Historic Hotels & Resorts in Islamorada from NZ$735

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Check availability on Islamorada Historic Hotels

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, (217 reviews)
"Our stay was amazing, I highly recommend Heidi and this location!"
United States
Becky S.
The price is NZ$735
includes taxes & fees
24 May - 25 May
Fla Keys Luxury Houseboat, Prime Location-Steps to Fun, Food & Water Adventures
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 NZ$1,566
includes taxes & fees
31 May - 1 June
NEW! CASA AZUL OCEANSIDE - GOLF CART, 2 KING SUITES, POOL, BEACH, PICKLE, KAYAKS
Smart TV

Key Largo Kawama villa K1, 3/3

Key Largo Kawama villa K1, 3/3
Key Largo
9.8 out of 10, Exceptional, (188 reviews)
"Great place, the lake outside was amazing. Would stay here again. "
United States
Spencer H.
The price is NZ$1,079
includes taxes & fees
25 May - 26 May
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 NZ$1,212
includes taxes & fees
4 June - 5 June
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
10.0 out of 10, Exceptional, (112 reviews)
"Nicely decorated and nice location. "
United States
Rob L.
The price is NZ$2,215
includes taxes & fees
30 May - 31 May
NEW! OCEANFRONT SHOWHOUSE CASA MAR • NO RESORT OR MANAGMENT FEES • 2 KING SUITES
Beach

SOMBRERO BEACH LARGE 4/3 HOME w/ HEATED POOL, 40 ft BOAT DOCK, BEACH NEARBY

SOMBRERO BEACH LARGE 4/3 HOME w/ HEATED POOL, 40 ft BOAT DOCK, BEACH NEARBY
Marathon
9.8 out of 10, Exceptional, (63 reviews)
"This was our second time staying in this house lots of room great location."
United States
Anonymous traveller
The price is NZ$1,720
includes taxes & fees
30 May - 31 May
SOMBRERO BEACH LARGE 4/3 HOME w/ HEATED POOL, 40 ft BOAT DOCK, BEACH NEARBY
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

8/10 Good
"Close to beach. Lots of activities"
Alyssa 3-night trip
Posted 2 days ago
Islander Resort
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 5 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 869 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, Bud n' Mary's Dive Center 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.

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