A beach with white lounge chairs, a covered pavilion, and palm trees.

Historic Hotels & Resorts in Islamorada from NZ$876

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Islamorada Historic Hotels

Tonight
21 Aug - 22 Aug
Tomorrow
22 Aug - 23 Aug
This weekend
21 Aug - 23 Aug
Next weekend
28 Aug - 30 Aug

Our top choices for Islamorada historic hotels

Coffee/tea maker, fridge, microwave, oven
Dining
Property grounds
Bar (on property)

1. Fla Keys Luxury Houseboat, Prime Location-Steps to Fun, Food & Water Adventures

Fla Keys Luxury Houseboat, Prime Location-Steps to Fun, Food & Water Adventures
Tavernier
United States
Jamie B.
NZ$876
includes taxes & fees
24 Aug - 25 Aug
Fla Keys Luxury Houseboat, Prime Location-Steps to Fun, Food & Water Adventures
View all properties

Top Islamorada Hotel Reviews

Islander Resort

Islander Resort

10/10 Excellent
"Room clean and lovely. Breakfast was great with a beautiful view."
Meegan 3-night trip
Posted 2 hours ago
Islander Resort
La Siesta Resort & Villas

La Siesta Resort & Villas

8/10 Good
"Great location with many restaurants nearby & close to lots of local attractions. Our room was laid out really well with 2 queen size beds, large closet, & huge TV. Then down a hall into the living room, then to a dining area & kitchen with microwave, small fridge, sink & coffee maker. All in all a well thought out design."
Louis 2-night trip
Posted 2 days ago
La Siesta Resort & Villas

Frequently asked questions

What should a history enthusiast expect from a trip to Islamorada?
You're already probably planning a visit to historically relevant sites while you're staying 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.
How many historically relevant hotels are there in Islamorada?
Islamorada is home to 880 hotels bookable on Expedia though not many historic hotels to choose from.
What are the most important historical sites and other places to visit in Islamorada?
Favourite places to visit include Bud n' Mary's Dive Center, Islamorada County Park and Founders Park. A couple of additional sights to add to your itinerary are Robbie's of Islamorada and Anne's Beach.
What is a historic hotel like in Islamorada?
Guests who book a historic hotel can stay in a place that has an officially recognised national historic designation. A stately home, palace or even a lodge, old police station or skyscraper can be identified as a historic hotel as long as it's a place of special interest. Traditional architecture and period features are often found in the guestrooms or communal spaces of such hotels in Islamorada, giving a historical feel.
What is the difference between a historic hotel and a heritage hotel?
"Heritage hotel" is a term often used in Asia and Europe, wheareas the term "historic hotel" is more commonly used in the U.S. overall though the terms are similar. The architecture and building of a historic hotel tends to be what's most significant. For a heritage hotel, it's often the cultural value along with how it inspired the community.
Do historic hotels in Islamorada have modern facilities?
Hotel interiors feature the modern conveniences and safety features you might expect, but every effort is made to preserve historic facades and treasured traditions. Private rooms with updated bathroom facilities, heating and air conditioning, free and fast Internet, and the popular amenities found at a contemporary hotel should be available at a historic hotel. When you choose a historic hotel in Islamorada, don't worry that you'll be staying at a place that's uncomfortable or rundown.

Explore a world of travel with Expedia