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Shelter Island Heights, NY Homes for Rent

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  • /27

    $7,500 per month

    • 4 Beds
    • 2.5 Baths
    • 2,825 Sq Ft
    • House for Rent

    42 N Menantic Rd, Shelter Island, NY 11964

    Escape to Tranquility Base, a light-filled modern retreat where timeless mid-century style meets today’s elevated comforts. Thoughtfully renovated and expanded, this 4-bedroom, 2.5-bath home is surrounded by lush, landscaped grounds and designed for seamless indoor–outdoor living—thanks to five sliding glass doors that open to a heated gunite pool and expansive entertaining deck.Enjoy the

    Jeanmarie Bay William Raveis New York LLC

    42 N Menantic Rd, Shelter Island, NY 11964
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    $63,000 per month

    • 3 Beds
    • 2 Baths
    • 1,487 Sq Ft
    • House for Rent

    4 Ivy Place, Shelter Island, NY 11964

    Located in Hay Beach, this year round furnished rental is available and fully furnished. 3 bedrooms and 2 full baths is located in the beautiful area of Hay Beach, just 2 minutes from Gardiners Bay Country Club. Large living room with fireplace and sliders out to the large awning covered deck. Large loft area off the living room could serve as an office area of for overflow guests.

    Sheri Winter Parker Corcoran

    4 Ivy Place, Shelter Island, NY 11964
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    $50,000 per month

    • 3 Beds
    • 3 Baths
    • 3,000 Sq Ft
    • House for Rent

    28 Gardiners Bay Dr, Shelter Island Heights, NY 11965

    Experience the ultimate in tranquility and luxury at this secluded oasis, where every moment is a picturesque escape. Discover breathtaking panoramic water views and soak in the mesmerizing sunrise & sunsets over Gardiner's Bay from just about every room in the house. Boasting an impressive layout featuring an open plan den/media room, dining room, and chef's kitchen-all thoughtfully designed to

    Michael Brennan Douglas Elliman Real Estate

    28 Gardiners Bay Dr, Shelter Island Heights, NY 11965
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    $40,000 per month

    • 5 Beds
    • 4 Baths
    • House for Rent

    37 Gardiners Bay Dr, Shelter Island, NY 11964

    Within close proximity to sandy Hay Beach, this immaculate 4 bedroom, 4 bath cedar shingled three-level modern has the spirit of living in a birds nest with sliding glass doors and porches everywhere overlooking cherry trees and wrap around deck, bay breezes blow throughout gently. The kitchen is a chef's delight, with granite counters, maple cabinets, Viking stove, Monogram refrigerator, Bosch

    37 Gardiners Bay Dr, Shelter Island, NY 11964
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    $18,000 per month

    • 5 Beds
    • 2 Baths
    • House for Rent

    6 Summerfield Place, Shelter Island, NY 11964

    Charming Summer Victorian on Water. The peaceful living room and dining room are surrounded by the stunning waterfront porch The open and comfortable eat-in-kitchen and family room are comfortable essentials to this easy living home. First floor bedroom with full bath along with five craftsman's bedrooms and waterfront screened in porch on the second floor completes this charmer! Near

    6 Summerfield Place, Shelter Island, NY 11964
  • /20

    $38,500 per month

    • 3 Beds
    • 1 Bath
    • House for Rent

    91 Shore Rd, Shelter Island, NY 11964

    A romantic and secluded summer getaway. Enjoy a front row seat to breathtaking and dramatic views of the Shelter Island Sound, Crescent (Sunset) Beach, Quinipet Sailing, North Ferry, Greenport, Southold and 4th of July fireworks. Conveniently just steps from Kissing Rock, Crescent Beach, The Pridwin Hotel (Spa and Restaurant), Sunset Beach (Restaurant and Nightlife), Shelter Island House

    91 Shore Rd, Shelter Island, NY 11964
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    $115,000 per month

    • 3 Beds
    • 2 Baths
    • House for Rent

    16 Little Ram Island Dr, Shelter Island, NY 11964

    In one of the most sought after locations on Shelter Island, this original waterfront cottage has the most beautiful water views overlooking Coecles harbor to Gardiners Bay, with full sunlight from Sunrise to Sunset. This 4 bedroom 2 bath property sits at the end of a long winding driveway providing great privacy. There has been a new kitchen renovation now providing water views while cooking.

    16 Little Ram Island Dr, Shelter Island, NY 11964
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    $90,000 per month

    • 6 Beds
    • 5 Baths
    • House for Rent

    15 Montclair Ave, Shelter Island, NY 11964

    Enjoy all The Hamptons have to offer in this newly recreated waterfront home in the heart of West Neck Harbor! Complete with a boat and complimentary captain at the end of your private dock. Every detail was masterfully thought through by a leading design team. The floor plan offers a first-floor primary suite, four additional private guest bedrooms with two gracious common living spaces, a

    15 Montclair Ave, Shelter Island, NY 11964
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    $75,000 per month

    • 6 Beds
    • 4.5 Baths
    • 4,600 Sq Ft
    • House for Rent

    15 Montclair Ave, Shelter Island, NY 11964

    Enjoy all The Hamptons have to offer in this newly recreated waterfront home in the heart of West Neck Harbor! Complete with a boat and complimentary captain at the end of your private dock. Every detail was masterfully thought through by a leading design team. The floor plan offers a first-floor primary suite, four additional private guest bedrooms with two gracious common living spaces, a

    Margot Reutter Corcoran

    15 Montclair Ave, Shelter Island, NY 11964
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