Find Luxury Hotels in Islamorada, FL

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Check availability on Islamorada Luxury Hotels

Tonight
Dec 6 - Dec 7
Tomorrow
Dec 7 - Dec 8
Next weekend
Dec 12 - Dec 14
In two weeks
Dec 19 - Dec 21

Top Islamorada Luxury Hotels

2 outdoor pools, open 8:00 AM to 6:00 PM, sun loungers
The Islands of Islamorada

The Islands of Islamorada

4.0 star property
Matecumbe
9.8 out of 10, Exceptional, (69)
"Great for family vacation with kids. love it"
United States
Dixania
The price is ￥93,078
￥113,264 total
includes taxes & fees
Dec 7 - Dec 8
The Islands of Islamorada
Private beach, sun loungers, beach umbrellas, beach towels
Cheeca Lodge & Spa

Cheeca Lodge & Spa

5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1263)
"It was absolutely beautiful and the staff was always super nice!"
United States
Mary
The price is ￥41,604
￥57,290 total
includes taxes & fees
Dec 17 - Dec 18
Cheeca Lodge & Spa
Outdoor pool, cabanas (surcharge), pool umbrellas
Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection

4.5 star property
Rock Harbor
8.8 out of 10, Excellent, (1000)
"Beautiful location, great views, very clean property, room was great (great bed), friendly staff."
United States
Scott
The price is ￥40,852
￥54,521 total
includes taxes & fees
Dec 15 - Dec 16
Playa Largo Resort & Spa, Autograph Collection
Exterior
Islander Resort

Islander Resort

4.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1002)
"This resort is beautiful and the rooms are decorated so tastefully. I highly recommend The Islander Resort for family fun and couples get aways alike. "
United States
Suzanne
The price is ￥76,547
￥96,601 total
includes taxes & fees
Dec 13 - Dec 14
Islander Resort
32-inch LCD TV with satellite channels, TV, iPod dock
Baker's Cay Resort Key Largo, Curio Collection by Hilton

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

4.0 star property
Key Largo
8.6 out of 10, Excellent, (1003)
"Beautiful and relaxing stay "
Sweden
Pauline
The price is ￥39,358
￥52,841 total
includes taxes & fees
Dec 15 - Dec 16
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Exterior
Amara Cay Resort

Amara Cay Resort

4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1255)
"Great location right on the ocean "
United States
GREG
The price is ￥29,157
￥43,112 total
includes taxes & fees
Dec 14 - Dec 15
Amara Cay Resort
Outdoor pool, sun loungers
La Siesta Resort & Villas

La Siesta Resort & Villas

4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1001)
"Great stay and beautiful space"
United States
Amir
The price is ￥25,064
￥38,507 total
includes taxes & fees
Dec 14 - Dec 15
La Siesta Resort & Villas
5 outdoor pools, cabanas (surcharge), pool umbrellas
Hawks Cay Resort

Hawks Cay Resort

4.0 star property
Marathon
8.0 out of 10, Very Good, (1005)
"Everything in this island is perfect and amazing."
United States
Maurin
The price is ￥50,039
￥67,149 total
includes taxes & fees
Dec 15 - Dec 16
Hawks Cay 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

Coconut Cove Resort and Marina

Coconut Cove Resort and Marina

10/10 Excellent
"Beautiful setting & fabulous staff"
Mark 1-night trip
Posted 2 days ago
Coconut Cove Resort and Marina

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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.