Luxury Hotels in Islamorada

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Luxury Hotels in Islamorada

Chesapeake Beach Resort
Private beach, white sand, sun loungers, beach towels

Chesapeake Beach Resort

2.5 star property
9.0 out of 10, Wonderful, (1392)
The price is $330
includes taxes & fees
$298 per night
Feb 5 - Feb 6
Chesapeake Beach 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.
On a rooftop patio

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Top landmarks in Islamorada

Anne\'s Beach featuring a bridge

Anne's Beach

If you can't wait to get to the beach, you might enjoy a trip to Anne's Beach located 8.8 mi (14.1 km) from central Islamorada. If you want to continue walking by the waves, head to Sunset Drive Beach located nearby.

See properties in Anne's Beach
Anne's Beach

Frequently asked questions

What are the best luxury hotels in Islamorada?
One of the most popular Islamorada luxury hotels based on traveler reviews is Islander Resort. Step into a world of elegance and take advantage of a beach view and concierge services.
What are the cheapest luxury hotels in Islamorada?
You’ll find some affordable luxury hotels in Islamorada that won’t break the bank. Enter your preferred travel dates, then fine-tune your search by amenities, budget and more. Prices can differ depending on when you want to go, so it pays to have flexibility with your plans. You can also join One Key, our rewards program, to earn discounts on future stays.
What is the best time to stay in a luxury hotel in Islamorada?
When choosing the best time to stay in a luxury hotel in Islamorada, consider the tourist seasons, weather and if any major local events are on. These will often impact costs, crowds and experiences. Also, think about your personal preferences, including whether you prefer quieter seasons or the lively buzz of peak periods.
Are there any luxury hotels in Islamorada with parking?
Look up luxury hotels in Islamorada on Hotels.com. Then use the “Parking” filter under “Amenities” to find options with a space for your wheels. If you’re traveling around by car, these stays give you the convenience you need to come and go as you please.