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Southold Homes for Rent

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    Showing 41 - 50 of 51 results| view:  results per page« first|...|2|3|4|5|6 »
    • Located on a private and serene 1.09 acre parcel of land and only 1/3 of a mile from McCabes Beach, with miles of Long Island Sound beach to traverse to the east and west, this charming and newly built two story home offers an open concept living space with plentiful natural light on the first floor with a half bathroom between the living and dining room, with a half bathroom off of the hallway leading to the eat-in-kitchen and den/tv room. The second floor provides a master bedroom with en-suite bathroom, two additional bedrooms and another full bathroom. There are large sliding glass doors in the kitchen that lead to a picturesque patio and outdoor sitting area with grill, tables and umbrella. Take in all the North Fork has to offer. Rental permit # 0343 20
      13595 Soundview Avenue Southold, NY 11971
      $4,800
      3 Bedrooms 2 Full Baths 1 Half Bath
      Single Family For Rent ML# 3586919
      Located on a private and serene 1.09 acre parcel of land and only 1/3 of a mile from McCabes Beach, with miles of Long Island Sound beach to traverse to the east and west, this charming and newly built two story home offers an open concept living space with plentiful natural light on the first floor with a half bathroom between the living and dining room, with a half bathroom off of the hallway leading to the eat-in-kitchen and den/tv room. The second floor provides a master bedroom with en-suite bathroom, two additional bedrooms and another full bathroom. There are large sliding glass doors in the kitchen that lead to a picturesque patio and outdoor sitting area with grill, tables and umbrella. Take in all the North Fork has to offer. Rental permit # 0343
      Presented By: Douglas Elliman Real Estate  631-477-2220
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • LOWER RATES! Make meaningful memories in this soaring contemporary overlooking beautiful Hog Neck Bay and Corey Creek. Enjoy water views from nearly every room. Open floor living/dining area. CAC, W/D, Internet/WiFi, all utilities included. Large waterside deck, huge patio with nearly-new Weber gas grill, outdoor shower, private community beach. Permit #0520.Additional information: Appearance:dramatic Weekly Rent Amt: 4750 27
      240 Wampum Way Southold, NY 11971
      $4,750
      5 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 2400.00:#
      Single Family For Rent ML# 3455253
      LOWER RATES! Make meaningful memories in this soaring contemporary overlooking beautiful Hog Neck Bay and Corey Creek. Enjoy water views from nearly every room. Open floor living/dining area. CAC, W/D, Internet/WiFi, all utilities included. Large waterside deck, huge patio with nearly-new Weber gas grill, outdoor shower, private community beach. Permit #0520.Additional information: Appearance:dramatic Weekly Rent Amt: 4750
      Presented By: Douglas Elliman Real Estate  631-298-8000
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Experience refined living in the exquisite 3 bedroom 3 bath home available to rent for the summer season. This charming residence is in the heart of Southold where beach and town access is most convenient. Delight in the spacious grounds surrounding this property tucked up on a meandering hill providing a serene, private retreat. The backyard is fenced and pets are welcome. Step inside to discover a modern chic interior, perfectly curated for comfort and style. The spacious grand primary en-suite bedroom is complete with a new spa-appointed bathroom, vaulted ceilings, and walls of windows. There is also another en-suite bedroom equally appointed with great light and plenty of closet space. The third bedroom is on the main level with easy access to the living quarters. The home is complete with a beautiful kitchen that leads out to a large deck for entertaining, a comfortable and spacious living space, and a formal dining room. The lower level has laundry and a small recreation space. Goose Creek Beach is within a mile. Come enjoy the East End!, Additional information: Lease Term:August-Labor Day, Flexible, June, Monthly, Off Season, Weekly Renta Amt:4000 13
      480 N Bayview Road Southold, NY 11971
      $4,500
      3 Bedrooms 3 Full Baths
      Single Family For Rent ML# 3529080
      Experience refined living in the exquisite 3 bedroom 3 bath home available to rent for the summer season. This charming residence is in the heart of Southold where beach and town access is most convenient. Delight in the spacious grounds surrounding this property tucked up on a meandering hill providing a serene, private retreat. The backyard is fenced and pets are welcome. Step inside to discover a modern chic interior, perfectly curated for comfort and style. The spacious grand primary en-suite bedroom is complete with a new spa-appointed bathroom, vaulted ceilings, and walls of windows. There is also another en-suite bedroom equally appointed with great light and plenty of closet space. The third bedroom is on the main level with easy access to the living quarters. The home is complete with a beautiful kitchen that leads out to a large deck for entertaining, a comfortable and spacious living space, and a formal dining room. The lower level has laundry and a small recreation space. Goose Creek Beach is within a mile. Come enjoy the East End!, Additional information: Lease Term:August-Labor Day, Flexible, June, Monthly, Off Season, Weekly Renta Amt:4000
      Presented By: Douglas Elliman Real Estate  631-288-6244
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Contemporary Home with Heated Pool, Less then a 1/2 Mile from a Gorgeous Long Island Sound Beach. Come Enjoy the Great North Fork. The Perfect Getaway Does Exist! With 3 Bedrooms and 2 Full Baths, Close Proximity to the Beach, a Pool Integrated into the Deck, and a Separate Rooftop Deck, This Property Offers an Ideal Mix of Relaxation and Style. The Spacious Gourmet Kitchen (Sub-Zero Fridge, Meile Oven, Wolf Gas Range) and Multiple Living Areas Make it Great for Both Quiet Retreats and Entertaining Guests. The North Fork is Known for its Beautiful Landscapes, Beaches, Wineries, and Local Charm, So This Home is in a Prime Spot to Enjoy All it Has to Offer! Off Season $4, 000 Per Month; Year Round $4, 200 Per Month, Memorial Day to Labor Day $32, 000; June $8, 000; July $12, 000, August to Labor Day $15, 000; $3, 000 Weekly with 2 Week Minimum. Permit #1217. 30
      8200 Soundview Avenue Southold, NY 11971
      $4,000
      3 Bedrooms 2 Full Baths
      Single Family For Rent ML# 3590047
      Contemporary Home with Heated Pool, Less then a 1/2 Mile from a Gorgeous Long Island Sound Beach. Come Enjoy the Great North Fork. The Perfect Getaway Does Exist! With 3 Bedrooms and 2 Full Baths, Close Proximity to the Beach, a Pool Integrated into the Deck, and a Separate Rooftop Deck, This Property Offers an Ideal Mix of Relaxation and Style. The Spacious Gourmet Kitchen (Sub-Zero Fridge, Meile Oven, Wolf Gas Range) and Multiple Living Areas Make it Great for Both Quiet Retreats and Entertaining Guests. The North Fork is Known for its Beautiful Landscapes, Beaches, Wineries, and Local Charm, So This Home is in a Prime Spot to Enjoy All it Has to Offer! Off Season $4, 000 Per Month; Year Round $4, 200 Per Month, Memorial Day to Labor Day $32, 000; June $8, 000; July $12, 000, August to Labor Day $15, 000; $3, 000 Weekly with 2 Week Minimum. Permit #1217.
      Presented By: Douglas Elliman Real Estate  631-477-2220
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Renovated North Fork getaway situated on a lush 5 acre property. The tranquil setting is perfect in all seasons. 3 beds, 2 baths, nursery/office, plenty of living space, chef’s kitchen and close to all the North Fork has to offer. Walking distance to coveted Cedar Beach. North fork with a New England vibe. 10
      1425 Paradise Point Rd Southold, NY 11971
      $4,000
      3 Bedrooms 1 Full Bath 1 Half Bath Sq. Ft. 1650.00:#
      Single Family For Rent ML# 3575668
      Renovated North Fork getaway situated on a lush 5 acre property. The tranquil setting is perfect in all seasons. 3 beds, 2 baths, nursery/office, plenty of living space, chef’s kitchen and close to all the North Fork has to offer. Walking distance to coveted Cedar Beach. North fork with a New England vibe.
      Presented By: Compass Greater NY LLC  631-251-8644
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Historic Main Bayview schoolhouse converted to country residence located at 5650 N Bayview Road, Southold. Available for winter rental, September 3, 2024 - June 30, 2025 $3, 900 per mo plus utilities, etc Country residence features 5 bedrooms in historic Main Bayview Schoolhouse converted to residence - sleeps max 10 people. Pet friendly. Equidistant to Cedar Beach and Goose Creek Beach. Moments to village of Southold, North Fork wine trail, area shops and top tier restaurants. An ideal vacation destination OR winter residence. Private fenced yard. Living room features woodstove. Finished lower level offers playspace or make it a home office. Rental Permit #0336 17
      5650 North Bayview Rd Southold, NY 11971
      $3,900
      5 Bedrooms 2 Full Baths Sq. Ft. 2000.00:#
      Single Family For Rent ML# 3566958
      Historic Main Bayview schoolhouse converted to country residence located at 5650 N Bayview Road, Southold. Available for winter rental, September 3, 2024 - June 30, 2025 $3, 900 per mo plus utilities, etc Country residence features 5 bedrooms in historic Main Bayview Schoolhouse converted to residence - sleeps max 10 people. Pet friendly. Equidistant to Cedar Beach and Goose Creek Beach. Moments to village of Southold, North Fork wine trail, area shops and top tier restaurants. An ideal vacation destination OR winter residence. Private fenced yard. Living room features woodstove. Finished lower level offers playspace or make it a home office. Rental Permit #0336
      Presented By: Town And Country Real Estate  631-298-0600
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Charming home, originally built in approximately 1905.Main Rd, South onto South Harbor Road, Left on to Baywater Ave. Close proximity all the North Fork has to offer. Down the road. to Croteaux Vinyards and South Harbor Park for swimming, kayaking and boating. Close to the best North Fork restaurants, marinas and farm stands. 21
      45 Baywater Avenue Southold, NY 11971
      $3,500
      3 Bedrooms 2 Full Baths
      Single Family For Rent ML# 3581131
      Charming home, originally built in approximately 1905.Main Rd, South onto South Harbor Road, Left on to Baywater Ave. Close proximity all the North Fork has to offer. Down the road. to Croteaux Vinyards and South Harbor Park for swimming, kayaking and boating. Close to the best North Fork restaurants, marinas and farm stands.
      Presented By: Daniel Gale Sothebys Intl Rlty  631-734-5439
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • This beautifully furnished farmhouse offers you a warm welcome home on the North Fork. Amazing decor throughout every room for you to enjoy your stay. There are three bedrooms and two full bathrooms, hardwood floors, central air conditioning, and a back deck overlooking a fenced in yard. Great location just one block from the town restaurants, shops, and all transportation. Numerous beaches to explore and make memories forever! Available November 1st -April 30th @ $3500 per month, May $5500, June $5500, July $12, 000 August $12, 000, September $6, 500, October $5, 500. Two week stays are welcome! Southold Town Rental Permit #0898, Additional information: Appearance:EXCELLENT, Lease Term:1-6 Months, August-Labor Day, Flexible, June, Monthly, Off Season, Weekly, Interior Features:Separate Thermostat 19
      1975 Youngs Avenue Southold, NY 11971
      $3,500
      3 Bedrooms 2 Full Baths
      Single Family For Rent ML# 3518830
      This beautifully furnished farmhouse offers you a warm welcome home on the North Fork. Amazing decor throughout every room for you to enjoy your stay. There are three bedrooms and two full bathrooms, hardwood floors, central air conditioning, and a back deck overlooking a fenced in yard. Great location just one block from the town restaurants, shops, and all transportation. Numerous beaches to explore and make memories forever! Available November 1st -April 30th @ $3500 per month, May $5500, June $5500, July $12, 000 August $12, 000, September $6, 500, October $5, 500. Two week stays are welcome! Southold Town Rental Permit #0898, Additional information: Appearance:EXCELLENT, Lease Term:1-6 Months, August-Labor Day, Flexible, June, Monthly, Off Season, Weekly, Interior Features:Separate Thermostat
      Presented By: Douglas Elliman Real Estate  631-477-2220
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Permit #493 Newly Renovated Farmhouse Centrally Located In Southold With Easy Access By Bus, Train or Car. Enjoy Your Morning Coffee As The Sun Rises Over The Farmfield. Spend An Afternoon Exploring The Beauty of the North Fork, Soak in the Sun at one of the Beautiful Peconic Bay or Long Island Sound Beaches, Enjoy Live Music at Numerous Wineries and/or Breweries, Browse unique local finds at One of Many Antique and/or Quaint Shops, and Don’t Forget to Stop by Our Bountiful Farm Stands. Cool Off With a Dip in the Heated Saltwater Pool, Enjoy Dinner Under the Stars and Reminisce Around the Fire Pit. Utilities Included. 10% Security & Exit Clean. Enjoy Summer and Fall On The North Fork!, Additional information: Appearance:Diamond, Cooling:SEER Rating 12+, Green Features:Insulated Doors, Lease Term:Flexible, July, Off Season, Renewal Option, Weekly, Weekly Renta Amt:7500 25
      3400 Youngs Avenue Southold, NY 11971
      $3,500
      4 Bedrooms 2 Full Baths
      Single Family For Rent ML# 3489027
      Permit #493 Newly Renovated Farmhouse Centrally Located In Southold With Easy Access By Bus, Train or Car. Enjoy Your Morning Coffee As The Sun Rises Over The Farmfield. Spend An Afternoon Exploring The Beauty of the North Fork, Soak in the Sun at one of the Beautiful Peconic Bay or Long Island Sound Beaches, Enjoy Live Music at Numerous Wineries and/or Breweries, Browse unique local finds at One of Many Antique and/or Quaint Shops, and Don’t Forget to Stop by Our Bountiful Farm Stands. Cool Off With a Dip in the Heated Saltwater Pool, Enjoy Dinner Under the Stars and Reminisce Around the Fire Pit. Utilities Included. 10% Security & Exit Clean. Enjoy Summer and Fall On The North Fork!, Additional information: Appearance:Diamond, Cooling:SEER Rating 12+, Green Features:Insulated Doors, Lease Term:Flexible, July, Off Season, Renewal Option, Weekly, Weekly Renta Amt:7500
      Presented By: Thomas J McCarthy Real Estate  631-765-5815
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Looking for the perfect year-round rental on the North Fork? This charming 3-bedroom, 1-bathroom home offers the ideal retreat, whether you’re a local resident or seeking a year-round getaway. Nestled in the heart of the North Fork, this home is just moments away from the area’s renowned beaches, picturesque wineries, charming hamlet shopping, and so much more. Spend your days savoring wine tastings, strolling through quaint villages, dining at top-notch restaurants, or relaxing on nearby sandy shores. The property features an eat-in kitchen, perfect for creating memorable meals, and a spacious back deck and firepit area designed for outdoor entertaining. With plenty of activities and amenities at your doorstep, this rental offers the perfect blend of comfort and convenience. Don’t miss your chance to live in one of the North Fork’s most sought-after locations. Call today for your private tour!Southold Town Permit #: 0828 12
      900 Cedar Drive Southold, NY 11971
      $3,200
      3 Bedrooms 1 Full Bath Sq. Ft. 1100.00:# Square Feet
      Single Family For Rent NEW ML# 812595
      Looking for the perfect year-round rental on the North Fork? This charming 3-bedroom, 1-bathroom home offers the ideal retreat, whether you’re a local resident or seeking a year-round getaway. Nestled in the heart of the North Fork, this home is just moments away from the area’s renowned beaches, picturesque wineries, charming hamlet shopping, and so much more. Spend your days savoring wine tastings, strolling through quaint villages, dining at top-notch restaurants, or relaxing on nearby sandy shores. The property features an eat-in kitchen, perfect for creating memorable meals, and a spacious back deck and firepit area designed for outdoor entertaining. With plenty of activities and amenities at your doorstep, this rental offers the perfect blend of comfort and convenience. Don’t miss your chance to live in one of the North Fork’s most sought-after locations. Call today for your private tour!Southold Town Permit #: 0828
      Presented By: Signature Premier Properties  631-765-6000
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    Showing 41 - 50 of 51 results| view:  results per page« first|...|2|3|4|5|6 »
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    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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