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Southold Rentals

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    Showing 121 - 130 of 584 results| view:  results per page« first|...|11|12|13|14|...|last »
    • Snappy, Pop Summer Home In Harbor Lights Bay Front Community. Ideal Weekender Features Cac, 4 Bedrooms And 3 Baths, Living Room With Wood Burning Fireplace, Eik, Dinning Room, Den And Family Room/Home Office. Something For Everyone. Inground, Heated Swimming Pool, Koi Pond, Row To Canal And Dock With Access To Peconic Bay. Outdoor Shower, Conven’t Location Near Wineries
      600 Windjammer Drive Southold NY, 11971
      $3,000 - $35,000
      4 Bedrooms 3 Full Baths Sq. Ft. 1800.00:# Square Feet
      Single Family Sold ML# 2462071
      Snappy, Pop Summer Home In Harbor Lights Bay Front Community. Ideal Weekender Features Cac, 4 Bedrooms And 3 Baths, Living Room With Wood Burning Fireplace, Eik, Dinning Room, Den And Family Room/Home Office. Something For Everyone. Inground, Heated Swimming Pool, Koi Pond, Row To Canal And Dock With Access To Peconic Bay. Outdoor Shower, Conven’t Location Near Wineries
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Welcome to your perfect summer getaway nestled in the heart of North Fork wine country. This recently renovated Southold rental offers the epitome of luxury and comfort, greeting you with a bright and airy living space, adorned with top-of-the-line appliances, furnishings and tasteful decor. The open-concept layout seamlessly connects the living area to the fully equipped kitchen, boasting state-of-the-art appliances that make cooking a joy. Whether you’re preparing a gourmet meal or simply brewing your morning coffee, you’ll appreciate the convenience and style of these modern amenities. With three cozy bedrooms and two pristine bathrooms, there’s ample space for the whole family or friends to unwind and recharge after a day of exploring. Outside, a spacious yard beckons you to soak up the summer sun or savor al fresco dining amid the lush greenery of the landscaped garden. Whether you’re hosting a barbecue with loved ones or simply enjoying a quiet moment, this outdoor oasis provides the perfect backdrop for making memories. As if that weren’t enough, this summer rental includes all utilities, so you can relax and enjoy your stay without worrying about additional costs. The only thing you’ll need to arrange is housekeeping, required every two weeks to maintain the pristine condition of this exquisite retreat. Don’t miss your chance to experience the best of Southold living in this impeccably designed summer rental (Southold Town rental permit #1074) 25
      145 Custer Avenue Southold, NY 11971
      $9,750
      3 Bedrooms 2 Full Baths
      Single Family For Rent Withdrawn ML# 3542805
      Welcome to your perfect summer getaway nestled in the heart of North Fork wine country. This recently renovated Southold rental offers the epitome of luxury and comfort, greeting you with a bright and airy living space, adorned with top-of-the-line appliances, furnishings and tasteful decor. The open-concept layout seamlessly connects the living area to the fully equipped kitchen, boasting state-of-the-art appliances that make cooking a joy. Whether you’re preparing a gourmet meal or simply brewing your morning coffee, you’ll appreciate the convenience and style of these modern amenities. With three cozy bedrooms and two pristine bathrooms, there’s ample space for the whole family or friends to unwind and recharge after a day of exploring. Outside, a spacious yard beckons you to soak up the summer sun or savor al fresco dining amid the lush greenery of the landscaped garden. Whether you’re hosting a barbecue with loved ones or simply enjoying a quiet moment, this outdoor oasis provides the perfect backdrop for making memories. As if that weren’t enough, this summer rental includes all utilities, so you can relax and enjoy your stay without worrying about additional costs. The only thing you’ll need to arrange is housekeeping, required every two weeks to maintain the pristine condition of this exquisite retreat. Don’t miss your chance to experience the best of Southold living in this impeccably designed summer rental (Southold Town rental permit #1074)
      Presented By: Douglas Elliman Real Estate  631-354-8100
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • New Construction with all high end finishes. First Floor Primary Suite. Three additional oversized bedrooms - all ensuite. 2 King beds, 2 Queen beds. Den/Office facing inground pool, Huge 2nd Fl Bonus Room, 5.5 Luxurious Baths. Every detail has been carefully considered and designed to accommodate multiple guests. Close to shopping, multiple parks, beaches, golf and fine dining. This is Truly an Entertainer’s Delight! 32
      630 Calves Neck Rd Southold, NY 11971
      $15,000
      4 Bedrooms 5 Full Baths 1 Half Bath Sq. Ft. 4400.00:# Square Feet
      Single Family For Rent Withdrawn ML# 3542038
      New Construction with all high end finishes. First Floor Primary Suite. Three additional oversized bedrooms - all ensuite. 2 King beds, 2 Queen beds. Den/Office facing inground pool, Huge 2nd Fl Bonus Room, 5.5 Luxurious Baths. Every detail has been carefully considered and designed to accommodate multiple guests. Close to shopping, multiple parks, beaches, golf and fine dining. This is Truly an Entertainer’s Delight!
      Presented By: Compass Greater NY LLC  516-319-3274
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Beautifully decorated, charming 4 bedroom, 2 bath home with custom details throughout. Complete with an outdoor shower, enjoy the tranquil setting relaxing on the patio or in the luxurious sauna. Revel in the great location conveniently located near sandy beaches, wineries, restaurants, and public transportation. Available for August. Rental Permit #0639. 8
      170 Laurel Avenue Southold, NY 11971
      $12,000
      4 Bedrooms 2 Full Baths
      Misc For Rent ML# 3539926
      Beautifully decorated, charming 4 bedroom, 2 bath home with custom details throughout. Complete with an outdoor shower, enjoy the tranquil setting relaxing on the patio or in the luxurious sauna. Revel in the great location conveniently located near sandy beaches, wineries, restaurants, and public transportation. Available for August. Rental Permit #0639.
      Presented By: Town And Country Real Estate  631-477-5990
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 55 And Over Community Co-Op Available For Rent. 1 Bedroom Ground Floor Unit On The North Fork. Located In The Lovely Town Of Southold With Nearby Shopping, Restaurants , And Transportation. Parking Available.
      55075 Route 25 Southold NY, 11971
      $2,200
      1 Bedroom 1 Full Bath
      Misc Sold ML# 3539811
      55 And Over Community Co-Op Available For Rent. 1 Bedroom Ground Floor Unit On The North Fork. Located In The Lovely Town Of Southold With Nearby Shopping, Restaurants , And Transportation. Parking Available.
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Enjoy all the North Fork has to offer with this beautiful three bedroom, one bath cottage in the town of Southold. Centrally located and a stone’s throw away from the Jitney, LIRR, quaint coffee shops and Founders Landing Beach, this prime location offers convenience as well as privacy. Spend summer evenings enjoying al fresco dining on the deck and then gaze up at the stars surrounding the cozy fire pit in the fully fenced rear yard. The house comes completely equipped with beach chairs, bikes and even a kayak!
      145 Founders Path Southold NY, 11971
      $17,000
      3 Bedrooms 1 Full Bath Sq. Ft. 1200.00:#
      Single Family Sold ML# 3539079
      Enjoy all the North Fork has to offer with this beautiful three bedroom, one bath cottage in the town of Southold. Centrally located and a stone’s throw away from the Jitney, LIRR, quaint coffee shops and Founders Landing Beach, this prime location offers convenience as well as privacy. Spend summer evenings enjoying al fresco dining on the deck and then gaze up at the stars surrounding the cozy fire pit in the fully fenced rear yard. The house comes completely equipped with beach chairs, bikes and even a kayak!
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • In The Heart Of Downtown Southold, Close To Everything Including Einstein Square, Southold General, Maroni’s, Food Market, & All Downtown Shopping. Spacious Apartment Features 3/4 Bedrooms, and 2 Baths, Wood Floors. 15
      54100 Route 25 Southold, NY 11971
      $3,500
      3 Bedrooms 2 Full Baths
      Single Family For Rent Withdrawn ML# 3538553
      In The Heart Of Downtown Southold, Close To Everything Including Einstein Square, Southold General, Maroni’s, Food Market, & All Downtown Shopping. Spacious Apartment Features 3/4 Bedrooms, and 2 Baths, Wood Floors.
      Presented By: Douglas Elliman Real Estate  631-354-8100
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Summer Beckons At This Spacious Retreat In A Private, Park-Like Setting In A Very Desirable Cul-de-Sac Community Of Southold. Featuring Large Gunite Swimming Pool, Deeded Beach, Multiple Bedrooms, Large Sun-Drenched Living Areas That Open To Backyard. Rental Available First 2 Weeks Of August. Come And Get It. Permit#0848 34
      1075 Clipper Drive Southold, NY 11971
      $13,000
      5 Bedrooms 4 Full Baths Sq. Ft. 3600.00:# Square Feet
      Single Family For Rent Withdrawn ML# 3537644
      Summer Beckons At This Spacious Retreat In A Private, Park-Like Setting In A Very Desirable Cul-de-Sac Community Of Southold. Featuring Large Gunite Swimming Pool, Deeded Beach, Multiple Bedrooms, Large Sun-Drenched Living Areas That Open To Backyard. Rental Available First 2 Weeks Of August. Come And Get It. Permit#0848
      Presented By: Douglas Elliman Real Estate  631-354-8100
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Treasure the memories made during the Summer of ’24 at this chic waterview home overlooking Corey Creek. Completely redesigned and renovated in 2017-2018, this four bedroom, four bath (plus outdoor shower) open floor plan post-Modern boasts nearly every amenity. Located off the beaten path in quiet Laughing Waters, this home includes beach rights at the community’s private beach. Listed price is per week. Southold Town requires a minimum occupancy of two weeks. Permit # 0971. 19
      780 Minnehaha Boulevard Southold, NY 11971
      $4,800
      4 Bedrooms 4 Full Baths Sq. Ft. 2082.00:# Square Feet
      Single Family For Rent Withdrawn ML# 3537205
      Treasure the memories made during the Summer of ’24 at this chic waterview home overlooking Corey Creek. Completely redesigned and renovated in 2017-2018, this four bedroom, four bath (plus outdoor shower) open floor plan post-Modern boasts nearly every amenity. Located off the beaten path in quiet Laughing Waters, this home includes beach rights at the community’s private beach. Listed price is per week. Southold Town requires a minimum occupancy of two weeks. Permit # 0971.
      Presented By: Douglas Elliman Real Estate  631-298-8000
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Escape to this idyllic waterfront haven. This summer retreat includes 3-bedrooms and 3-bathrooms, blending luxury and comfort seamlessly. Enjoy modern amenities including a fully equipped Chefs kitchen, and an open concept living space with floor to ceiling windows. Kayak, or Paddle Board from your private dock to the local sandy beach. The property also features a generous outdoor space, perfect for relaxation and entertaining and a Tesla charging station adding additional convenience. Don’t miss the opportunity to make this waterfront sanctuary your summer getaway! 14
      50 Oak Avenue Southold, NY 11971
      $18,000
      3 Bedrooms 3 Full Baths Sq. Ft. 2328.00:# Square Feet
      Single Family For Rent Withdrawn ML# 3536769
      Escape to this idyllic waterfront haven. This summer retreat includes 3-bedrooms and 3-bathrooms, blending luxury and comfort seamlessly. Enjoy modern amenities including a fully equipped Chefs kitchen, and an open concept living space with floor to ceiling windows. Kayak, or Paddle Board from your private dock to the local sandy beach. The property also features a generous outdoor space, perfect for relaxation and entertaining and a Tesla charging station adding additional convenience. Don’t miss the opportunity to make this waterfront sanctuary your summer getaway!
      Presented By: Compass Greater NY LLC  917-848-5102
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    Showing 121 - 130 of 584 results| view:  results per page« first|...|11|12|13|14|...|last »
    OneKey™ MLS The data relating to real estate for sale on this web site comes in part from the OneKey™ MLS. Real Estate listings held by brokerage firms other than Beninati are marked with the Broker Reciprocity logo and detailed information about them includes the name of the listing brokers.
    Office: (631) 765 5333 Fax (631) 765 5225 broker@beninatiassociates.com

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    Office: 52875 Main Road, Southold NY 11971
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