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Historic Hotels in Florida Keys

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Top Trending Historical Hotels in Florida Keys

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
"Great B & B"
I had forgotten why I really enjoy B & B's but I was reminded with this stay. It's all about the atmosphere. The staff was excellent at making everyone feel like family and the blend of international and domestic patrons made breakfast an event to share travelers' stories. The location was prime (2 blocks from Duval Street) and convenient. I rented a bike and was able to either bike or walk everywhere. I would recommend this B & B.
Eileen from Vernon, NJ
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
"Great place to stay in Key West."
Great location to stay. Close to marina. Only problem might be finding parking nearby, but we didn't. Great hospitality.
A Traveller
This bed & breakfast is located in Key West (Key West Historic District), near the airport, Schooner Western Union, Audubon …More
The Paradise Inn - Adults Only - Key West Hotels
Rating: 3.5 Stars
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The Paradise Inn - Adults Only

819 Simonton Street, Key West 33040 - Map
"Beautiful Hotel"
Very Nice Hotel, Very Nice staff, and the room looked exactly like the pictures on their site. Close to Duval St. and in walking distance to a lot of attractions.
A Traveller
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
"Wonderful inn near state park and historic seaport"
Absolutely love this place! Just stunning and close to everything. If you want the fancy breakfast this isn.t for you. It.s basic but works. Small Pool and it is shaded but nice. But the Inn is first class! So much nicer than the other inns and hotels. Can.t say enough good things. And its in the Truman annex so it's very quiet. 1st rate all the way!
A Traveller
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
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Southernmost House

1400 Duval Street, Key West 33040 - Map
"Nice hotel with great history and awesome location"
Hotel has a nice pool with view over the ocean, rooms are small but comfortable. Hotel staff is nice, knows the places and gives great recommendations.
Toby from Dallas, TX
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
Great Staff and nice location. Room was very clean and neat.
A Traveller
Silver Palms Inn is a half-mile from the Ernest Hemingway House and Museum and Key West Lighthouse, and 3 blocks from Duval …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
Historic Tavernier Inn Hotel - Tavernier Hotels
Rating: 2.0 Stars
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Historic Tavernier Inn Hotel

91865 Overseas Hwy, Tavernier 33070 - Map
"best price around"
stay there 2 times, cheap price for fine conditions, would revomment who is looking for cheap hotel or stau overnight.
ggs from knoxville,tn
Situated in the historical district, this hotel is close to Harry Harris Park, Florida Keys Wild Bird Center, and Florida …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
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
"anniversary trip"
It was wonderful and we will always remember it. It is a great get away resort for the winter and the staff is very friendly.
Debbie from Ohio
Looking out over the Straits of Florida towards Cuba, this upscale resort places guests a 3-minute drive from downtown Key …More

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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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