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

(1 - 15 of 179)
  1. Discover the ultimate summer escape with this brand-new cedar shake beach house, ideally situated on Little Peconic Bay. This stunning property boasts 125 feet of private sandy beach, offering unparalleled views of the bay and the charming sailboa...
    Carol Szynaka ·2 hours ago on RealtyWW
  2. Just moments outside of the Village of Sag Harbor and up the road from Long Beach, this 4 bedroom beach house is new to the rental market. The main level of the home is centered upon the updated chef's kitchen which is spacious and well equipped. ...
    Julie Masson ·4 hours ago on RealtyWW
  3. This charming Sag Harbor Village Cottage is set on 0.11 acres with 3 bedrooms, 3 full baths and separate studio with powder room. The first floor is comprised of a living room with fireplace, sitting room, den, dining room with fireplace, full bat...
    Beate Moore ·1 day ago on RealtyWW
  4. Everything about the Hamptons Summer comes to life in this private rental in the Heart of Southampton. Ready to accommodate friends and loved ones with 3 bedrooms, 2 full baths, and sunny pool. Open concept design brings shared living space togeth...
    Alba Jancou ·18 hours ago on RealtyWW
  5. 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 ·1 day ago on RealtyWW
  6. Introducing this four bedroom and three and half bath traditional in East Hampton, just minutes to Main St and all famed Ocean Beaches. Featuring over 2200 square feet, with modern chic furnishings, a grand first floor master suite with two closet...
    John Frangeskos ·17 hours ago on RealtyWW
  7. Set south of the highway and newly renovated, this historic home was originally a potato barn and then an iconic fish market before being converted into a stunning modern three-bedroom, 4.5 bath compound. Less than a mile from Amagansett's famed I...
    Elizabeth Carey ·1 day ago on RealtyWW
  8. Enjoy summer in the Hamptons at this charming and wonderfully maintained traditional home in a bucolic setting in Hampton Farm Estates. Situated on a beautifully landscaped shy acre, conveniently located minutes away from both Bridgehampton and Sa...
    John Esposito ·2 days ago on RealtyWW
  9. Summer in the heart of Southampton! An incredible opportunity to enjoy the best of summer in Southampton is here with this beautiful New Southampton summer getaway! Recently renovated and boasting 1700 sqft of modern and open living spaces offerin...
    Bianca C Canberg ·2 days ago on RealtyWW
  10. AVAILABLE NOW Gorgeous Sag Harbor East Hampton Home w/ Outdoor Oasis on 3+ Acres Welcome to this beautiful 3200 square foot home with 4 bedrooms (3 bedrooms upstairs, 1 bedroom downstairs) and 3 Bath. This spacious home was masterfully finished an...
    Stacey Pitts ·2 days ago on RealtyWW
  11. Flexible on time. May consider adding time before Memorial Day and after Labor Day. Has it all! Spend your summer relaxing poolside and enjoying the tranquility of the beautiful landscape. Charming, immaculate Southampton cottage with 3 bedrooms, ...
    The Corcoran Group - Bridgehampton ·2 days ago on RealtyWW
  12. Sag Harbor (7 bedroom/8.5 bathroom) renovated home: 3 bedrooms w/ ensuite bathrooms, 2 bedrooms share jack/jill bathroom, home office, 3 sitting rooms, gunite salt water pool, gunite heated whirlpool spa, safety fences (removable), pool house w/ b...
    Kristen O'neill ·2 days ago on RealtyWW
  13. Wonderful Southampton village location close to shops and beaches. This four-bedroom, three and a half bath, French country home features a large double-height living room with fireplace, newly renovated eat-in kitchen, and den with a fireplace. L...
    Dawn Murphy ·2 days ago on RealtyWW
  14. Brand new to the rental market in Clearwater Beach, this 4 bedroom, 3.5 bathroom residence offers a luxurious getaway with fabulous amenities. Step inside this newly furnished home with a spacious open floor plan, perfect for entertaining guests o...
    Cassandra Esposito ·3 days ago on RealtyWW
  15. Beautiful views of three mile harbor from your water front pool, patio, and living room with fireplace. Enjoy your summer here with walkable access to the harbor bank, take walks in the morning with the swans. Hardwood floors throughout. Primary r...
    Chelsea Blasko ·3 days ago on RealtyWW
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