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Historic Hotels in Florida Keys

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Florida Keys

Top Trending Historical Hotels in Florida Keys

Cypress House Hotel Key West - Adults Only - Key West Hotels
Rating: 3.0 Stars
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Cypress House Hotel Key West - Adults Only

601 Caroline St, Key West 33040 - Map
 
 
4.3 out of 5 (56 reviews)
Located in Key West Historic District, this hotel is within a 15-minute walk of Mallory Square, Audubon House and Tropical …More
Ambrosia Key West - Key West Hotels
Rating: 3.5 Stars
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Ambrosia Key West

622 Fleming St, Key West 33040 - Map
 
 
4.6 out of 5 (129 reviews)
Located in Key West Historic District, this bed & breakfast is within a 10-minute walk of Nancy Forrester's Secret Garden …More
La Concha Hotel & Spa - Key West Hotels
Rating: 3.5 Stars
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La Concha Hotel & Spa

430 Duval St, Key West 33040 - Map
 
 
4.0 out of 5 (1,016 reviews)
Located in Key West Historic District, this romantic hotel is within a 10-minute walk of San Carlos Institute - Casa Cuba …More
Pier House Resort & Spa - Key West Hotels
Rating: 4.0 Stars
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Pier House Resort & Spa

1 Duval St, Key West 33040 - Map
 
 
4.5 out of 5 (741 reviews)
Located in Key West Historic District, this beachfront resort is in the city center and within a 5-minute walk of Ripley's …More
Lighthouse Court Hotel - Key West - Key West Hotels
Rating: 3.5 Stars
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Lighthouse Court Hotel - Key West

902 Whitehead St, Key West 33040 - Map
 
 
4.0 out of 5 (647 reviews)
This small hotel is located across the street from the Hemingway Home and Museum and next door to the Key West Lighthouse & …More
Southernmost on the Beach Hotel - Key West Hotels
Rating: 4.0 Stars
$269
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Southernmost on the Beach Hotel

508 South St, Key West 33040 - Map
 
 
4.7 out of 5 (1,381 reviews)
This Key West historical district hotel is 2 blocks from Southernmost Point. Ernest Hemingway Home and Museum, and Key West …More
Ocean Key Resort - A Noble House Resort - Key West Hotels
Rating: 4.0 Stars
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Ocean Key Resort - A Noble House Resort

Zero Duval St., Key West 33040 - Map
 
 
4.6 out of 5 (1,061 reviews)
Overlooking the Gulf of Mexico from the western edge of Duval Street, this Key West resort adjacent to Mallory Square …More
Heron House - Adult Only - Key West Hotels
Rating: 3.5 Stars
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Heron House - Adult Only

512 Simonton St, Key West 33040 - Map
 
 
4.3 out of 5 (929 reviews)
Heron House is surrounded by the 187 historic buildings of old Key West, and a 10-minute walk from the Ernest Hemingway Home …More
Heron House Court - Adult Only - Key West Hotels
Rating: 3.0 Stars
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Heron House Court - Adult Only

412 Frances St, Key West 33040 - Map
 
 
4.4 out of 5 (881 reviews)
Located in Key West Historic District, this bed & breakfast is within 1 mi (2 km) of Donkey Milk House, Audubon House and …More
Southernmost House - Key West Hotels
Rating: 3.0 Stars
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Southernmost House

1400 Duval Street, Key West 33040 - Map
 
 
4.5 out of 5 (429 reviews)
With direct access to the beach, this Key West hotel is in the city center and within 1 mi (2 km) of South Beach, Ernest …More

Search from 53 Florida Keys Hotels


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    Florida Keys Historic Hotel Guide

    Travel back in time and reserve a room at a historic Florida Keys hotel.
    • Choose from our vast selection of historic hotels
    • Stay in a classic hotel with an intriguing history
    • Don’t waste time searching for lower prices elsewhere

    Book today and experience the charm and allure of a hotel with a story and a past. Look past the sparkly, modern high-rise hotels and go the rustic route instead.

    Read More

    Because when you choose a historic Florida Keys hotel with a story to tell, you’ll have your own tales to share when you go back home. We doubt those brand new high-rises have that kind of charisma! Older accommodations have a colorful past, and many are located at the site of a significant event. These fascinating relics offer a glimpse into a different era and way of life. During your stay at a historical hotel in Florida Keys, marvel at the on-site antiques and explore the nearby landmarks. You’ll feel as though you traveled through time as you take a tour of the area and other historical attractions during your vacation.

    While we can’t offer you the same hotel rates of yesteryear, we can present you with the lowest prices on the market today. Thanks to our cheap deals, you can confidentially book classic hotels in Florida Keys knowing you won’t find a better discount elsewhere. Whether you’re a history buff wanting to brush up on your facts or a jetsetter looking for a unique place to rest, browse our selection of historic Florida Keys hotels. Make your reservations today and put the cash you saved toward stocking up on antique souvenirs, artifacts, and artwork.

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    91% recommended
    4.5
    From 29,939 Reviews