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67 Results
  • 0.23 miPier House Resort and Spa
    0.23 mi from Cypress House Key West
    9.17 reviews
    Popular withLuxuryNightlifeFamilies

    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 ...

    • Free WiFi
    • Swimming Pool
    • Fitness Center
    • Pets Allowed
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  • 0.16 miSmallest Bar Inn (Formerly Old Customs House Inn)
    0.16 mi from Cypress House Key West
    7.69 reviews
    Popular withBusiness

    I stayed in room studio #2 and this place is organized and clean. There's a small kitchen and living room with a flat screen TV with one bed and a ...

    • Free WiFi
    • Restaurant
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  • 0.07 miSimonton Court Historic Inn and Cottages
    0.07 mi from Cypress House Key West
    9.02 reviews
    Popular withHistory

    Consists of a B&B and several cottages, it's casual yet tastefully done. The main inn is an old cigar factory. Service is great. The staff who work there are incredibly ...

    • Swimming Pool
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  • 0.25 miOcean Key Resort & Spa
    0.25 mi from Cypress House Key West
    8.54 reviews
    Popular withLuxuryNightlifeArtsy

    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 ...

    • Free WiFi
    • Swimming Pool
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  • 0.2 miHyatt Centric Key West Resort and Spa
    0.2 mi from Cypress House Key West
    8.73 reviews
    Popular withLuxuryFamilies

    Kids love this property, with its winding pathways through shady garden nooks, turtle ponds everywhere, and it’s big, round pool overlooking the Gulf of Mexico. The restaurant, Shor, serves a ...

    • Free WiFi
    • Restaurant
    • Swimming Pool
    • Fitness Center
    • Pets Allowed
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  • 0.21 miCrowne Plaza Key West La Concha
    0.21 mi from Cypress House Key West
    8.03 reviews
    Popular withBusinessFamiliesHistory

    The La Concha dates back to 1926, and has hosted luminaries like Ernest Hemingway and president Harry Truman. Playwright Tennessee Williams supposedly penned the final draft of A Streetcar Named ...

    • Free WiFi
    • Restaurant
    • Swimming Pool
    • Fitness Center
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  • 0.14 miThe Saint Hotel Key West
    0.14 mi from Cypress House Key West
    10.02 reviews
    Popular withNightlifeHipstersLGBTQ

    I’d move into this boutique hotel if I could. From the moment you walk up the red-carpeted stairs through the curtains to the porch, open the giant red door and ...

    • Free WiFi
    • Restaurant
    • Swimming Pool
    • Fitness Center
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  • 0.0 miCypress House Key West
    0.0 mi from Cypress House Key West
    9.02 reviews
    Popular withHistory

    Cypress house sits a block away from the action on downtown Duval Street and within bike riding distance of Fort Zachary Taylor State Park. Built in 1888, Cypress House was ...

    • Free WiFi
    • Swimming Pool
    • Free Breakfast
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  • 0.22 miIsland City House Hotel
    0.22 mi from Cypress House Key West
    10.01 review
    • Free WiFi
    • Swimming Pool
    • Free Parking
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  • 0.19 miMarquesa Hotel
    0.19 mi from Cypress House Key West
    8.01 review
    Popular withFamilies

    It is a beautiful hotel, very elegant in a really quiet position. It is quite expensive but it offers a really comfortable accomodations. It is stylish and very well designed. ...

    • Restaurant
    • Free Parking
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  • 0.08 miAmsterdam's Curry Mansion Inn
    0.08 mi from Cypress House Key West
    8.01 review
    Popular withHistory

    Tucked just far enough off Caroline St to not be bombarded by the craziness that can be Duval St, The Curry Mansion is old historical Florida charm. Within easy walking ...

    • Free Parking
    • Pets Allowed
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  • 0.12 miGarden House
    0.12 mi from Cypress House Key West
    10.01 review
    • Free WiFi
    • Swimming Pool
    • Free Breakfast
    • Airport Transfer
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  • 0.21 miL'Habitation
    0.21 mi from Cypress House Key West
    10.01 review
    • Free WiFi
    • Free Breakfast
    • Free Parking
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  • 0.93 miSouthernmost Beach Resort
    0.93 mi from Cypress House Key West
    8.213 reviews
    Popular withLuxuryFamilies

    I love this place. If you want to stay next to the beach. Stay at this hotel! Family&kids are welcome

    • Free WiFi
    • Restaurant
    • Fitness Center
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  • 0.94 miSouthernmost House
    0.94 mi from Cypress House Key West
    8.67 reviews
    Popular withHistoryLuxury

    Architecturally, this place looks like nowhere else in Key West, and is considered a landmark building. Built in 1896 as a private resident for a judge, it became notorious Cuban ...

    • Free WiFi
    • Swimming Pool
    • Free Breakfast
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  • 0.97 miThe Reach, A Waldorf Astoria Resort
    0.97 mi from Cypress House Key West
    7.04 reviews
    Popular withLuxuryFamilies

    This fun, funky property has plenty of fun activities. The private beach happens to be the only natural sand beach in Key West (the rest are manmade.) They rent out ...

    • Free WiFi
    • Restaurant
    • Swimming Pool
    • Fitness Center
    • Pets Allowed
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  • 0.71 miSunset Key Cottages
    0.71 mi from Cypress House Key West
    10.03 reviews
    Popular withLuxuryWellnessBusiness

    Prices may scare you at first, but you can bet to see why it is worth it and the benefits are highly noticeable. The service is very efficient, both at ...

    • Restaurant
    • Fitness Center
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  • 0.57 miTruman Hotel
    0.57 mi from Cypress House Key West
    9.02 reviews
    Popular withArtsy

    Art-deco, South Beach coolness is written all over this spanking-new little boutique hotel. The accommodations aren’t big, but they are fun and filled with flair, such as zebra print rugs ...

    • Free Parking
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  • 0.37 miKnowles House B&B
    0.37 mi from Cypress House Key West
    10.03 reviews
    Popular withHipstersLGBTQ

    Cozy, fun, lovely nice hosts! I feel like we're staying with family!

    • Free Parking
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  • 0.37 miThe Gardens Hotel
    0.37 mi from Cypress House Key West
    8.01 review
    Popular withGreenHistoryOutdoorsy

    Once upon a time, these grounds were the "Peggy Mills Botanical Garden," so strolling the property’s shady brick walkways is a pleasure. The main house dates back to 1870. There’s ...

    • Free WiFi
    • Restaurant
    • Free Breakfast
    • Pets Allowed
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  • 0.74 miLa Te Da
    0.74 mi from Cypress House Key West
    10.01 review

    Lateda is a cabaret, a restaurant, and a resort on the quiet end of Duval Street. The restaurant is outside with a great chef, the bar is friendly and fun, ...

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    • 0.93 miSanta Maria Suites
      0.93 mi from Cypress House Key West
      9.02 reviews
      Popular withFoodiesLuxuryArtsy

      I actually gasped upon first view of a Santa Maria suite. They are spacious, well-decorated in a contemporary, sophisticated style with gorgeous Caribbean accents, comfortable, and spotlessly clean. I loved ...

      • Free WiFi
      • Restaurant
      • Fitness Center
      • Free Parking
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    • 0.85 miBEST WESTERN Hibiscus Motel
      0.85 mi from Cypress House Key West
      7.02 reviews
      Popular withFamilies

      The Hibiscus doesn’t have much in the way of island charm or luxurious amenities, it’s pretty basically a Best Western. But, hey, there’s a big pool for the kids, a ...

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      • 0.5 miAlexander's Guesthouse
        0.5 mi from Cypress House Key West
        10.01 review
        Popular withLGBTQLuxuryFoodies

        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.

        • Free Parking
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      • 0.41 miEden House
        0.41 mi from Cypress House Key West
        10.01 review
        Popular withLGBTQHipstersFamilies

        Fun, friendly Eden House is located slightly on the outskirts of the tourist area of Key West (you can rent a bike on the property) and there are several great ...

        • Free WiFi
        • Restaurant
        • Swimming Pool
        • Fitness Center
        • Free Parking
        • Airport Transfer
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      • 0.91 miSouthernmost Point Guest House
        0.91 mi from Cypress House Key West
        10.01 review
        Popular withLuxuryNightlifeFoodies
        • Free WiFi
        • Swimming Pool
        • Free Breakfast
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      • 0.63 miOrchid Key Inn
        0.63 mi from Cypress House Key West
        10.01 review
        Popular withLGBTQNightlifeArtsy

        This cute, cozy boutique inn is on the part of Duval Street where bad touristy chain restaurants and bars blasting classic rock disappear, replaced by cozy wine bars and art ...

        • Free WiFi
        • Swimming Pool
        • Free Breakfast
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      • 0.62 miAlmond Tree Inn
        0.62 mi from Cypress House Key West
        10.01 review
        Popular withNightlifeFamilies

        What a cute little property, well-shaded by mature trees, with winding brick pathways. It’s a great location, moments away from upper Duval Street’s bars, restaurants, and art galleries, but far ...

        • Free WiFi
        • Swimming Pool
        • Free Breakfast
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      • 0.48 miThe Duval House
        0.48 mi from Cypress House Key West
        10.01 review

        We came down to Key West for a wedding that was so beautiful! If you are looking for a clean, and very local place to stay this is it. I ...

        • Free WiFi
        • Swimming Pool
        • Free Breakfast
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      • 0.38 miVillas Key West
        0.38 mi from Cypress House Key West
        10.01 review

        Our place was spotless! Large full kitchen. You could have cooked Thanksgiving dinner with ease. Very cozy, private. Nice front patio. Adorable cat that lives on the grounds. I would ...

        • Free WiFi
        • Swimming Pool
        • Free Breakfast
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