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Cherry Grove Seasonal Rentals


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  • 287 Bay Walk, Fire Island Pines, New York 11782

    $1,850,000

    4 3.5

    Bayviews and Sunsets... This large contemporary is available for you next vacation. Open floor plan with high ceilings and walls of light and views of the Great South Bay. Multiple decks for outdoor entertaining with retractable awning make outside dining a pleasure. The large living ro [...]

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  • 21 Widgeon Walk, Fire Island Pines, New York 11782
    4 4.5

    Now Available as a 2 Bedroom Winter Rental! Quality built and thoughtfully designed with walls of glass and gleaming hardwood floors. Four bedrooms with en suite baths, Central Air/Heat, Fireplace, Solar Heated Pool, Hot Tub, Outdoor Shower and Roof Deck. Sub Zero Refrigerator, Viking Gas [...]

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  • 281 Shady Walk, Fire Island Pines, New York 11782

    $20,000

    1 1

    Spectacular one bedroom with shared pool and hot tub. Available Weeks: May 1 May 8 May 15 May 22 May 29 July 24 August 28 September 11 September 18 September 25

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  • 302 Fire Island Blvd, Fire Island Pines, New York 11782
    3 2

    Quaint and comfortable 3 bedroom with pool. Newly renovated bathroom, updated kitchen and stylish decor make this rental perfect for your beach get-a-way.

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  • 260 Bay Walk, Fire Island Pines, New York 11782

    $12,000

    3 3

    Enjoy a beautiful sunset on the bay in this newly renovated bay front home with central air, heated pool and jacuzzi. Main living room has a projection screen TV. All bedrooms are furnished with queen beds and wired for sound and satellite. State of the art kitchen with a sub zero refrigerator [...]

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  • 311 Fire Island Blvd, Fire Island Pines, New York 11782

    $28,000

    2 2.5

    Monthly Rental Elegance defined! Luxury doesn’t get much better than this...newly renovated with its private yard and full-size pool is the perfect escape from the stresses of life. Formal Outdoor Dining. Private Master Suite...this space feels like you've stepped into the pages of R [...]

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  • 442 Sail Walk, Fire Island Pines, New York 11782

    $2,250,000

    5 4
    Taxes: 12452

    Breathtaking views of the Atlantic Ocean, the Great South Bay, The Fire Island National Seashore and Exclusive Water Island. Open living room / kitchen layout with panoramic views of our communities East End. 2 huge master suites, privacy for all guests. This 5 bedroom is complete with al [...]

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  • 312 Fire Island Blvd, Fire Island Pines, New York 11782

    $14,500

    3 3

    $14,500.00 / Quarter Share Memorial Day Quarter $26,500.00 / Half Share 11 week Half includes July 4 and Pines Party Newly renovated with flat screen tvs in living room and three bedrooms, A/C and a heated Pool.

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  • 100 Fire Island Blvd, Fire Island Pines, New York 11782
    4 3

    This quaint 4 bedroom 3 bath cottage is perfect for your summer get away! Situated just outside the harbor, you are in the heart of the action!! Cook it up in the newly updated kitchen with granite counters and refinished hardwood floors. Each bedroom has a private entrance and persona [...]

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