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Hotels in Key West near Classic Harbor Line

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Classic Harbor Line

499 properties found in Key West

  • Ole' Olivia

    Ole' Olivia

    Downtown Key West
    Featuring a swimming pool as well as windsurfing, snorkelling, and canoeing for active guests, the 3-bedroom Ole Olivia Villa is located in the Downtown Key West district. Featuring parking, this…
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  • Southernmost Sanctuary

    Southernmost Sanctuary

    1330 Simonton Street
    Located only a 5-minute walk from Southernmost Point of the Continental US Monument, the 6-room Southernmost Sanctuary Villa offers quick access to various city attractions in the vicinity.
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    US$ 118 price for 1 night
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  • Casa Azul-Open Concept Home With Pool

    Casa Azul-Open Concept Home With Pool

    Downtown Key West
    Situated in the Downtown Key West district, within a 500-metre distance of The Studios of Key West Cultural Association, the 3-bedroom Casa Azul-Open Concept Home With Pool comes with a swimming pool…
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  • Catch Of The Day

    Catch Of The Day

    Downtown Key West
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  • Island Pearls

    Island Pearls

    Downtown Key West
    Offering a location merely an 8-minute walk from Red Barn Theatre, the 2-bedroom Island Pearls Villa Key West gives access to various tourist spots in the area.
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  • Winslow'S Bungalows - Key West Historic Inns

    Winslow'S Bungalows - Key West Historic Inns

    Downtown Key West Steps from Duval Street - 750m
    4.5
    256 reviews
    • Three unique outdoor pools

    • Private poolside bungalows available

    • Live music & events at Bungalow Bar

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    US$ 533 price for 1 night
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  • Casa Lima

    Casa Lima

    Downtown Key West
    Located 0.6 km from Key West First Legal Rum Distillery, the 2-bedroom Casa Lima Villa offers opportunities for windsurfing, snorkelling, and canoeing in the area.
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  • The Marquesa Hotel

    The Marquesa Hotel

    600 Fleming Street Steps from attractions - 300m
    "Luxury dining experience"
    • Award-winning boutique restaurant

    • Three sparkling pools

    • Historic Old Town location

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    US$ 440 price for 1 night
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  • Paradise Found

    Paradise Found

    Downtown Key West
    Located a 6-minute walk from the even Southernmost Point, the 2-bedroom Paradise Found Villa gives easy access to various tourist attractions in the area. Guests can enjoy windsurfing, snorkelling…
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  • Conch House

    Conch House

    Downtown Key West
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  • Old Town Manor

    Old Town Manor

    Downtown Key West Steps from Duval Street - 100m
    "Charming, unique, memorable"
    • Top-rated Bed and Breakfast experience

    • Delicious organic breakfast options

    • Pet friendly accommodations available

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    US$ 154 price for 1 night
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  • The Admirals Estate By Last Key Realty

    The Admirals Estate By Last Key Realty

    Downtown Key West
    Situated only a 5-minute stroll from Mallory Square, the 5-bedroom The Admirals Estate By Last Key Realty Key West villa offers a private pool, a spa salon for guests to relax in.
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  • The Toasted Coconut By Last Key Realty

    The Toasted Coconut By Last Key Realty

    Downtown Key West
    4-bedroom The Toasted Coconut By Last Key Realty Villa offers proximity to such city sites as Curry Mansion, located 500 metres away.
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    US$ 798 price for 1 night
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  • The Lime And The Coconut By Last Key Realty

    The Lime And The Coconut By Last Key Realty

    Downtown Key West
    The Lime And The Coconut By Last Key Realty Villa is located in the centre of Key West and offers guests to unwind in a heated swimming pool.
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  • Casa 325 Guesthouse

    Casa 325 Guesthouse

    325 Duval St. Steps from attractions - 300m
    "Spacious suites available"
    • Unique rooms with various amenities

    • Outdoor swimming pool open year-round

    • Free concierge service for bookings

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    US$ 285 price for 1 night
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  • The Zesty Lime By Last Key Realty

    The Zesty Lime By Last Key Realty

    Downtown Key West
    4-bedroom The Zesty Lime By Last Key Realty Villa offers swift access to various city sites, such as Curry Mansion, situated about a 5-minute drive away.
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    US$ 2356 price for 1 night
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  • Casa Amor

    Casa Amor

    Downtown Key West
    Offering parking in the Downtown Key West district, the 2-bedroom Casa Amor Villa is also a 25-minute walk from significant religious sites like the vintage parish "Saint Paul's Episcopal Church of…
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    US$ 1929 price for 1 night
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  • Santa Maria Suites Resort

    Santa Maria Suites Resort

    Downtown Key West Close to Duval Street - 200m
    "Luxury poolside experience"
    • Two heated outdoor pools

    • Spacious two-bedroom suites

    • Gourmet dining at Milagro

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    US$ 190 price for 1 night
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  • Monkey House By Avantstay

    Monkey House By Avantstay

    Downtown Key West
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  • Tennessee Williams By Avantstay

    Tennessee Williams By Avantstay

    Downtown Key West
    Located in the Downtown Key West district, about 5 minutes' walk from Key West Historic Seaport, the 0-bedroom Tennessee Williams By Avantstay Funky Design Pool Key West villa offers pool views.
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