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Southold Homes for Rent

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    Showing 51 - 60 of 61 results| view:  results per page« first|...|3|4|5|6|7 »
    • NEW LOWER RATES FOR 2024! 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 27
      240 Wampum Way Southold, NY 11971
      $4,750
      5 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 2400.00:# Square Feet
      Single Family For Rent ML# 3455253
      NEW LOWER RATES FOR 2024! 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
      Presented By: Douglas Elliman Real Estate  631-298-8000
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Beautiful and inviting are words that come to mind when describing this welcoming vacation home in the charming private beach community of Paradise Shores. Only 200’ to the community’s private beach, and picnic area, the home has water views, 5 bedrooms, 2 baths, a screened in porch for lazy days, an upstairs balcony to take in the view, a large outdoor shower w/changing room, an outdoor kitchen on the back deck for entertaining and a cozy firepit area. Central air and ceiling fans in each bedroom for comfort. All tastefully decorated with a relaxed vacation vibe. Oh, and Kayaks are available too! Every inch of this home feels like your dream vacation! (Southold Town Rental Permit #0984). 2024 Rates: June $16k or $4k/week, July $25k or $5k/wk, First 3 weeks in August $6k/week. September, after LD, $4, 500/week. Two week minimum applies to all stays. 29
      2460 Paradise Shores Rd Southold, NY 11971
      $4,000
      5 Bedrooms 2 Full Baths
      Single Family For Rent ML# 3515044
      Beautiful and inviting are words that come to mind when describing this welcoming vacation home in the charming private beach community of Paradise Shores. Only 200’ to the community’s private beach, and picnic area, the home has water views, 5 bedrooms, 2 baths, a screened in porch for lazy days, an upstairs balcony to take in the view, a large outdoor shower w/changing room, an outdoor kitchen on the back deck for entertaining and a cozy firepit area. Central air and ceiling fans in each bedroom for comfort. All tastefully decorated with a relaxed vacation vibe. Oh, and Kayaks are available too! Every inch of this home feels like your dream vacation! (Southold Town Rental Permit #0984). 2024 Rates: June $16k or $4k/week, July $25k or $5k/wk, First 3 weeks in August $6k/week. September, after LD, $4, 500/week. Two week minimum applies to all stays.
      Presented By: Douglas Elliman Real Estate  631-477-2220
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Beautiful Harbor Lights Beach House available October 1st, 2023 - April 30th, 2024 for off season. Great location just 5 homes away from Harbor Lights Association Beach and Park and 1/2 mile away from Goose Creek Beach. This spacious ranch renovated in 2021 offers a comfortable open floor plan with cathedral ceilings. Bedroom suite includes a full bathroom. There are two additional bedrooms and a second full bathroom. Full fenced back yard surrounds the sun filled paver patio - lawn care included! Come enjoy this exquisitely updated home in a wonderful beach community! Southold Town Rental Permit #0471 13
      755 Brigantine Drive Southold, NY 11971
      $4,000
      3 Bedrooms 2 Full Baths
      Single Family For Rent ML# 3469228
      Beautiful Harbor Lights Beach House available October 1st, 2023 - April 30th, 2024 for off season. Great location just 5 homes away from Harbor Lights Association Beach and Park and 1/2 mile away from Goose Creek Beach. This spacious ranch renovated in 2021 offers a comfortable open floor plan with cathedral ceilings. Bedroom suite includes a full bathroom. There are two additional bedrooms and a second full bathroom. Full fenced back yard surrounds the sun filled paver patio - lawn care included! Come enjoy this exquisitely updated home in a wonderful beach community! Southold Town Rental Permit #0471
      Presented By: Douglas Elliman Real Estate  631-477-2220
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Charming year-round rental in coveted Founders Landing! Just moments from a sugar sand Bay beach and a marina with deep water access. Nestled on a spacious 1/4 acre parcel perfect for outdoor activities. Featuring two cozy bedrooms and a well-appointed bath, this home offers plenty of room for entertaining while being easy to maintain. Conveniently close to shops, beaches, and dining. Don’t miss out on this great rental! Southold Town Rental Permit #1096 18
      1385 Old Shipyard Lane Southold, NY 11971
      $3,750
      2 Bedrooms 1 Full Bath Sq. Ft. 606.00:# Square Feet
      Single Family For Rent NEW ML# 3546984
      Charming year-round rental in coveted Founders Landing! Just moments from a sugar sand Bay beach and a marina with deep water access. Nestled on a spacious 1/4 acre parcel perfect for outdoor activities. Featuring two cozy bedrooms and a well-appointed bath, this home offers plenty of room for entertaining while being easy to maintain. Conveniently close to shops, beaches, and dining. Don’t miss out on this great rental! Southold Town Rental Permit #1096
      Presented By: Douglas Elliman Real Estate  631-354-8100
      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 @ $3300 per month, May $5000, June $6000, August $10, 000, September $6, 000, October $5, 000. Two week stays are welcome! Southold Town Rental Permit #0898 19
      1975 Youngs Avenue Southold, NY 11971
      $3,300
      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 @ $3300 per month, May $5000, June $6000, August $10, 000, September $6, 000, October $5, 000. Two week stays are welcome! Southold Town Rental Permit #0898
      Presented By: Douglas Elliman Real Estate  631-477-2220
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • The perfect summer spot ! Plenty of room in this beautiful home and enjoy the Reydon Shores private beach too! This comfortable home features a spacious kitchen which leads out into a grand deck for outdoor dining. There are 4 bedrooms and 3 bathrooms which includes a first floor master bedroom en-suite, living/dining room and a large family room. The amenities continue outside on the park-like backyard setting with an outdoor shower, basketball hoop, badminton and ping pong. The home is located just 9 homes away from the beach - 2 kayaks included. Available starting Sept $7, 000 off season months $3300. Southold Town Rental Permit #0641 21
      825 Oak Drive Southold, NY 11971
      $3,300
      4 Bedrooms 3 Full Baths Sq. Ft. 3000.00:# Square Feet
      Single Family For Rent ML# 3433327
      The perfect summer spot ! Plenty of room in this beautiful home and enjoy the Reydon Shores private beach too! This comfortable home features a spacious kitchen which leads out into a grand deck for outdoor dining. There are 4 bedrooms and 3 bathrooms which includes a first floor master bedroom en-suite, living/dining room and a large family room. The amenities continue outside on the park-like backyard setting with an outdoor shower, basketball hoop, badminton and ping pong. The home is located just 9 homes away from the beach - 2 kayaks included. Available starting Sept $7, 000 off season months $3300. Southold Town Rental Permit #0641
      Presented By: Douglas Elliman Real Estate  631-477-2220
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • The ’Yellow House’ sits on 5 secluded acres with beautiful vineyard views and sunsets. A large and sandy bay beach is located at the end of the road. The house is newly painted and furnished, has central air conditioning, oil heat, and newer kitchen appliances. A full-size washer and dryer are in the basement. The house has three bedrooms, two with queens and one with a twin. There is one full bath, a large upstairs office, a detached two-car garage, and a small patio in the back that overlooks the vineyard’s fields. Renters insurance and references required. 14
      Southold, NY 11971
      $3,200
      3 Bedrooms 1 Full Bath Sq. Ft. 1628.00:# Square Feet
      Single Family For Rent ML# 3521304
      The ’Yellow House’ sits on 5 secluded acres with beautiful vineyard views and sunsets. A large and sandy bay beach is located at the end of the road. The house is newly painted and furnished, has central air conditioning, oil heat, and newer kitchen appliances. A full-size washer and dryer are in the basement. The house has three bedrooms, two with queens and one with a twin. There is one full bath, a large upstairs office, a detached two-car garage, and a small patio in the back that overlooks the vineyard’s fields. Renters insurance and references required.
      Presented By: Andrew Stype Realty Inc  631-298-8760
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Introducing this charming 2 bedroom, 2 bathroom condo nestled in the picturesque town of Southold. This turn-key condo offers an ideal combination of convenience and comfort. The spacious and bright living area, high ceilings and fireplace create a warm and inviting atmosphere. The kitchen has been recently updated, and the updated bathrooms feature glass enclosed showers. There are beautiful hardwood doors and floors throughout. Additionally, residents have full access to the clubhouse and inground pool. This condo is the perfect blend of modern comfort, convenient amenities with close proximity to beautiful North Fork beaches. Permit #1106 19
      2555 Youngs Avenue Southold, NY 11971
      $3,100
      2 Bedrooms 2 Full Baths
      Condo For Rent NEW ML# 3546359
      Introducing this charming 2 bedroom, 2 bathroom condo nestled in the picturesque town of Southold. This turn-key condo offers an ideal combination of convenience and comfort. The spacious and bright living area, high ceilings and fireplace create a warm and inviting atmosphere. The kitchen has been recently updated, and the updated bathrooms feature glass enclosed showers. There are beautiful hardwood doors and floors throughout. Additionally, residents have full access to the clubhouse and inground pool. This condo is the perfect blend of modern comfort, convenient amenities with close proximity to beautiful North Fork beaches. Permit #1106
      Presented By: Engel & Volkers North Fork  631-298-7953
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Founders Village 55+ community - one of the most sought after condo communities in Village of Southold. Great location in the condo complex with more grounds and open space. 2 bedrooms, 2 baths, fireplace in living room, washer/dryer on first floor. Plenty of storage space in the basement. Easy walk to town, shopping and public transportation. Pool and Club House. Walk to summer concerts on the Square on Main Street, library, grocery, and lots of restaurants, shops, post office, and public transportation close by - every thing you need! 17
      2555 Youngs Avenue Unit 5B Southold, NY 11971
      $3,100
      2 Bedrooms 2 Full Baths Sq. Ft. 1100.00:# Square Feet
      Condo For Rent ML# 3528113
      Founders Village 55+ community - one of the most sought after condo communities in Village of Southold. Great location in the condo complex with more grounds and open space. 2 bedrooms, 2 baths, fireplace in living room, washer/dryer on first floor. Plenty of storage space in the basement. Easy walk to town, shopping and public transportation. Pool and Club House. Walk to summer concerts on the Square on Main Street, library, grocery, and lots of restaurants, shops, post office, and public transportation close by - every thing you need!
      Presented By: Beninati Associates  631-765-5333
      Call Today: 631-765-5333, or  Email: Lee Beninati
      Call Today: 631-765-5333, 631-235-8980, or  Email: Marie Beninati
    • Impeccable, like new ranch for rent with quality features throughout in Harbor Lights with a deeded beach and park at the end of the street. There are three bedrooms, two full bathrooms, open floor plan from kitchen through the dining area into the vaulted ceiling living room, Enjoy the beautiful screened in porch which overlooks the private back yard with slate patio, grass lawn, and outdoor shower. Prime location for easy access to numerous beaches, wineries and town shops, restaurants and transportation. Off season, summer season and weekly (2 week minimum) available. Weekly $3000, June $7, 500, Off season $5000 Southold Town Rental Permit #0600 17
      1265 Brigantine Drive Southold, NY 11971
      $3,000 - $7,500
      3 Bedrooms 2 Full Baths Sq. Ft. 1750.00:# Square Feet
      Single Family For Rent ML# 3380546
      Impeccable, like new ranch for rent with quality features throughout in Harbor Lights with a deeded beach and park at the end of the street. There are three bedrooms, two full bathrooms, open floor plan from kitchen through the dining area into the vaulted ceiling living room, Enjoy the beautiful screened in porch which overlooks the private back yard with slate patio, grass lawn, and outdoor shower. Prime location for easy access to numerous beaches, wineries and town shops, restaurants and transportation. Off season, summer season and weekly (2 week minimum) available. Weekly $3000, June $7, 500, Off season $5000 Southold Town Rental Permit #0600
      Presented By: Douglas Elliman Real Estate  631-477-2220
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    Showing 51 - 60 of 61 results| view:  results per page« first|...|3|4|5|6|7 »
    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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