Find Historic Hotels in Islamorada, FL

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Pick from 4 Islamorada Historic Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

On the beach
Large Screened Porch, Professional Cleaning, Wifi
9.4 out of 10, Exceptional, (93)
"We very much enjoyed the condo. We had a beautiful view from our balcony which was very relaxing. The condo and grounds were very well kept. The kitchen was well stocked and the owner provided everything we needed. Jeanette responded immediately to our inquiry. We met some very lovely people during our stay and we are happy we chose the Seagull for our vacation."
Large Screened Porch, Professional Cleaning, Wifi
3 outdoor pools, cabanas (surcharge), pool umbrellas
Islander Resort
4.0 star property
9.0 out of 10, Wonderful, (1001)
"Absolutely beautifully appointed room and patio. Our family loves this resort. "
The price is ￥37,370
￥50,654 total
includes taxes & fees
May 27 - May 28
Islander Resort
Aerial view
La Siesta Resort & Villas
4.0 star property
8.6 out of 10, Excellent, (1000)
"Beautiful property with amazing ocean views great pool area"
The price is ￥70,242
￥87,647 total
includes taxes & fees
May 16 - May 17
La Siesta Resort & Villas
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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.

Frequently asked questions

What should a history enthusiast expect from a trip to Islamorada?
You’re likely already making plans to see the sights of historical relevance during your vacation in Islamorada. And while you’re here, you can check out the entertainment choices and scenic seaside. And also relish a stop at the seafood restaurants in this relaxing area.
What's the best accommodation in Islamorada that's close to historical sites?
Based on our travel expertise, La Siesta Resort & Villas is a top resort for history seekers booking on Expedia, and it features a marina and a private beach. A couple of other options close to historic sites include Islander Bayside Villas and Boatslips and The Ocean View Inn & Pub.
How many historically relevant hotels will I find in Islamorada?
In Islamorada, you’ll find 930 hotels and other accommodations bookable on Expedia though not many historic hotels to choose from.
What are the must-see historical sites and other places to visit in Islamorada?
Favorite places to visit include Everglades National Park, Bud n’ Mary’s Dive Center, and Founders Park. A couple of additional sights to add to your agenda are Anne’s Beach and Fiesta Key.
What is a historic hotel like in Islamorada?
Guests who book a historic hotel can enjoy a vacation in a place that has an official historic designation. A palace, castle, grand home or even an old police station, pub, lodge, or skyscraper can be transformed into a historic hotel as long as it’s of special interest. Traditional architecture and period features are typically preserved within the guestrooms or public spaces of historic hotels in Islamorada, giving a real sense of character.
What is the difference between a historic hotel and a heritage hotel?
You’ll often hear the term “heritage hotel” in Asia and Europe, wheareas the term “historic hotel” is more commonly used in the U.S. though overall the terms are quite similar. The architecture and actual building of a historic hotel tends to be the most significant aspect. For a heritage hotel, it’s often the cultural value as well as how it influenced the community.
Do historic hotels in Islamorada have modern facilities?
Hotels have the safety features and modern conveniences you expect to find, while every effort is made to preserve treasured traditions and historic facades. WiFi, heating and air conditioning, updated bathroom facilities, and the usual amenities found in most hotels will be available in a historic hotel. Rest assured that when you choose a historic hotel in Islamorada, you won’t find yourself staying at a place that is rundown or uncomfortable.