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Southold Rentals

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    Showing 11 - 20 of 584 results| view:  results per page« 1|2|3|4|5|...|last »
    • Southold, North Fork - centrally located (no car needed) 1 bedroom apartment in legal 3-family building. Unit is completely separate and independent of other units. Fully furnished. Tenant responsible for utilities, security, etc and is to carry insurance. Pets on individual basis. A perfect pied-a-terre in wine country whether short stay, vacation, or possibly year-round...comfortably furnished and convenient to all. Rental Permit# 170. 8
      475 Youngs Avenue Unit B Southold, NY 11971
      $7,000
      1 Bedroom 1 Full Bath Sq. Ft. 800.00:#
      Single Family For Rent ML# 3589448
      Southold, North Fork - centrally located (no car needed) 1 bedroom apartment in legal 3-family building. Unit is completely separate and independent of other units. Fully furnished. Tenant responsible for utilities, security, etc and is to carry insurance. Pets on individual basis. A perfect pied-a-terre in wine country whether short stay, vacation, or possibly year-round...comfortably furnished and convenient to all. Rental Permit# 170.
      Presented By: Town And Country Real Estate  631-298-0600
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Southold, North Fork: Delightful cottage just up from Founder’s Landing Park, the beach, and the Wharf House. A super convenient ’in town’ location allows instant access to an easy lifestyle. Charming, well-cared-for home features an open floor plan with a large, comfortable living room/dining room, eat-in kitchen with gas range, laundry room, and full bath on primary, plus an additional bath on the second floor with two large bedrooms (queen bed in one, twins and futon in other). Private terrace with firepit, outdoor dining, and bbq area. Onsite parking. Moments to the beach, boating, public transportation, and such popular places as the North Fork Table, North Fork Roasting Co, Einstein Square, and Greenport Village in addition to the numerous wineries and events the North Fork is known for. Flexible rates all year long - whether a winter rental, Summer 2025 or the shoulder season... owner offers a furnished year-round rental - $4200 per mo. Rental Permit# 1216., Additional information: ExterioFeatures:Tennis, year rent:4200 26
      150 Hobart Rd Southold, NY 11971
      $30,000
      2 Bedrooms 2 Full Baths Sq. Ft. 1300.00:# Square Feet
      Single Family For Rent ML# 3588931
      Southold, North Fork: Delightful cottage just up from Founder’s Landing Park, the beach, and the Wharf House. A super convenient ’in town’ location allows instant access to an easy lifestyle. Charming, well-cared-for home features an open floor plan with a large, comfortable living room/dining room, eat-in kitchen with gas range, laundry room, and full bath on primary, plus an additional bath on the second floor with two large bedrooms (queen bed in one, twins and futon in other). Private terrace with firepit, outdoor dining, and bbq area. Onsite parking. Moments to the beach, boating, public transportation, and such popular places as the North Fork Table, North Fork Roasting Co, Einstein Square, and Greenport Village in addition to the numerous wineries and events the North Fork is known for. Flexible rates all year long - whether a winter rental, Summer 2025 or the shoulder season... owner offers a furnished year-round rental - $4200 per mo. Rental Permit# 1216., Additional information: ExterioFeatures:Tennis, year rent:4200
      Presented By: Town And Country Real Estate  631-298-0600
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 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 19
      13595 Soundview Avenue Southold, NY 11971
      $9,000
      3 Bedrooms 2 Full Baths 1 Half Bath
      Single Family For Rent ML# 3587451
      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
    • 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
    • Welcome to Founders Village a 55 and over community complete with a club house and pool. This fabulous end unit offers plenty of private space with a scenic view is available for a one year lease. Inside you will find a large and welcoming living room with cathedral ceilings, a wood burning fireplace and sliding glass doors that lead out to the private patio. The dining room is right off the kitchen for easy entertaining. This year-round rental offers a primary en suite bedroom and additional bedroom that could also be used as an office. Enjoy all the North Fork has to offer in this perfectly located condo where the shops, restaurants and beaches are just a short distance away. Permit#. 0990
      2555 Youngs Avenue Southold NY, 11971
      $3,000
      2 Bedrooms 2 Full Baths Sq. Ft. 1200.00:#
      Condo Sold ML# 3583473
      Welcome to Founders Village a 55 and over community complete with a club house and pool. This fabulous end unit offers plenty of private space with a scenic view is available for a one year lease. Inside you will find a large and welcoming living room with cathedral ceilings, a wood burning fireplace and sliding glass doors that lead out to the private patio. The dining room is right off the kitchen for easy entertaining. This year-round rental offers a primary en suite bedroom and additional bedroom that could also be used as an office. Enjoy all the North Fork has to offer in this perfectly located condo where the shops, restaurants and beaches are just a short distance away. Permit#. 0990
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 2025 Rates: July $32, 500. Brand New Modern Farmhouse Completed in 2021 and located in the heart Hog’s Neck in Southold Hamlet. This home features an impressive 20 x 50 heated pool with electric cover, out door shower and sprawling paver patio. The interior is open and airy with Chef’s Kitchen outfitted with Thermador appliances, large living room with built in shelving, gas fireplace and formal dining room. All four bedrooms are located on the second level: 1 Primary En-suite, 1 Junior Suite, 2 Guest Bedrooms and Full Hallway Bathroom. You will enjoy being within close proximity to Goose Creek, South Harbor Park Beach and Southold’s vibrant business district!, Additional information: Appearance:Pristine 31
      75 Clearview Avenue Southold, NY 11971
      $32,500
      4 Bedrooms 3 Full Baths 1 Half Bath
      Single Family For Rent ML# 3582922
      2025 Rates: July $32, 500. Brand New Modern Farmhouse Completed in 2021 and located in the heart Hog’s Neck in Southold Hamlet. This home features an impressive 20 x 50 heated pool with electric cover, out door shower and sprawling paver patio. The interior is open and airy with Chef’s Kitchen outfitted with Thermador appliances, large living room with built in shelving, gas fireplace and formal dining room. All four bedrooms are located on the second level: 1 Primary En-suite, 1 Junior Suite, 2 Guest Bedrooms and Full Hallway Bathroom. You will enjoy being within close proximity to Goose Creek, South Harbor Park Beach and Southold’s vibrant business district!, Additional information: Appearance:Pristine
      Presented By: Daniel Gale Sothebys Intl Rlty  631-477-0013
      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
    • Come see this adorable freshly-prepared cottage with hideaway patio, a gorgeous sandy beach at the end of the lane, and convenient to everything North Fork. For less than a summer rental you can rent this home yearround! Southold Permit #1202, Additional information: Appearance:Darling!, Interior Features:Efficiency Kitchen 10
      795 South Harbor Rd Southold, NY 11971
      $2,775
      2 Bedrooms 1 Full Bath Sq. Ft. 600.00:#
      Single Family For Rent Withdrawn ML# 3580012
      Come see this adorable freshly-prepared cottage with hideaway patio, a gorgeous sandy beach at the end of the lane, and convenient to everything North Fork. For less than a summer rental you can rent this home yearround! Southold Permit #1202, Additional information: Appearance:Darling!, Interior Features:Efficiency Kitchen
      Presented By: Douglas Elliman Real Estate  631-298-8000
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Stunning Southold Luxe New Construction Rental with Dreamy Backyard. Make memories and have fun in this three bedroom, four bathroom home with finished basement, huge pool house, outdoor kitchen, in-ground pool. Meticulously landscaped outside and luxury decor and amenities throughout. Rental Permit #0515, Additional information: Weekly Renta Amt:5000 22
      935 Corey Creek Lane Southold, NY 11971
      $8,000
      3 Bedrooms 2 Full Baths 2 Half Baths
      Single Family For Rent ML# 3576925
      Stunning Southold Luxe New Construction Rental with Dreamy Backyard. Make memories and have fun in this three bedroom, four bathroom home with finished basement, huge pool house, outdoor kitchen, in-ground pool. Meticulously landscaped outside and luxury decor and amenities throughout. Rental Permit #0515, Additional information: Weekly Renta Amt:5000
      Presented By: Douglas Elliman Real Estate  631-354-8100
      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
    Showing 11 - 20 of 584 results| view:  results per page« 1|2|3|4|5|...|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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