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Historic Hotels in Key West

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La Pensione Inn B&B - Key West Hotels
Rating: 2.5 Stars
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La Pensione Inn B&B

809 Truman Avenue, Key West 33040 - Map
 
 
"Very nice and clean staff was wonderful."
Was a wonderful place to stay and breakfast was good. Was a great time meeting other people.
Judy from PA
This bed & breakfast is located in Key West (Key West Historic District), close to Nancy Forrester's Secret Garden, Ernest …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
 
 
"Safe clean friendly and well located."
a darling old world architecture in the heart of the city. Great staff. Really enjoyed it all. Will return
A Traveller
This bed & breakfast is located in Key West (Key West Historic District), near the airport, Schooner Western Union, Audubon …More
Paradise Inn - Adults Only - Key West Hotels
Rating: 3.5 Stars
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Paradise Inn - Adults Only

819 Simonton Street, Key West 33040 - Map
 
 
"Quiet Clean Hotel"
We stayed overnight at the Paradise Inn on a recent trip. It has the true Key West feel The staff was friendly and willing to help us as needed. The rooms were spacious, clean and comfortable. We will stay again!
Diana from Indiana
This hotel is located in Key West (Key West Historic District), close to Ernest Hemingway Home and Museum, Audubon House and …More
Weatherstation Inn - Key West Hotels
Rating: 2.5 Stars
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Weatherstation Inn

57 Front St, Key West 33040 - Map
 
 
"Walking to sights in Key West"
We thoroughly enjoyed the Weatherstation. We had a very satisifying breakfast in the courtyard by the pool. We walked a little further than we thought we were going to have to. The weather was 78 so it was great to get the exercise. If someone likes history and staying at a quaint bed and breakfast this is the place for you. It is very clean and well maintained. The staff is very helpful and friendly. There are only eight rooms but the rooms and baths are plenty big. We took the Conch Train the first day that takes an hour but it highlights all the points of interest and then we planned what we were going to go see from there.
Carol from Estero Fla./ Iowa
Situated near the beach in Key West, this bed & breakfast is close to Harry S. Truman Little White House, Fort Zachary Taylor …More
Southernmost House - Key West Hotels
Rating: 3.0 Stars
$361
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Southernmost House

1400 Duval Street, Key West 33040 - Map
 
 
"Lovely hotel close to the beach"
I enjoyed my stay at the hotel - the location being close to the beach and the trolley stop was ideal. The facilities, including the pool were good. The room was comfortable and the staff were friendly and helpful. The breakfast was sumptuous. Overall, it was great experience.
RS from Canada
Offering direct access to the beach, this Key West hotel is in the city center, within minutes of South Beach, Ernest …More
Silver Palms Inn - Key West Hotels
Rating: 3.5 Stars
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Silver Palms Inn

830 Truman Ave, Key West 33040 - Map
 
 
"Good location"
Hotel within walking distance of Duval Street, the centre of Key West. Room clean, large and comfortable. Breakfast adequate. Only grumble, had to pay for whole stay on arrival instead of on departure
richard from uk
This hotel is located in Key West (Key West Historic District), near the airport, Nancy Forrester's Secret Garden, Ernest …More
Lighthouse Court Hotel - Key West Hotels
Rating: 2.5 Stars
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Lighthouse Court Hotel

902 Whitehead St, Key West 33040 - Map
 
 
"Great location."
This hotel was pure Key West. The location was great. We enjoyed the comfort of the hotel grounds. Our room overlooked the pool where breakfast was served in the morning. The staff was excellent and came to our rescue in 5 minutes when the office was closed in the middle of the night, medical emergency. The bed was very comfortable. We had a deluxe room.
Susan from Atlanta
This small hotel is located across the street from the Hemingway Home and Museum and next door to the Key West Lighthouse & …More
Albury Court - Key West Hotels
Rating: 3.0 Stars
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Albury Court

1030 Eaton St, Key West 33040 - Map
 
 
yes I liked it in all aspects. I am a man of few words.
dale from long island
Albury Court is a 15-minute walk from the bars and restaurants of Duval Street, the island's popular nightlife destination …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
 
 
"No parking"
This is a great B&B. Like many B&b 's in the area there is no parking, but there is no street parking a short distance away. Great experience relaxing atmosphere.
frequent travel
Located in the heart of Key West, this bed & breakfast is within walking distance of Nancy Forrester's Secret Garden and …More
Casa Marina Resort - A Waldorf Astoria Resort - Key West Hotels
Rating: 4.0 Stars
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Casa Marina Resort - A Waldorf Astoria Resort

1500 Reynolds Street, Key West 33040 - Map
 
 
"Gorgeous"
Fantastic location, total relaxation, not pretentious
I'd
Looking out over the Straits of Florida towards Cuba, this upscale resort places guests a 3-minute drive from downtown Key …More

Search from 49 Key West Hotels


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    Key West Historic Hotel Guide

    Travel back in time and reserve a room at a historic Key West 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 Key West 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 Key West, 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 Key West 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 Key West 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