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Five Bedroom with Pool Homes for Rent in Shelter Island, NY Between $43,000 and $73,000

(1 - 15 of 32)
  1. Located on a peaceful street just minutes away from the heart of East Hampton Village, this stylishly furnished five bedroom traditional home provides an incredible place to call home for the summer. The first floor offers a double height living r...
    Heather L Saskas ·1 day ago on RealtyWW
  2. Be the first to enjoy this newly renovated and newly furnished classic Hamptons home this Summer. You will be oh so close to East Hampton Village and all the best beaches, dining and shops, while right across the street from a serene nature preser...
    Charlene Wilkinson ·1 day ago on RealtyWW
  3. This impeccably clean five-bedroom, four and one-half bath is being offered for the month of August. Located In Wainscott - just a short distance to both East Hampton and Sag Harbor this property features a spacious living room, beautifully renova...
    Susan Ryan ·1 day ago on RealtyWW
  4. Surrounded by over 10 acres of reserve, this home has all you could ask for - it's like summer camp at your own home. With a 20x50 heated pool surrounded by a travertine patio that gets full sun most of the day, fire pit, swing set, hammocks, a ho...
    Diane Shifman ·1 day ago on RealtyWW
  5. Newly expanded and renovated East Hampton Village home, close to the beach and East Hampton downtown with approximately 4100 sq ft living space on half an acre. There is a bright living room, kitchen and dining room on the first floor, and a finis...
    Laura Molinari ·6 days ago on RealtyWW
  6. New to the rental market is this 5 bedroom, 5 bath perfect traditional in Southampton Village with bike to village beaches, restaurants, and shops. Tastefully decorated and wonderful floor plan for entertaining and easy summer living, this is one ...
    Beth Marano ·1 week ago on RealtyWW
  7. Your Dream Summer Getaway - Nestled in a serene 2 +/- acre gated estate, this exceptional property promises an unparalleled living experience situated conveniently near the town of Sag Harbor and East Hampton. Located on a tranquil cul-de-sac and ...
    Stacee A Blatte ·1 week ago on RealtyWW
  8. WebID 1086791 Historic 1840 Greek Revival Halsey Family House in Bridgehampton Village. Antiques throughout. Acre of lawns/gardens, private/gated, with two acre preserve in rear. New chef's kitchen. All amenities, tennis court, heated pool and h...
    1 week ago on Nest Seekers (via Nest Seekers)
  9. This traditional shingled home with views of Dering Harbor, on almost 3 acres offers privacy and recreation in a beautiful setting. With natural light, tasteful decor a memorable vacation is waiting for you. The living room has a fireplace with vi...
    M. Wein Realty Inc. ·2 weeks ago on LinkURealty
  10. Built in 2020 and available for rent for this first time is this spacious 5 bedroom/5 bath home in the near Northwest Woods, just about 2 miles from the Village. The main living area contains a state of the art kitchen with Viking stove and a larg...
    Merle Buff ·2 weeks ago on RealtyWW
  11. AVAILABLE TWO WEEKS. This Modern day Hamptons Traditional integrates classic Farmhouse lines with the new aesthetic of stylish modern living in an open floor plan designed for today's contemporary lifestyle. Conveniently located off Fresh Pond Roa...
    Kim Slater ·2 weeks ago on RealtyWW
  12. The perfect summer escape awaits! Beautiful stylish new home uilt in 2021. Attention to detail and design, plenty of room to entertain indoors and out. Great property completely landscaped with a resort like vibe. In ground pool, close to Breakwat...
    Diane Mollica ·2 weeks ago on RealtyWW
  13. WebID 3645175 This beautifully renovated five-bedroom, three-bath home offers access to the ocean and village shop. The open kitchen flows seamlessly into the media room, with French doors leading to the inviting heated pool area. The maturely l...
    3 weeks ago on Nest Seekers (via Nest Seekers)
  14. Step inside this beautiful Hamptons home and enjoy the modern yet comfortable feeling. This immaculately kept home is the (large) space to getaway from the real world! Nestled into this quiet neighborhood you can enjoy your private time while stil...
    Posted on RealtyWW
  15. In Southampton at the end of a private road sits KISMET, a modern waterfront oasis prominently situated on Wooley Pond with open access to Peconic Bay. Also offers your own boat dock for all your water recreation. Built by the expert team of Caval...
    Posted on RealtyWW
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