Fair Housing Notice Standard Operating Procedure
631.765.5333

Seasonal Rentals

    to
     
     
     
    Search Search
    » Property Criteria
    » Features
    •  
    » Display Tools
    Search

    16  properties match your search;

    16 with Multiple photos ;  16 with Virtual Tour ;  0 with Videos

    Save Search
    Showing 1 - 10 of 16 results| view:  results per page« 1|2 »
    • In our beloved 2, 350 acres of Mashomack Nature Preserve, there are a handful of residences. At the end of this long private road through this preserve, one can find this breathtaking newly constructed modern home with no details left behind. This expertly crafted home is loaded with premium amenities, top-of-the-line appliances, and walls of windows overlooking Coecles Harbor, this home has no comparisons. With 3, 800 sq. ft., the home features an open floor plan with sweeping water views from every vantage point, whether dining, cooking, or lounging. Continue entertaining outside on the large outdoor waterfront deck where you become one with nature. The master and one of the guest bedrooms are en-suite, and the 2 additional bedrooms share a bath. All the bedrooms have abundant closet storage. Enjoy this newly constructed private waterfront property this summer! 36
      47L S Ferry Rd Shelter Island, NY 11964
      $250,000
      4 Bedrooms 3 Full Baths 1 Half Bath Sq. Ft. 3800.00:# Square Feet
      Single Family For Rent ML# 3536755
      In our beloved 2, 350 acres of Mashomack Nature Preserve, there are a handful of residences. At the end of this long private road through this preserve, one can find this breathtaking newly constructed modern home with no details left behind. This expertly crafted home is loaded with premium amenities, top-of-the-line appliances, and walls of windows overlooking Coecles Harbor, this home has no comparisons. With 3, 800 sq. ft., the home features an open floor plan with sweeping water views from every vantage point, whether dining, cooking, or lounging. Continue entertaining outside on the large outdoor waterfront deck where you become one with nature. The master and one of the guest bedrooms are en-suite, and the 2 additional bedrooms share a bath. All the bedrooms have abundant closet storage. Enjoy this newly constructed private waterfront property this summer!
      Presented By: Daniel Gale Sothebys Intl Rlty  631-749-1155
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Welcome to the charming interior designed home! As you enter inside this contemporary abode, you will immediately notice the love for fabrics and colors that breathe life into every corner of the house. The living room is a perfect example of the impeccable taste, The home features two spacious bedrooms and two modern bathrooms, each with its own unique style. The upper level primary ensuite W/ Sauna, jacuzzi and two custom Cedar closets. The kitchen and dining area are the heart of the home, with stainless steel appliances, and plenty of storage space for all your culinary needs. The dining area is perfect for hosting dinner parties, with colorful accent wall that adds a touch of sophistication to the space. Outside, you’ll find beautifully mature trees with a large deck with plenty of lounge chairs for soaking up the sun after you enjoyed a dip in the heating pool. Whether you’re looking for a stylish and modern luxurious vacation rental for your next getaway, this post-modern gem is sure to impress. 32
      707 Pleasure Drive Riverhead, NY 11901
      $55,000
      2 Bedrooms 2 Full Baths Sq. Ft. 2550.00:# Square Feet
      Single Family For Rent ML# 3525951
      Welcome to the charming interior designed home! As you enter inside this contemporary abode, you will immediately notice the love for fabrics and colors that breathe life into every corner of the house. The living room is a perfect example of the impeccable taste, The home features two spacious bedrooms and two modern bathrooms, each with its own unique style. The upper level primary ensuite W/ Sauna, jacuzzi and two custom Cedar closets. The kitchen and dining area are the heart of the home, with stainless steel appliances, and plenty of storage space for all your culinary needs. The dining area is perfect for hosting dinner parties, with colorful accent wall that adds a touch of sophistication to the space. Outside, you’ll find beautifully mature trees with a large deck with plenty of lounge chairs for soaking up the sun after you enjoyed a dip in the heating pool. Whether you’re looking for a stylish and modern luxurious vacation rental for your next getaway, this post-modern gem is sure to impress.
      Presented By: Douglas Elliman Real Estate  631-723-2721
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Permit 816. Beautiful New Construction In Private Beach Community. Creekfront Beach Access Along With 20x40 Heated Saltwater Pool. Ideal For Large Groups & Perfect For Entertaining, This Property Has It All. 8 Bedrooms And 7 Bathrooms Set On Lush Manicured Grounds, Provides Spacious Accommodations For Up To 16 Guests. Spend Afternoons Lounging By The Pool & Evenings Gathering With Family And Friends. Deeded Beach Rights, Minutes To Wineries & Just A Short Bike Ride To Restaurants And Shops In Town. Three 50amp lv2 EV Chargers Available. 14 Day Minimum. 34
      650 Pine Avenue Southold, NY 11971
      $50,000
      8 Bedrooms 7 Full Baths Sq. Ft. 5400.00:# Square Feet
      Single Family For Rent ML# 3466368
      Permit 816. Beautiful New Construction In Private Beach Community. Creekfront Beach Access Along With 20x40 Heated Saltwater Pool. Ideal For Large Groups & Perfect For Entertaining, This Property Has It All. 8 Bedrooms And 7 Bathrooms Set On Lush Manicured Grounds, Provides Spacious Accommodations For Up To 16 Guests. Spend Afternoons Lounging By The Pool & Evenings Gathering With Family And Friends. Deeded Beach Rights, Minutes To Wineries & Just A Short Bike Ride To Restaurants And Shops In Town. Three 50amp lv2 EV Chargers Available. 14 Day Minimum.
      Presented By: Thomas J McCarthy Real Estate  631-765-5815
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Starry Nights Farms: This Stunning, Secluded, Gated, and Peaceful 6+ Acre Estate is perfectly located amongst luscious green fields, farms, wineries, and amazing restaurants and shops in the heart of the North Fork! It’s minutes from the Sound and The Bay and it’s a quick, easy drive to The Hamptons. This incredible 3-Story, 5-Bedroom home has it all! With a beautiful kitchen, downstairs kitchenette, sun room, bunk room, indoor and outdoor fireplaces, movie room, art studio, ping pong room, pool table, gym, outdoor kitchen and bar, saltwater pool, jacuzzi, massive organic garden, putting green/sport court, indoor & outdoor riding rings, two beautiful barns, two adorable horses and 5 blue egg laying chickens, you will be sure to make memories of a lifetime! Inquire about off-peak rates. Stalls are available for those that have their own horses. Simply put, there is something for everyone at this magnificent private farm estate! Available For Sale as well. 36
      1810 Main Rd Jamesport, NY 11947
      $35,000 - $150,000
      5 Bedrooms 3 Full Baths 1 Half Bath Sq. Ft. 3000.00:# Square Feet
      Single Family For Rent ML# 3519001
      Starry Nights Farms: This Stunning, Secluded, Gated, and Peaceful 6+ Acre Estate is perfectly located amongst luscious green fields, farms, wineries, and amazing restaurants and shops in the heart of the North Fork! It’s minutes from the Sound and The Bay and it’s a quick, easy drive to The Hamptons. This incredible 3-Story, 5-Bedroom home has it all! With a beautiful kitchen, downstairs kitchenette, sun room, bunk room, indoor and outdoor fireplaces, movie room, art studio, ping pong room, pool table, gym, outdoor kitchen and bar, saltwater pool, jacuzzi, massive organic garden, putting green/sport court, indoor & outdoor riding rings, two beautiful barns, two adorable horses and 5 blue egg laying chickens, you will be sure to make memories of a lifetime! Inquire about off-peak rates. Stalls are available for those that have their own horses. Simply put, there is something for everyone at this magnificent private farm estate! Available For Sale as well.
      Presented By: Douglas Elliman Real Estate  631-723-2721
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Enjoy an experience on the North Fork of LI this summer. Whether a couple of weeks, a month, or the whole season, spend it nestled in a quiet spot that is near downtown Southold. Feel embraced by all the NOFO has to offer in this meticulously renovated, waterfront Cape, while enjoying the utmost in privacy and waterfront access. Step down into your own private swimming spot in clear Jockey Creek or enjoy your own private deep-water dock (bring your boat!). Kayak, canoe or paddle directly to Southold Bay, Shelter Island Sound and the extended fishing grounds of Greenport, Bug Light, Orient and beyond. Enjoy a quick ride into the charming downtown of Southold for elegant dining, shopping and easy access to LIRR/Jitney into NYC. Make lasting summer memories on this expansive idyllic, half acre, creekfront property which is perfect for quiet time, entertaining on the deck or play. 31
      3675 Wells Avenue Southold, NY 11971
      $23,500
      $22,000
      4 Bedrooms 2 Full Baths
      Single Family For Rent PRICE REDUCED ML# 3467464
      Enjoy an experience on the North Fork of LI this summer. Whether a couple of weeks, a month, or the whole season, spend it nestled in a quiet spot that is near downtown Southold. Feel embraced by all the NOFO has to offer in this meticulously renovated, waterfront Cape, while enjoying the utmost in privacy and waterfront access. Step down into your own private swimming spot in clear Jockey Creek or enjoy your own private deep-water dock (bring your boat!). Kayak, canoe or paddle directly to Southold Bay, Shelter Island Sound and the extended fishing grounds of Greenport, Bug Light, Orient and beyond. Enjoy a quick ride into the charming downtown of Southold for elegant dining, shopping and easy access to LIRR/Jitney into NYC. Make lasting summer memories on this expansive idyllic, half acre, creekfront property which is perfect for quiet time, entertaining on the deck or play.
      Presented By: Signature Premier Properties  631-765-6000
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Enjoy a Quintessential North Fork Summer at this Chic Cape at Pipes Neck Cove. Located Just Outside Greenport Village on a Quite Road Off the Beaten Path. The Home Boasts Beautiful Waterviews of the Cove from Nearly Every Window. The Enchanting Bay Beach is just a Stone’s Throw from the Home and is Truly One of the Most Special Locations on the North Fork. The Vast and Nearly Private Beach Overlooks Greenport Village and has Expansive Views of Shelter Island. The Cove is the Perfect Spot to Fish, or Explore by Kayak, Canoe or Paddleboard. A Mooring is Also Available if Interested. The Home Itself has an Open Yet Cozy Layout for Living and Dining. The Interior has been Thoughtfully Decorated to Create a Warm and Welcoming Atmosphere. Great For Entertaining or Lounging and Just Taking in the View. The Spacious Bedrooms are 2 Up and 2 Down to Accommodate All with a Full Bath on each Floor. The Vibrant Village of Greenport is Moments Away Where You will Explore Quaint Shops, Great Dining or Possibly a Ride on the Carousel! Make this Your Home Away from Home this Summer Season. You are Guaranteed to Fall in Love. Rental Permit #0957 36
      1545 Pipes Neck Rd Greenport, NY 11944
      $15,500
      4 Bedrooms 2 Full Baths Sq. Ft. 1500.00:# Square Feet
      Single Family For Rent ML# 3517073
      Enjoy a Quintessential North Fork Summer at this Chic Cape at Pipes Neck Cove. Located Just Outside Greenport Village on a Quite Road Off the Beaten Path. The Home Boasts Beautiful Waterviews of the Cove from Nearly Every Window. The Enchanting Bay Beach is just a Stone’s Throw from the Home and is Truly One of the Most Special Locations on the North Fork. The Vast and Nearly Private Beach Overlooks Greenport Village and has Expansive Views of Shelter Island. The Cove is the Perfect Spot to Fish, or Explore by Kayak, Canoe or Paddleboard. A Mooring is Also Available if Interested. The Home Itself has an Open Yet Cozy Layout for Living and Dining. The Interior has been Thoughtfully Decorated to Create a Warm and Welcoming Atmosphere. Great For Entertaining or Lounging and Just Taking in the View. The Spacious Bedrooms are 2 Up and 2 Down to Accommodate All with a Full Bath on each Floor. The Vibrant Village of Greenport is Moments Away Where You will Explore Quaint Shops, Great Dining or Possibly a Ride on the Carousel! Make this Your Home Away from Home this Summer Season. You are Guaranteed to Fall in Love. Rental Permit #0957
      Presented By: Douglas Elliman Real Estate  631-298-8000
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Room for All in this Spacious 6 Bedroom Luxurious Home with Gourmet Kitchen with 6 Burner Wolf Stove, Formal Dining Room. Large Living Room with Fireplace, a Separate Den and Large Bedrooms. Rainy Day Game Room and More in Lower Level. All set on 2.3 Acres with In Ground Pool, Nicely Finished Outdoor Space and Yard Area and Just a Short Distance to Kenneys and McCabes Beaches. Summer 2024 - June 1 to June 28 - $30, 000 or $8, 500 Per Week With Two Week Minimum. August 25 to September 8 (Two Weeks) $18, 500; September $30, 000 or $8, 500 per Week With Two Week Minimum. Off Season - October through April at $15, 000 Per month for Single or Multiple Month Rentals. Permit #0233. 26
      1820 Kenneys Rd Southold, NY 11971
      $15,000
      6 Bedrooms 4 Full Baths Sq. Ft. 5028.00:# Square Feet
      Single Family For Rent ML# 3505469
      Room for All in this Spacious 6 Bedroom Luxurious Home with Gourmet Kitchen with 6 Burner Wolf Stove, Formal Dining Room. Large Living Room with Fireplace, a Separate Den and Large Bedrooms. Rainy Day Game Room and More in Lower Level. All set on 2.3 Acres with In Ground Pool, Nicely Finished Outdoor Space and Yard Area and Just a Short Distance to Kenneys and McCabes Beaches. Summer 2024 - June 1 to June 28 - $30, 000 or $8, 500 Per Week With Two Week Minimum. August 25 to September 8 (Two Weeks) $18, 500; September $30, 000 or $8, 500 per Week With Two Week Minimum. Off Season - October through April at $15, 000 Per month for Single or Multiple Month Rentals. Permit #0233.
      Presented By: Douglas Elliman Real Estate  631-477-2220
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • This luxurious waterfront home offers magnificent views of sunsets & sunrises on the L.I.Sound! Beautifully appointed and close to private beach, farms & wineries! Chef’s kitchen and wonderful views offer total relaxation. 3 bedrooms & 3 bathrooms. Multi-level decks & patios to enjoy the outdoors. Spend your vacation here! 17
      54 Cliff Rd Wading River, NY 11792
      $13,000
      3 Bedrooms 3 Full Baths
      Single Family For Rent ML# 3538666
      This luxurious waterfront home offers magnificent views of sunsets & sunrises on the L.I.Sound! Beautifully appointed and close to private beach, farms & wineries! Chef’s kitchen and wonderful views offer total relaxation. 3 bedrooms & 3 bathrooms. Multi-level decks & patios to enjoy the outdoors. Spend your vacation here!
      Presented By: Coldwell Banker American Homes  631-929-8400
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Enjoy this Waterfront rental just steps to Goose Creek beach. Easy water access to Goose Creek from this private location, perfect for kayaking and paddle boarding. Features include 3 bedrooms including second floor primary en-suite with water views, 2 additional guest bedrooms, 2 additional guest baths and plenty of living space overlooking Goose Creek. Spacious bright kitchen, dining area with doors to waterside deck where you will experience beautiful sunsets. The perfect retreat for your summer fun or any other time of the year. Close to all North Fork amenities. Permit # 1023 35
      800 Goose Creek Lane Southold, NY 11971
      $12,000
      3 Bedrooms 3 Full Baths Sq. Ft. 2032.00:# Square Feet
      Single Family For Rent ML# 3526789
      Enjoy this Waterfront rental just steps to Goose Creek beach. Easy water access to Goose Creek from this private location, perfect for kayaking and paddle boarding. Features include 3 bedrooms including second floor primary en-suite with water views, 2 additional guest bedrooms, 2 additional guest baths and plenty of living space overlooking Goose Creek. Spacious bright kitchen, dining area with doors to waterside deck where you will experience beautiful sunsets. The perfect retreat for your summer fun or any other time of the year. Close to all North Fork amenities. Permit # 1023
      Presented By: Daniel Gale Sothebys Intl Rlty  631-734-5439
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Pristine, ideal vacation home on an acre surrounded by preserved farmland. Enjoy expansive views to the north and south all within close proximity to award winning wineries, farm stands, fantastic restaurants, beaches and many golf courses including The Woods at Cherry Creek just 2 minutes away. The spacious home offers an open floor plan including large great room with fireplace and floor to ceiling windows offering wonderful natural light, kitchen with large island for entertaining and plenty of space for dining. The primary ensuite with king size bed is on the first floor with access to the back patio. Two additional guest bedrooms share a full bathroom on the second floor with a convenient loft/office. For additional living space, the basement is fully finished with plenty of room for entertaining. After a day of enjoying all the North Fork offers or exploring the South Fork, relax on the deck or patio overlooking bucolic farmland. Create great memories of your North Fork vacation. ***Please call for off season rates*** Permit #23-0327. 36
      788 Reeves Avenue Riverhead, NY 11901
      $10,000
      3 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 2609.00:# Square Feet
      Single Family For Rent ML# 3520656
      Pristine, ideal vacation home on an acre surrounded by preserved farmland. Enjoy expansive views to the north and south all within close proximity to award winning wineries, farm stands, fantastic restaurants, beaches and many golf courses including The Woods at Cherry Creek just 2 minutes away. The spacious home offers an open floor plan including large great room with fireplace and floor to ceiling windows offering wonderful natural light, kitchen with large island for entertaining and plenty of space for dining. The primary ensuite with king size bed is on the first floor with access to the back patio. Two additional guest bedrooms share a full bathroom on the second floor with a convenient loft/office. For additional living space, the basement is fully finished with plenty of room for entertaining. After a day of enjoying all the North Fork offers or exploring the South Fork, relax on the deck or patio overlooking bucolic farmland. Create great memories of your North Fork vacation. ***Please call for off season rates*** Permit #23-0327.
      Presented By: Daniel Gale Sothebys Intl Rlty  631-734-5439
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    Showing 1 - 10 of 16 results| view:  results per page« 1|2 »
    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

    Questions? Just Ask!

     Submit
    Office: 52875 Main Road, Southold NY 11971
    631.765.5333     powered by eRealty Media | Admin