Find Historic Hotels in Islamorada, FL

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Check availability on Islamorada Historic Hotels

Our top choices for Islamorada historic hotels

Room, 1 King Bed, Bay View | Beach/ocean view

Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay
2.5 star property
Key Largo
8.8 out of 10, Excellent, (1,013 reviews)
"Clean new room, great location, staff was great"
Canada
John
The price is AED 461
AED 519 total
includes taxes & fees
14 Jun - 15 Jun
Hampton Inn Key Largo Manatee Bay
Exterior

Coconut Cay Resort & Marina

Coconut Cay Resort & Marina
3.0 star property
Marathon
8.4 out of 10, Very Good, (1,030 reviews)
"Great place"
United States
Andrea
The price is AED 432
AED 549 total
includes taxes & fees
25 May - 26 May
Coconut Cay Resort & Marina
Hibiscus Waterfront 2-Bedroom, Two Bath Master Suite (Brand New) | Terrace/patio

Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.2 out of 10, Wonderful, (1,295 reviews)
"Had a great time, this location was wonderful"
United States
John
The price is AED 475
AED 699 total
includes taxes & fees
20 May - 21 May
Lime Tree Bay Resort
Premium Room, 1 King Bed, Lanai, Lagoon View (Kitchenette) | View from room

Kingsail Resort

Kingsail Resort
2.0 star property
Marathon
8.6 out of 10, Excellent, (1,069 reviews)
"Small island hotel , very clean, really liked it, will be back again"
United States
oldrich
The price is AED 365
AED 410 total
includes taxes & fees
7 Jun - 8 Jun
Kingsail Resort
Private beach, white sand, sun loungers, beach towels

Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,730 reviews)
"Great breakfast and very friendly staff "
United States
Larry
The price is AED 634
AED 920 total
includes taxes & fees
8 Jun - 9 Jun
Chesapeake Beach Resort
Exterior

Sunset Cove Beach Resort

Sunset Cove Beach Resort
2.5 star property
Key Largo
9.2 out of 10, Wonderful, (1,009 reviews)
"Great location, clean comfortable and very cute grounds!"
United States
Virginia
The price is AED 421
AED 474 total
includes taxes & fees
20 May - 21 May
Sunset Cove Beach Resort
Sundeck

Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor
9.2 out of 10, Wonderful, (1,135 reviews)
"Had a great stay just what we wanted "
Canada
Elizabeth
The price is AED 605
AED 681 total
includes taxes & fees
27 May - 28 May
Rock Reef Resort
View from property

Creekside Inn

Creekside Inn
2.5 star property
Tavernier
7.8 out of 10, Good, (1,011 reviews)
"Nice family stay staff very friendly "
United States
Alain
The price is AED 496
AED 558 total
includes taxes & fees
1 Jun - 2 Jun
Creekside Inn
Exterior

Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
3.5 star property
Islamorada
8.2 out of 10, Very Good, (1,008 reviews)
"Great view and beach area. Great location."
United States
Wendy
The price is AED 496
AED 678 total
includes taxes & fees
3 Jun - 4 Jun
Fisher Inn Resort & Marina
Balcony

Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,315 reviews)
"Amazing place and wonderful stay. "
United States
Danielle
The price is AED 996
AED 1,389 total
includes taxes & fees
7 Jun - 8 Jun
Cheeca Lodge & Spa
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.
View all properties

Top Islamorada Hotel Reviews

La Siesta Resort & Villas

La Siesta Resort & Villas

6/10 Okay
"La Siesta has so much potential. Beautiful grounds, spacious rooms, pool and views. The front counter staff and bike staff were very nice. Unfortunately they don’t clean up the trash around the compound. To either side of our entrance was trash that had been there before us and Is probably still there. Our room had black sharpie all over the floors. There were no cups, plates, silverware… to use with the small kitchen. The couch and drapes were dirty. The freezer was a block of ice. Need more hangers in the closet. The bicycles, kayaks were not available for use until 9:30am and had to be back by 4pm (hottest part of a Florida day). The snack shack/bar at the pool opened late and closed early. Our room was cleaned once in six days. For the cost I shouldn’t be typing any of this."
Timothy 5-night trip
Posted 2 days ago
La Siesta Resort & Villas
Islander Resort

Islander Resort

10/10 Excellent
"Yes"
Loyce 2-night trip
Posted 3 days 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 841 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 Islamorada County 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.