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Historic Hotels in Florida Keys

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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
 
 
"Great weekend getaway"
We arrived a little earlier than we expected. The friendly staff was very accommodating. They checked us in immediately. My husband was limping and they asked if he was okay. We informed them he had recently had knee surgery and he just needed to prop it up and ice it for a little while. They kindly offered to bring us ice packs to our room. Which we accepted. Within minutes they showed up with several small bags of ice. The room was clean and the linen was luxurious. Over the last 25 years, we have stayed at many places in Key West. This was one of our favorites. Will definitely stay here again. I forgot to mention the hotel's perfect location to Duval St.
Traveller from North Carolins
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
 
 
"Great Atmosphere!"
Great location, great staff. Excellent ambiance in well appointed rooms and close to all restaurants and shops near on on Duval Street. Great atmosphere!
A Traveller
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
 
 
"Staff is great "
Awesome always a nice place to stay in the heart of everything ...
Traveller from philadelphia pa
Located in Key West Historic District, this romantic hotel is within a 5-minute walk of San Carlos Institute - Casa Cuba and …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
 
 
"Great facility in a perfect location"
From this spot on the foot of Duval, you are any easy walk to the best Key West has to offer, plus all the transit services and information kiosks to arrange all you might want to do. The hotel is lovely, with beautiful garden paths and a waterfront bar with live entertainment. Our only criticism is with front office staff. Reception did their job, but in a relatively indifferent way. And the one time we asked for help from the concierge - where to get a golf cart - he was solely interested in presenting his favorite rental place (where presumably he gets a commission) and making the booking right now! Once we asked for a few choices so we could decide later, he seemed to lose interest in us. And he never offered us a map or anything else useful.
A Traveller
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
 
 
"Fantastic Place, Great People!"
This is a fantastic hotel. It is out of the fray of all the night life but still close enough to walk or bike. The staff is friendly and attentive (Especially Alex at the front desk) Our room was a great 3 room suite with a living room, bathroom and bedroom. The bed was comfortable even if the room was on a the small side. This is NOT your typical chain hotel and has its quirks but it definitely a place I would stay again. They have a great little pool that has a poolside bar/grill and is also the location for breakfast in the morning. Overall a great find even for a bit of a hotel snob like me. Just FYI this is not your fabulous resort where they are going to wait on you hand and foot and bring you room service.
Traveller from Cape Coral, FL
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
 
 
"Amazing"
This hotel is everything you want and more... Class, quality, fun, romance, stress free, location... Simply amazing....
A Traveller
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
 
 
Pocket door provides little privacy in the bathroom
A Traveller
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
 
 
"Quiet Key West Stay almost in the heart of Duval."
This property is around the corner and within walking distance to Duval St. We had the Garden View King room which was beautiful. The grounds are beautiful but the pool is old and does need repairs. Spa music is played on low (too low). There are other universal types of music that would be more enjoyable around the pool. Some smooth Jazz, classic Jazz or even adult contemporary music would have been nice. Other than the continental breakfast, nothing else is offered to eat or drink. Guest walk around the corner to the local market to load up on snacks and drinks. While not a major issue, other properties at this rate offer a little more. There is zero parking. Plan to park in one of the paid lots and get a cab (or walk 8 to 10 blocks) back to the property. On a brighter note the property is safe, clean and does provide a breakfast of cereals, fruits, pastries, coffee, and juice. The bed was comfortable and clean. The bathroom had a real real nice Jacuzzi tub for 2 people. Again, let me repeat how everything is really within walking distance. I would stay here again and recommend this property for a 4 to 5 night stay.
A Traveller
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
 
 
"Relaxing with good company"
Staff was helpful and encouraging of fun, relaxation and meeting new friends while staying at their B&B. The room was comfortable and cute. My only issues were a ripped shower curtain, although it still worked, and I expected more breakfast choices. However, I will stay here again someday.
Traveller from A
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
 
 
"Traveler"
Travel to Key West the Bed & Breakfast was beautiful but in need of some refreshing. Very old home.
Traveller from Delaware County, Pa
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

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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.

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    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
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    From 29,939 Reviews