Historic Hotels & Resorts in Islamorada from NZ$1,005

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Best Islamorada Historic Hotels

Property grounds
Florida Keys Luxury Houseboat, Unique living on the Water WiFi

Florida Keys Luxury Houseboat, Unique living on the Water WiFi

Tavernier
9.8 out of 10, Exceptional, (209)
"Heidi has a little bit of paradise on her houseboat! You must plan on staying!!"
United States
Toni M.
The price is NZ$1,005
includes taxes & fees
1 Dec - 2 Dec
Florida Keys Luxury Houseboat, Unique living on the Water WiFi
On the beach, sun-loungers, beach towels
NEW! CASA AZUL OCEANSIDE - GOLF CART, 2 KING SUITES, POOL, BEACH, PICKLE, KAYAKS

NEW! CASA AZUL OCEANSIDE - GOLF CART, 2 KING SUITES, POOL, BEACH, PICKLE, KAYAKS

Key Largo
9.8 out of 10, Exceptional, (193)
"Martha was great! Property is centrally located. Beds were comfortable. Jetty is convenient for fishing. Beware of mosquitos at dark! Would definitely do again!"
United States
Michael H.
The price is NZ$1,529
includes taxes & fees
8 Dec - 9 Dec
NEW! CASA AZUL OCEANSIDE - GOLF CART, 2 KING SUITES, POOL, BEACH, PICKLE, KAYAKS
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

Islander Resort

Islander Resort

10/10 Excellent
"Beautiful facility and grounds, wonderful location for quiet get away. The room was very clean. We really enjoyed sitting by the pool and also lounging on our private patio. Would definitely stay here again if we were in the area. A broom on the patio would be helpful to sweep away any insects."
Deborah 3-night trip
Posted 3 days ago
Islander Resort
La Siesta Resort & Villas

La Siesta Resort & Villas

10/10 Excellent
"Great spot! Beautiful grounds and awesome rooms. Pool, beach and boats docks are great. Def will stay again **beer and wine only** at the bar. FYI. Pack accordingly 😂😂"
mark 1-night trip
Posted 2 weeks ago
La Siesta Resort & Villas

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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 868 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 Everglades National Park, Florida Keys Brewing Co. and Bud n' Mary's Dive Center. A couple of additional sights to add to your itinerary are Founders Park 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.