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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

La Pensione Inn B&B

809 Truman Avenue, Key West - Map
"June vacation"
Friendly staff and within walking distance of major attractions
A Traveller
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

Heron House Court - Adult Only

412 Frances St, Key West - Map
"Charming bed and breakfast!"
We had a wonderful stay at the Heron House Court over Labor Day weekend. We were given a warm welcome by Roman, the manager, and the accommodations were comfortable, clean and cozy. Charming little house near some good restaurants and a short walk to main Key West attractions. Has a hot tub and pool as well. We would definitely recommend it! This is probably best for couples, not so much for college students.
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

Paradise Inn - Adults Only

819 Simonton Street, Key West - Map
"A Week In Paradise"
Paradise Inn was a great choice. Beautiful accommodations, great staff, made you feel like home. Paradise Inn is very centrally located making walking to all the attractions very manageable. Already ready to visit them again.
Curt from Columbus, IN
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

Weatherstation Inn

57 Front St, Key West - Map
"Great Location, Super Clean Room and Quiet"
Barbara did a wonderful job welcoming me and providing a tour of the pool, ice room, breafast station before showing the room. Once inside the room, OMGoodness cozy, super duper clean, bed and linens were of high quality! Perfect in everyway! Will be back!
Colleen from Punta Gorda, Florida
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

Southernmost House

1400 Duval Street, Key West - Map
"Best place to stay in key west"
Beyond beautiful property! Great location, right on the ocean and duval street. Big comfy bed, clean room and a great breakfast. Can't wait to go back!!
nina from cleveland, ohio
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

Silver Palms Inn

830 Truman Ave, Key West - Map
"Walking distance of Duval Street without the noise"
Walking is within a short walk of Duval Street without the noisy passers-by at all hours. Staff was responsive and polite. Facilities are clean and efficient. Will certainly stay here again.
A Traveller
Lighthouse Court Hotel - Key West Hotels
Rating: 2.5 Stars

Lighthouse Court Hotel

902 Whitehead St, Key West - Map
"Great staff. Comfortable nice rooms, location a"
good location. rooms fairly modern, ok pool, helpful staff. 1 block from the main strip for night entertainment, 15 minutes walk from the main attraction of Malory Square and the sunset festival. We hardly drove all week. Don't recommend the beaches on the island. one has good water but all rock (gulf), others have great sand but dirty water and tons of seaweed (atlantic) Do the island adventure with the company "Fury" for a nice 4 hour trip to a sandbar with clear water and good beaches.
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

Historic Tavernier Inn Hotel

91865 Overseas Hwy, Tavernier - Map
"Good value."
Excellent for the $. Great location, and comfortable.
A Traveller
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

Albury Court

1030 Eaton St, Key West - Map
"Historic Key West hotel near lots; great time"
Great staff; wonderful fresh fruit, local baked muffins = great breakfast. Small, but nice tiled pool with infinity fountain. I would recommend this to anyone looking for good value/very nice motel with understated grace and class. convenient to many local things.
Martha from Virginia
Centrally located close to Duval Street and Mallory Sunset Pier. Nearby Historic Seaport and Boardwalk area offers great …More
Casa Marina Resort - A Waldorf Astoria Resort - Key West Hotels
Rating: 4.0 Stars

Casa Marina Resort - A Waldorf Astoria Resort

1500 Reynolds Street, Key West - Map
"Great stay"
Fantastic location. Great amenities and rooms. Excellent staff and service. I highly recomend a stay here. It was my first stay at a Waldorf but this will now ve the brand hotel that I look for.
A Traveller
This historic landmark resort opened in style New Year's Eve 1920 as the crowning jewel in Henry Flagler's visionary overseas …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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