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Hotels for History Buffs in Key West, Florida 

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  • 1
    Southernmost on the Beach

    Southernmost on the Beach

    Class:
    11 reviews
    Excellent! - 93% of guests recommend

    Not sure what motel, hotel we stayed in back in about 65 when we visited Key West! It was right next to the ocean there with a pool!

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  • 2
    Southernmost House

    Southernmost House

    Class:
    4 reviews
    Excellent! - 90% of guests recommend

    We stayed here for a few nights couple of years back. Very chic, superior atmosphere and surroundings. Excellent pool. Breakfast was on a slim side. My daughter loved the bunny rabbits all over the place. One of the best places ever. Conveniently located within walking distance of restaurants - at the end of the road so no traffic noises.

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  • 3
    Parrot Key Hotel and Resort

    Parrot Key Hotel and Resort

    Class:
    4 reviews
    Excellent! - 85% of guests recommend

    This place is ridiculously nice for the price. You essentially rent a multifloor house that is incredibly comfortable. The pools are centrally located in the middle of the resort and depending on which units you rent, you can have a nice semi private back area off the patio to sunbathe in facing the water. The resort is right next to ...

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  • 4
    Pier House Resort and Spa

    Pier House Resort and Spa

    Class:
    4 reviews
    Excellent! - 88% of guests recommend

    Choosing a hotel in Key West is not easy. The town is literally coated in unique offerings, from B&B's in historic homes to mangrove-lined hideaways or big-box hotels with a tropical twist, lining ever-vibrant Duval Street. We suggest the Pier House Resort and Spa. It is literally in the middle of everything, without putting you in the middle of everybody. ...

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  • 5
    Knowles House B&B

    Knowles House B&B

    3 reviews

    Great place with very friendly and accommodating staff.

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  • 6
    Casa Marina Resort - The Waldorf Astoria Collection

    Casa Marina Resort - The Waldorf Astoria Collection

    Class:
    3 reviews
    Very Good! - 81% of guests recommend

    The Casa Marina is luxurious and elegant in every way. The spacious open lobby lined with couches is just a taste of the comfort each room offers. Spend the day lounging by one of the pools sipping a cocktail. Then take a sunset stroll out on the dock. Or grab a snorkel and jump in for an eye full. The ...

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  • 7
    The Inn at Key West

    The Inn at Key West

    Class:
    2 reviews
    Very Good! - 82% of guests recommend

    Stayed here for 4 days in pure luxury....staff were awesome..Place is very clean & well located..

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  • 8
    Ocean Key Resort & Spa

    Ocean Key Resort & Spa

    Class:
    2 reviews
    Excellent! - 91% of guests recommend

    It had been raining on my drive in and the storms were coming in intermittently affecting my stay... though I understand most would be discouraged by the weather however I enjoyed it immensely. I found it all very soothing and relaxing... minus the hurricane winds and rain coming at me sideways. On another note, I find it key that the ...

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  • 9
    Hyatt Key West

    Hyatt Key West

    Class:
    2 reviews
    Excellent! - 89% of guests recommend

    we had our lunch on this great terrace. just a perfect hotel in perfect spot, we however had already a bed and breakfast

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  • 10
    Doubletree Grand Key Resort

    Doubletree Grand Key Resort

    Class:
    2 reviews
    Very Good! - 84% of guests recommend

    This was by far an excellent Hilton stay for us. The service was great and all of the staff were friendly and ready to help with anything and everything. The shuttle ran every hour to 3 stops on the island and they had a separate shuttle to take you other places. The concierge was exceptionally knowledgeable and booked everything for ...

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  • 11
    Crowne Plaza Key West La Concha

    Crowne Plaza Key West La Concha

    Class:
    2 reviews
    Good! - 77% of guests recommend

    Home to Key West's "other" sunset celebration. Most visitors to the island head over to Mallory Square for sunset, but those in the know avoid the crowds and get a much better view at the rooftop bar on the La Concha hotel. The vantage point from up here is stunning - it's one of the highest buildings on the island, ...

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  • 12
    Sunrise Suites Resort

    Sunrise Suites Resort

    Class:
    2 reviews
    Good! - 76% of guests recommend

    When I stayed here with family, our condo had two separate bedrooms and baths, as well as a full kitchen, which is really nice considering the price (there were 3 families sharing that one condo). The balcony only has views of adjacent buildings, but it's still nice to be able to enjoy the Key West weather. Very convenient and close ...

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  • 13
    The Reach, A Waldorf Astoria Resort

    The Reach, A Waldorf Astoria Resort

    Class:
    2 reviews
    Good! - 79% of guests recommend

    Our room was pretty expensive and about 15blocks away from the main bars. We had a view of the beach however you could barely see it because of the huge tree in the middle of the courtyard

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  • 14
    Alexander's Guesthouse

    Alexander's Guesthouse

    1 review

    Loved this guesthouse in Key West. Even though we were a straight couple, it was lovely and everyone we met was amazing. Would stay again in a heartbeat.

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  • 15
    Sunset Key Guest Cottages, A Westin Resort

    Sunset Key Guest Cottages, A Westin Resort

    Class:
    1 review
    Excellent! - 86% of guests recommend
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  • 16
    Hyatt Windward Pointe

    Hyatt Windward Pointe

    Class:
    1 review
    Excellent! - 90% of guests recommend

    Though this is essentially a timeshare property, many of the units are rented out like hotel rooms. Every unit has a lovely porch that catch the ocean breezes. Our unit was perfectly situated so that it looked out over the ocean and the beautifully kept grounds.

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  • 17
    Truman Hotel

    Truman Hotel

    1 review

    Friendly staff, clean & updated guest rooms, perfect pool & lounge area (especially if you're there with a group). We thoroughly enjoyed our stay! Only 2 blocks from Duval St.

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  • 18
    Garden House

    Garden House

    1 review
    Excellent! - 89% of guests recommend
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  • 19
    Radisson Hotel Key West

    Radisson Hotel Key West

    Class:
    1 review
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  • 20
    The Mermaid & The Alligator

    The Mermaid & The Alligator

    1 review

    Absolutely beautiful, very nice & friendly Bed & Breakfast

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