Find Historic Hotels in Islamorada, FL

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Check availability on Islamorada Historic Hotels

This weekend
5 Jun - 7 Jun
Next weekend
12 Jun - 14 Jun

Our top choices for Islamorada historic hotels

Fridge, microwave, oven, stovetop

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
9.8 out of 10, Exceptional, (218 reviews)
"Our stay was amazing, I highly recommend Heidi and this location!"
United States
Becky S.
The price is AED 1,157
AED 1,910 total
includes taxes & fees
4 Jun - 5 Jun
Fla Keys Luxury Houseboat, Prime Location-Steps to Fun, Food & Water Adventures
Smart TV

Key Largo Kawama villa K1, 3/3

Key Largo Kawama villa K1, 3/3
Key Largo
9.8 out of 10, Exceptional, (189 reviews)
"Great place, the lake outside was amazing. Would stay here again. "
United States
Spencer H.
The price is AED 1,662
AED 3,022 total
includes taxes & fees
25 Jun - 26 Jun
Key Largo Kawama villa K1, 3/3
Beach nearby

Key largo Kawama Villa N2

Key largo Kawama Villa N2
Key Largo
9.6 out of 10, Exceptional, (134 reviews)
"The condo was perfectly appointed with everything we would want or need, including some snorkel masks, beach towels, bikes. Really a wonderful stay. Thanks."
United States
Wendy R.
The price is AED 1,292
AED 2,517 total
includes taxes & fees
4 Jun - 5 Jun
Key largo Kawama Villa N2
Outdoor pool, a heated pool

NEW! OCEANFRONT SHOWHOUSE CASA MAR • NO RESORT OR MANAGMENT FEES • 2 KING SUITES

NEW! OCEANFRONT SHOWHOUSE CASA MAR • NO RESORT OR MANAGMENT FEES • 2 KING SUITES
Rock Harbor
9.8 out of 10, Exceptional, (113 reviews)
"Nicely decorated and nice location. "
United States
Rob L.
The price is AED 2,158
AED 4,447 total
includes taxes & fees
2 Jun - 3 Jun
NEW! OCEANFRONT SHOWHOUSE CASA MAR • NO RESORT OR MANAGMENT FEES • 2 KING SUITES
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, (200 reviews)
"The place is beautiful love having the golf cart also."
United States
Tina W.
The price is AED 1,994
AED 3,751 total
includes taxes & fees
14 Jun - 15 Jun
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

La Siesta Resort & Villas

La Siesta Resort & Villas

10/10 Excellent
"Our families really enjoyed our stay there new favorite"
Marc 3-night trip
Posted 2 hours ago
La Siesta Resort & Villas
Islander Resort

Islander Resort

8/10 Good
"I wasn't able to enjoy as much as I would have liked. Unfortunately, the waterfront seemed to be a magnet for seaweed. The food and portions wer great along with all the staff that I came in contact with"
Tom 1-night trip
Posted 3 hours ago
Islander Resort

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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.
How many historically relevant hotels will I find in Islamorada?
In Islamorada, you'll find 885 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 Robbie's of Islamorada and Anne's Beach.
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.