taxes & fees
Aug 20 - Aug 21
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Creekside Inn Islamorada

2.5 star property
8.0 out of 10, Very Good, (1004)
"Loved staying here, amazing friendly staff, great location, would surely stay here again"
The price is P8,517
P9,582 total
includes taxes & fees
Aug 5 - Aug 6
Creekside Inn Islamorada

Chesapeake Beach Resort

3.5 star property
9.2 out of 10, Wonderful, (1486)
"Super nice staff! Great place to stay! "
The price is P10,806
P15,373 total
includes taxes & fees
Aug 5 - Aug 6
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, (404)
"Charming hotel with beautiful views! "
The price is P14,155
P17,517 total
includes taxes & fees
Jul 29 - Jul 30
Casa Morada

Fisher Inn Resort & Marina

3.5 star property
8.0 out of 10, Very Good, (1008)
"Great little hotel close to everything "
The price is P6,514
P9,195 total
includes taxes & fees
Aug 12 - Aug 13
Fisher Inn Resort & Marina

Islander Resort

4.0 star property
9.2 out of 10, Wonderful, (1014)
"Beautiful location loved the rooms and restaurants were excellent "
The price is P11,890
P17,234 total
includes taxes & fees
Aug 20 - Aug 21
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

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.
How many luxury hotels will I be able to find in Islamorada?
Lie in the lap of luxury during your getaway to Islamorada in one of Expedia's 8 luxury hotels.
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 Founders Park. If you have a bit of extra time while you're in the area, you might want to check out Anne's Beach and Fiesta Key.