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Jackson Square

632 properties found in Key West

  • Passover Cottage

    Passover Cottage

    Downtown Key West
    Located merely a 7-minute walk from the downtown commercial zoned Duval Street, Passover Cottage Key West features a private swimming pool and can accommodate up to 4 guests.
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  • The Conch House Heritage Inn

    The Conch House Heritage Inn

    Downtown Key West Steps from Duval Street - 500m
    "Elegant historic accommodations"
    • Listed on the National Register of Historic Places

    • Charming Victorian architecture with modern comforts

    • Adults-only atmosphere ensuring tranquility

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    US$ 345 price for 1 night
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  • Duval Breeze By Avantstay

    Duval Breeze By Avantstay

    Downtown Key West
    Located around a 25-minute stroll from C. B. Harvey Rest Beach Park, the 2-bedroom Duval Breeze By Avantstay Key West villa offers a patio with views of pool. Offering a swimming pool views, the Key…
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    US$ 1572 price for 1 night
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  • Duval Sea Turtle By Avantstay

    Duval Sea Turtle By Avantstay

    Downtown Key West
    During the stay at the welcoming Duval Sea Turtle By Avantstay Key West villa, guests can indulge in a Jacuzzi bath or visit USCGC Ingham Maritime Museum, located an 18-minute walk away. Offering…
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    US$ 551 price for 1 night
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  • New Casa Caribe By Brightwild- Two-Story Condo Rooftop Pool

    New Casa Caribe By Brightwild- Two-Story Condo Rooftop Pool

    Downtown Key West
    Overlooking the town, New Casa Caribe By Brightwild- Two-Story Condo Rooftop Pool Key West enjoys a prime setting a 5-minute stroll from Key West Lighthouse and Keeper's Quarters Museum. The 2…
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    US$ 343 price for 1 night
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  • New! Villa Positano - Duval Square Condo, Pool, Hot Tub & Parking

    New! Villa Positano - Duval Square Condo, Pool, Hot Tub & Parking

    Downtown Key West
    Located just 6 minutes by foot from The Ernest Hemingway Home and Museum, the 2-bedroom New! Villa Positano - Duval Square Condo, Pool, Hot Tub & Parking Key West offers opportunities for cycling and…
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    US$ 718 price for 1 night
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  • Ole' Olivia

    Ole' Olivia

    Downtown Key West
    Situated only 6 minutes' stroll from the even Southernmost Point, the 4-bedroom Ole' Olivia Villa Key West is suitable for 8 guests and provides a heated pool to relax in.
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  • Sea Esta Suite - Duval Square

    Sea Esta Suite - Duval Square

    Downtown Key West
    The 2-room Sea Esta Suite - Duval Square Key West boasts a prime location only 7 minutes by foot from the downtown commercial zoned Duval Street. The apartment capacity is based on up to 6 guests.
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    US$ 748 price for 1 night
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  • Ecco Domani By Avantstay

    Ecco Domani By Avantstay

    Downtown Key West
    The welcoming Ecco Domani By Avantstay Key West villa accommodates up to 6 guests and offers proximity to the downtown commercial zoned Duval Street, located just 7 minutes' walk away. Situated 0.9…
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  • Absolutely Paradise

    Absolutely Paradise

    Downtown Key West
    Located around 5 minutes' stroll from the historic Key West Lighthouse, the 3-bedroom Absolutely Paradise Key West villa boasts a heated pool with a sauna. This 3-bathroom holiday home can…
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    US$ 1973 price for 1 night
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  • Almost Southernmost

    Almost Southernmost

    Downtown Key West
    The 4-bedroom Almost Southernmost Key West villa hosts up to 8 guests and provides proximity to the downtown commercial zoned Duval Street, situated merely a 7-minute walk away. Featuring a steam…
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  • Casa Key West-Pool & Free Parking

    Casa Key West-Pool & Free Parking

    Downtown Key West
    The 3-bedroom Casa Key West-Pool & Free Parking Villa is nestled 5 minutes' walk from Southernmost Point of the Continental US Monument and can accommodate up to 8 guests.
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    US$ 1170 price for 1 night
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  • Villa Positano -Rooftop Pool On Duval

    Villa Positano -Rooftop Pool On Duval

    Duval
    Situated 1.4 miles from USCGC Ingham Maritime Museum, Villa Positano -Rooftop Pool On Duval Key West entices guests to explore various tourist attractions in the area.
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    US$ 762 price for 1 night
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  • Pier House Resort & Spa

    Pier House Resort & Spa

    Downtown Key West Steps from Duval - 300m
    4.5
    3158 reviews
    • Private white sand beach

    • Full-service on-site spa

    • Oceanfront dining options

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    US$ 319 price for 1 night
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  • Colony Poolside

    Colony Poolside

    Downtown Key West
    Situated just a 6-minute stroll from the even Southernmost Point, the 1-bedroom Colony Poolside Villa Key West is ideal for up to 2 guests. Boasting a wellness center and spa therapy, this 1-bathroom…
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  • Casa Bonita @ Duval Square R1

    Casa Bonita @ Duval Square R1

    Key West, United States of America
    Casa Bonita @ Duval Square R1 Apartment Key West is located 1.4 miles from USCGC Ingham Maritime Museum and an 18-minute stroll from the very unusual Key West Cemetery.
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    US$ 352 price for 1 night
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  • Kw335Wk Dancing Palms

    Kw335Wk Dancing Palms

    Downtown Key West
    Situated merely a 9-minute walk from Nancy Forrester's Secret Garden, Kw335Wk Dancing Palms Villa Key West entices guests with cycling and fishing in the area.
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    US$ 533 price for 1 night
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  • Breezy Retreat

    Breezy Retreat

    Downtown Key West
    Situated just 5 minutes' stroll from The Ernest Hemingway Home and Museum, the 2-bedroom Breezy Retreat Villa Key West offers opportunities for windsurfing, snorkeling, and fishing in the area. The…
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  • Ocean Key Resort & Spa, A Noble House Resort

    Ocean Key Resort & Spa, A Noble House Resort

    Downtown Key West Heart of action - 300m
    4.5
    4211 reviews
    • Oceanfront dining with sunset views

    • Relaxing spa with Balinese treatments

    • Vibrant LIQUID Pool Bar Lounge

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    US$ 593 price for 1 night
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  • Parrotville

    Parrotville

    Downtown Key West
    Situated about 10 minutes by foot from San Carlos Institute, the 107 ft² Parrotville Key West apartment can host up to 4 guests in Key West. The 2-bedroom apartment provides guests with access to a…
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