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with Pool Homes for Rent in Shelter Island, NY

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  1. Ideally located in East Hampton Village a mere stone's throw from the intersection of Main Street and Newtown Lane is this sophisticated and cozy one level, two bedroom, two full bath cottage available for summer rental. This perfect East Hampton ...
    Mary Slattery ·3 hours ago on RealtyWW
  2. Lose yourself in the luxury and serenity of this Hamptons dream retreat on nearly an acre of lush grounds, while enjoying a prime location close to beaches and Bridgehampton Village! Situated south of the highway on the border of Water Mill and Br...
    Felicitas Kohl ·1 day ago on RealtyWW
  3. Overlooking Noyac Bay, this summer retreat has a tennis court, pool, spa, and tons of outdoor entertaining space. If you're a large party, looking for a last minute rental that is completely private and yet moments from the village and marinas, lo...
    Kyle Koz ·2 days ago on RealtyWW
  4. This charming home in the Clearwater area of Springs, a private community, offers a perfect place to relax and recreate. The house features 3 Bedrooms, 2 baths, a living room, dining area, kitchen and a family room. Relax on the deck or sit by the...
    Demi Reichart ·2 days ago on RealtyWW
  5. Offered Season 2024 for $275, 000 Totally renovated with the finest historic details, offering spacious, light-filled double parlors, a grand chef's entertaining kitchen fully opens to an expansive porch with built in heating for chilly nights, a ...
    Susan Sprott ·2 days ago on RealtyWW
  6. This shingled Southampton classic with 4 bedrooms, 3 full and 1 half baths, is moments from the heart of the Village. Enter through a welcoming sunroom through to a living room with fireplace, dining room with bay window and French doors opening t...
    Sharon Stern ·3 days ago on RealtyWW
  7. Rental Reg 21-779 exp. 6/28/23. Also available: Weekly 5/26/23 - 9/4/23 $50K, June for $75K. Located in desirable Amagansett Dunes, this impeccable modern beach house is just a short distance to the ocean beaches. The main floor has a spectacular ...
    Ethan Dayton ·2 days ago on RealtyWW
  8. Down a long drive, this charming Hamptons classic house is situated on a professionally landscaped acre. Tucked away in a quiet community and only a stone's throw to both Bridgehampton and Sag Harbor villages. This stylish professionally decorated...
    Kyle Koz ·3 days ago on RealtyWW
  9. This recently renovated four bedroom home is found down a long private driveway just minutes from Southampton Village. The main level features a huge open concept gourmet kitchen, sunken casual seating, half bath, formal living room and a dining r...
    Kristin Regan ·3 days ago on RealtyWW
  10. This well-cared for three bedroom, three and one-half bath transitional style saltbox home with heated pool is turnkey and ready for you! The natural light from skylights welcome you to the living room which offers generous vaulted ceilings. A bea...
    Sarah Doud ·3 days ago on RealtyWW
  11. If you are searching for that perfect summer home, look no further! This impeccable contemporary tucked away on a very secluded half acre boasts 3 bedrooms, each with its own bath! The open floor plan includes oversized skylights, gleaming hardwoo...
    Shirley Talmage ·3 days ago on RealtyWW
  12. Just outside East Hampton Village proper, and only.7 mile to the village shops, restaurants, parks, and transportation, lies this newly renovated 3 bedroom, 3 bath home with separate garage. Sited on a fully cleared.43 acre and located on a quiet ...
    Pamela Walsh ·3 days ago on RealtyWW
  13. GORGEOUS WATER MILL GAMBREL Gated beautiful traditional in Water Mill, with 6 bedrooms, 6 1/2 baths. The primary bedroom is huge, all other bedrooms ensuite. All amenities are top of the line, with an outstanding kitchen, formal dining room, finis...
    Andrea L Ackerman ·4 days ago on RealtyWW
  14. This custom built designer home, was just completed. This home is truly a piece of art, with impeccable interior + architectural design, and fully customized. The first and second floors are a total of 3700sqft, with open concept floor plans, offe...
    Erin Hand ·3 days ago on RealtyWW
  15. Peaceful Summer Getaway Amazing summer rental opportunity! Spectacular 3 Bedroom, 3.5 Bath contemporary Hamptons home with perfect indoor/outdoor entertaining spaces. Lush 1.6+/- private acres with an extremely private and fenced rear yard. Privat...
    Kim Slater ·4 days ago on RealtyWW
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