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Long Island Villas

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    C$2,547 Average
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    C$0C$1,000+
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    Travellers to Long Island are booking August dates now. Secure your vacation rental today, and have the perfect trip.
    10 Matching Rentals in Long IslandView all 481 rentals
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    5 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Central Heating
    • Grill
    • Hot Tub
    • Patio
    • Terrace
    • Wi-Fi
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    55 Shore is a spectacular waterfront villa on Shelter Island, just a short walk from Sunset Beach and its stylish hotel. Enjoying panoramic bay and sunset views and a private beach with two boat docks, the 7,500 square-foot villa features beautiful alfresco living areas, exquisite interior spaces,...
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    Shelter Island Heights, Shelter Island 11965
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    7 Bedrooms, 7 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Heated)
    • Sauna
    • Air Conditioning
    • Hot Tub
    • DVD Player
    • Washer
    • Cable/satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful estate home in Water Mill, New York borders the prestigious Matt Lauer's 40 acre horse farm with distant ocean views. This estate features 7 bedrooms with 7 en suite bathrooms, 2 1/2 baths, two master bedrooms. There are five full masonry fireplaces, pool room, wine room, cigar...
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    Water Mill, Hamptons 11976
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 10
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    4 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    • Wi-Fi
    • Grill
    • Central Heating
    • Hot Tub
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Please note: Posted rates are for weekend bookings only. For weekday rates, contact a Villa Specialist.   The quintessential Infamous Hamptons showcases the posh, yet understated style characteristic to this legendary holiday destination. In an area of New York renown for its five star...
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    Southampton, Hamptons 11968
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 9
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Washer
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Sauna
    • Wi-Fi
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Great Hamptons style in Amagansett's Bell Estate. Less than two miles to ocean beaches and one mile from the bay, close to town, has every amenity and plenty of style. Overlooks a 60-foot heated gunite pool. Details include marble baths, wide plank Walnut flooring, cathedral ceilings, sound system,...
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    Amagansett, Hamptons 11930
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Private Garden
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Secure Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    From beautiful views and charming traditional architecture to a convenient location, the best of the Hamptons is at Water Mill Retreat This luxury vacation rental offers 7,000 square feet of living space, including five suite-style bedrooms, all in a modern take on the classic shingle-style house....
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    Water Mill, Hamptons 11976
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    7 Bedrooms, 8 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Hot Tub
    • Patio
    • Grill
    • Central Heating
    • Sauna
    • Internet Access
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Traditional style meets classic Hamptons scenery at Summergrove House. Set on three private acres in Water Mill, this newly built vacation rental makes a gorgeous backdrop for a summer getaway with family or friends. Resort-worthy amenities make it easy to entertain, while custom finishes ensure a...
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    Location Information
    Water Mill, Hamptons 11976
    Holiday Rental House - 7 Bedrooms, 8 Bathrooms, Sleeps 14
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Balcony
    • Cable/satellite TV
    • Hot Tub
    • Patio
    • Air Conditioning
    • Terrace
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Find luxurious living in the Northeast when you stay at this 2-bedroom, 2-bath vacation rental villa which sleeps 5 in Montauk. This zen-style home is the perfect respite to return to after a day exploring downtown or walking the beach - just minutes away! From the peaceful wraparound deck, to the...
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    Location Information
    Montauk, Hamptons 11954
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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