Southold Rentals

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    Showing 31 - 40 of 603 results| view:  results per page« first|...|2|3|4|5|...|last »
    • 340 Locust Lane Southold, NY 11971
      $7,800
      3 Bedrooms 2 Full Baths
      Single Family For Rent Withdrawn ML# 3554527
      **June Special** 6/16-6/30 for $2950.00 (not including security & cleaning fee). Beach house with a modern farmhouse feel! Down the street from Founders Landing Beach, close to town & restaurants. Great location, open floor plan, perfect summer retreat!
      Presented By: Signature Premier Properties  631-765-6000
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 2350 Paradise Shores Rd Southold, NY 11971
      $7,500
      2 Bedrooms 1 Full Bath
      Single Family For Rent ML# 3554180
      Enjoy the Summer in this bright and airy cottage in Paradise Shores. Fully renovated, central air, vaulted ceilings, open floor plan and tons of natural light, this home is welcoming. Relax on the back deck after a day of fun in the sun. Private bay access one block away. Water views in the backyard. Rental Permit #0199
      Presented By: Douglas Elliman Real Estate  631-354-8100
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 50 Lighthouse Rd Southold, NY 11971
      $25,000
      3 Bedrooms 2 Full Baths
      Single Family For Rent Withdrawn ML# 3553592
      Welcome! The moment you lay eyes on this expansive property, you will feel as though you’ve arrived to live out the summer of your dreams. An incredible 3-acre property nestled two blocks from the beach with lots of quiet roads for running, biking and exploring. Throughout the grounds, there are many areas to relax and entertain, including a gorgeous pool area with Wi-Fi, surrounded by hydrangea with an 18x50 gunite heated saltwater pool; double outdoor showers; furnished patio; 3 pergolas; kitchen garden with raised beds and cutting flowers; shade garden; screened-in front porch; playhouse with loft; fire pit; and great lawn. The main house has been lovingly restored and features 3+ bedrooms, 2 bathrooms, a fireplace, den, library, and a fabulous farmhouse kitchen with central HVAC and modern amenities throughout. Surrounded by the North Fork’s award-winning vineyards, marinas, renowned restaurants, farm stands, beaches and great shopping! Permit #1114
      Presented By: Corcoran  631-848-7730
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 475 Youngs Avenue Unit #c Southold, NY 11971
      $8,000
      2 Bedrooms 1 Full Bath Sq. Ft. 900.00:#
      Apartment For Rent ML# 3552884
      Southold, North Fork: Discover the epitome of easy living at Unit C Baldwin T. Payne in Southold, North Fork. This condo-like residence, part of the North Fork Resident’s Inn, offers a one-of-a-kind opportunity to embrace a modern lifestyle in a historic setting. The unit boasts a spacious layout with direct garden access, abundant natural light, and contemporary furnishings. With upscale appliances (including gas range, refrigerator/freezer with ice maker, dishwasher, on-site laundry, and more), wide plank floors, and elegant marble touches, every detail has been carefully considered. The property is conveniently located near public transportation, quality shopping, parks, and beaches, making it an ideal choice for anyone seeking a convenient and comfortable living space. With flexible rates throughout the year (MD-LD $21k; June $6500k; July $7.5k, Aug-LD $8.5k, Bal of Sept or October $5k; November through April $3.5k or year-round $4.5k per mo) and the possibility of bringing pets with landlord approval, this property is a standout option for those looking to vacation or settle into the North Fork lifestyle. Broker/Owner. Rental Permit #0171.
      Presented By: Town And Country Real Estate  631-298-0600
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 350 West Drive Southold, NY 11971
      $18,000
      3 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 1900.00:#
      Single Family For Rent ML# 3552153
      Rental Permit #0609 Enter a sanctuary of light and space in this beautifully designed home, where the grandeur of the Long Island Sound meets serene beachside living. As you enter, you’re greeted by a stunning wall of windows that invites the outside in, setting a tranquil tone throughout the residence. The first floor offers three well-appointed bedrooms, including a master with en-suite bathroom with its own private deck accessed through sliding glass doors-an ideal retreat for morning coffees or evening relaxation. Two additional bedrooms have a full bathroom across the hall. Additionally, a separate laundry room provides practical utility without compromising on style. Ascend to the second floor and discover the heart of the home: an open concept living area that combines the living room, dining room, and a modern kitchen equipped with granite countertops and new stainless steel appliances. Cathedral ceilings with exposed wooden beams accentuate the feeling of openness, further enhanced by plentiful natural light and two sliding glass doors that lead out to an impressive 1, 400 square foot wrap-around deck. Here, panoramic views of the Long Island Sound unfold in every direction, offering a breathtaking backdrop for entertaining or quiet reflection. Outside, the property is bordered by preserved land, ensuring unspoiled vistas and privacy. Just a direct half-mile down the street lies Kenney’s Beach, a sandy beach, rare for the Long Island Sound that stretches for miles. Whether you are meandering east towards Horton’s Point Lighthouse or west towards Goldsmith’s Inlet, the journey is as captivating as the destination. The nearby 60-acre nature trail just down the beach invites leisurely exploration, enhancing the natural allure of the area. Perfect for those who cherish peace, privacy, and the unique beauty of coastal living, this home offers promising unforgettable sunsets and a tranquil lifestyle nestled in a coveted private beach community.
      Presented By: Douglas Elliman Real Estate  631-477-2220
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Southold, NY 11971
      $4,500
      2 Bedrooms 1 Full Bath Sq. Ft. 1200.00:# Square Feet
      Single Family For Rent Withdrawn ML# 3551527
      Spend Your Summer in this Cozy 2 Bedroom, 1 Bath, Fully Furnished Cottage. Available through October, 2024. Close to Beautiful North Fork Beaches and Parks. Close to Area Shops.
      Presented By: Andrew Stype Realty Inc  631-298-8760
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 460 Ruch Lane Southold, NY 11971
      $20,000
      4 Bedrooms 3 Full Baths Sq. Ft. 2500.00:# Square Feet
      Single Family For Rent Withdrawn ML# 3550561
      Escape to this 4 bedroom, 3 bath waterfront North Fork Retreat with expansive views across Hashamomuck to Peconic Bay. The back yard features a deck with private stairs leading down to the water, perfect for kayaking and paddle boarding. End the day entertaining around the fire or with a sunset stroll on your deeded Long Island Sound beach just a block away. Make this home your jumping point to enjoy the beaches, parks, restaurants, vineyards, farm stands, golf courses, and the many other activities the East End has to offer. The list is endless and is awaiting your arrival! Rental Permit #0477
      Presented By: Daniel Gale Sothebys Intl Rlty  631-298-4130
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 400 Hill Rd Southold, NY 11971
      $12,000
      3 Bedrooms 2 Full Baths Sq. Ft. 1620.00:#
      Single Family For Rent ML# 3549421
      Welcome to your perfect summer getaway located in the desirable Claves Neck neighborhood of Southold. This comfortable Ranch has ample space for the whole family to unwind and recharge after a day of exploring the North Fork. The home offers a fully equipped kitchen, spacious living, and dining rooms, three pleasant bedrooms, two pristine bathrooms. Outside, a savor al fresco dining amid the lush greenery surrounding the screened in porch and brick patio with outdoor dining area and gas BBQ. Whether you are hosting a barbecue with loved ones or simply enjoying a quiet moment, this outdoor oasis provides the perfect backdrop for making memories. Popular beaches, restaurants, and wineries are all close by. Do not miss your chance to experience the best of Southold living (Southold Town rental permit #49090) Available for 2 weeks @ $3000 per week.
      Presented By: Town And Country Real Estate  631-477-5990
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 870 Bay Home Rd Southold, NY 11971
      $10,000
      4 Bedrooms 2 Full Baths 2 Half Baths Sq. Ft. 1784.00:#
      Misc For Rent ML# 3547704
      Direct waterfront North Fork farmhouse with private sandy beach on Southold Bay, part of the Peconic Estuary. Beautifully maintained, this large 4BR/ 2.55 BTH home benefits from many recent upgrades, including 2023 new chef’s kitchen with waterviews over the hedges, renovated powder room, screened in front porch and lovely back deck with large and private garden and vineyard views. Fabulous indoor/ outdoor North Fork Summer Living in the mature gardens with specimen trees, waterfront, private sandy beach and vineyard views, and your private sugar sand beach to swim, kayak, paddle board, boat and fish. Close to all area attractions. Pet friendly! Walk to vineyards and organic farms for North Fork farm to table dining. Close to fine dining restaurants, farms, and waterfront bars. Fun arts, crafts, yoga, juice bar, live music and water sports, Southold, Greenport Maritime Village and ferries to Shelter Island, Sag Harbor and the South Fork all close by and easy to reach. Southold Town Rental Permit 0631
      Presented By: Property Angels  631-252-5653
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 2600 Paradise Point Rd Southold, NY 11971
      $8,000
      4 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 3950.00:# Square Feet
      Single Family For Rent Withdrawn ML# 3547691
      Large and bright 4 bedroom, 2.5 bath home with pool in a private waterfront community. Property has path that brings you ten houses from the most beautiful beach. A great place to spend any season and year-round. Great open kitchen with table that seats 8. Adjacent to the dining room which can seat 10+. Host the holidays. Primary suite is oversized with a seating area and a separate sunroom. Upstairs are all of the guest rooms and a den. The property is just shy of 3 acres and offers plenty of room to roam. A great escape from the city, and a tranquil place from which to work. Available multiple time periods; any two available weeks in the summer $8k/week, July12- Aug 8 $30k, Sept.3-30 $25k, Oct. $20k, Nov. $20k, Winter Sept. 3- May 1 $48k, may be available year-round after Labor Day.
      Presented By: Compass Greater NY LLC  631-251-8644
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    Showing 31 - 40 of 603 results| view:  results per page« first|...|2|3|4|5|...|last »
    OneKeyâ„¢ MLS The data relating to real estate for sale on this web site comes in part from the OneKeyâ„¢ 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.

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