All Rentals

with Air Conditioning Homes for Rent in Shelter Island, NY Between $36,000 and $61,000

(1 - 15 of 43)
  1. Ultra stylish traditional with three bedrooms, two and half baths, very large open living/dining entertaining areas. Central air conditioning. Heated salt water pool and the most wonderful and lush secluded property. Short distance to the beach ma...
    Deborah Srb ·8 hours ago on RealtyWW
  2. Located in the heart of Southampton Village, this lovely turn of the century house was fully renovated and beautifully decorated in 2015. Offerings include a formal dining room, country kitchen, five bedrooms and three baths, central air condition...
    Dawn Petrillo ·8 hours ago on RealtyWW
  3. This well kept Sagaponack home is set on a beautifully landscaped 4.8 acre lot and designed for easy entertaining, Conversation areas inside and out are plentiful. A new modern custom kitchen offers quartz counter tops, stainless steel appliances ...
    Barbara A. Lester ·3 days ago on RealtyWW
  4. Private Southampton property just minutes away from Village and Ocean Beaches. Contemporary home features 4 bedrooms, including a large master suite with sitting room (potential 5th bedroom) and two private decks, 3.5 baths, open living and dining...
    Joe Gonzalez ·5 days ago on RealtyWW
  5. Situated on 2+ acres of land, surrounded by 200+ acres of reserve with miles and miles of hiking trails right out your back door. Clean and uncluttered the way a vacation home should be, this home offers a spacious second floor en-suite master wit...
    Jackie Dunphy ·1 week ago on RealtyWW
  6. Treat yourself to a perfect getaway in the heart of Southampton Village.On this quiet street, you'll find three bedrooms, two baths, central air and pool.All amenities make it easy for you to come home and relax after a big day of shopping, sunnin...
    Pam Jackson ·1 week ago on RealtyWW
  7. Be the first to rent this charming and newly renovated Southampton Village 4 bedroom home--in Southampton Village --south of Hill Street. Located in the Rosko neighborhood between First Neck Lane and Halsey Neck Lane, enjoy quiet streets, a neighb...
    Ritchey Howe ·1 week ago on RealtyWW
  8. Have the best summer in this bright and airy traditional style home conveniently located in a beach community in Sag Harbor Village. Kitchen has 6 burner range, copper sink, large island, extra cold beverage drawers and a kegorator! Four bedrooms ...
    Carol Sharks ·2 weeks ago on RealtyWW
  9. Light-filled home on.61 acres in Sag Harbor, with 4 bedrooms, 3 baths, and a pool. Renovated in 2024, the home features a living room and eat-in kitchen with sliding doors that lead to a spacious deck overlooking the pool area. The first floor als...
    Jennifer Ponzini ·2 weeks ago on RealtyWW
  10. The five-bedroom house enjoys a prime location on a very quiet and private residential cul de sac, while conveniently close to ocean beaches and Southampton Village. This beautiful home sits atop 2 +/- acre property is nicely landscaped. Grounds h...
    Posted on RealtyWW
  11. Nestled on a tranquil cul-de-sac in Sagaponack, this charming 4-bedroom traditional residence, boasting a convenient first-floor master suite, offers an inviting retreat. The expansive open living and dining area provide ample space for gatherings...
    Posted on RealtyWW
  12. WebID 1088023 Rental Registration #: 18-35 You'll be captivated upon entry by the stunning views across Gardiners Bay and beyond to Connecticut offered from every room in this home. This newly constructed +/- 5500 square foot floor plan features...
    Posted on Nest Seekers (via Nest Seekers)
  13. Southampton Village Estate Section rental, steps to the Village and the Ocean, convenient location for all. This home has 6 bedrooms (3) are ensuites including bedroom over the garage with a private entrance. Four and a half bathrooms. Open kitche...
    Posted on RealtyWW
  14. Enjoy this clean, classic contemporary home right on the beach. Watch the sunlight shimmer on the waves from the bright two storied great room, expansive deck, sleek new kitchen, and luxurious primary bedroom. Now renovated and expanded to four ge...
    Posted on RealtyWW
  15. Estate-like, lush privet hedges surround this immaculate, traditional situated on a beautiful.46-acre property on a tranquil lane in Southampton Village. Stylish, light-filled rooms, include a spacious living room, a cozy den/family room with fire...
    Posted on RealtyWW
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