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Check availability on Islamorada Luxury Hotels

Our top choices for Islamorada luxury hotels

Balcony

Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,302 reviews)
"Nice resort "
United States
Danilo
The price is ₩438,074
₩599,986 total
includes taxes & fees
Jan 29 - Jan 30
Cheeca Lodge & Spa
Alligator Reef Oceanfront Room King Lanai with Queen Sofabed | View from room

Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,273 reviews)
"Beautiful grounds, very comfortable beds, provided water taxi between their 3 resorts, pool area with tiki bar very nice. "
United States
Judith
The price is ₩315,479
₩462,058 total
includes taxes & fees
Jan 26 - Jan 27
Amara Cay Resort
Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view

Drop Anchor

Drop Anchor
3.0 star property
Islamorada
8.8 out of 10, Excellent, (1,007 reviews)
"Great"
United States
Kelly
The price is ₩230,292
₩310,359 total
includes taxes & fees
Jan 29 - Jan 30
Drop Anchor
In-room safe, individually decorated, individually furnished

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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
4.0 star property
Islamorada
9.0 out of 10, Wonderful, (134 reviews)
"Great place"
United States
Kathryn
The price is ₩496,899
₩656,265 total
includes taxes & fees
Jan 29 - Jan 30
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
View from property

Creekside Inn

Creekside Inn
2.5 star property
Tavernier
7.8 out of 10, Good, (1,002 reviews)
"It is an awesome experience with wonderful views, the location is a big advantage for this hotel"
United States
Vamsi kalyan
The price is ₩291,854
₩328,335 total
includes taxes & fees
Jan 25 - Jan 26
Creekside Inn
Private beach, white sand, sun loungers, beach towels

Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,651 reviews)
"Wonderful breakfast with omelettes cooked to order, great pancakes, fresh fruit, etc. very pleasant staff and beautiful beach area."
United States
Kurt
The price is ₩318,739
₩440,989 total
includes taxes & fees
Jan 28 - Jan 29
Chesapeake Beach Resort
Property grounds

Conch On Inn Motel

Conch On Inn Motel
2.0 star property
Indian Waterways
7.6 out of 10, Good, (488 reviews)
"Overall great experience & owners were great. Only thing I would offer up is could use some new mattresses but everything else was more than expected! Would (or shouldsay will) stay again someday"
United States
Anonymous traveler
Conch On Inn Motel
Exterior

Casa Morada

Casa Morada
3.5 star property
Matecumbe
9.4 out of 10, Exceptional, (421 reviews)
"Friendly staff! Laid back place! We enjoyed our stay here! We will be back!"
United States
Neal
The price is ₩682,384
₩882,844 total
includes taxes & fees
Feb 8 - Feb 9
Casa Morada
Exterior

Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
3.5 star property
Islamorada
8.2 out of 10, Very Good, (1,003 reviews)
"Great little seaside place."
United States
Patience
The price is ₩250,127
₩329,200 total
includes taxes & fees
Jan 27 - Jan 28
Fisher Inn Resort & Marina
Exterior

Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,011 reviews)
"Rooms are clean, staff is friendly and the place is beautifull"
United States
James
The price is ₩473,237
₩631,287 total
includes taxes & fees
Jan 29 - Jan 30
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.
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Top Islamorada Hotel Reviews

Cheeca Lodge & Spa

Cheeca Lodge & Spa

10/10 Excellent
"This palce is awesome. Clean rooms. 2 large pools with a view. Covered garage spot. "
Liam P. 1-night trip
Posted 23 hours ago
Cheeca Lodge & Spa

Frequently asked questions

Are you looking for a luxury hotel for your stay in Islamorada?
Known for its ocean views and sunsets, Islamorada also has some interesting things to see and do including Everglades National Park, so you may want to take in the local sights during your visit.
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 Everglades National Park, Florida Keys Brewing Co., and Bud n' Mary's Dive Center. If you have a bit of extra time while you're in the area, you might want to check out Founders Park and Anne's Beach.