270 N Sea Drive • Southold, NY 11971

$22,500.00 / Monthly Beds: 4 • Baths: 3 full • Sq. Feet: 1800 • MLS ID: 947866 • Subdivision:School Dist: Southold
Southold, North Fork: Endless sunsets await at this exceptional vacation rental, available year-round with flexible terms and rates. Ideally located in the sought-after Kenny's Beach community, this sun-drenched home is surrounded by wide sandy dunes perfect for walking, birdwatching, swimming, and relaxing days by the shore.Immaculately maintained, the residence offers 4 bedrooms and 3 full baths and serves as the perfect home away from home. Designed with entertaining in mind, the contemporary layout features vaulted ceilings and expansive outdoor decking that seamlessly blends indoor and outdoor living.The main level includes a welcoming living room with a wood-burning fireplace, front and garden access, an eat-in kitchen, dining room, den with a porch, and a primary bedroom. Upstairs, the owner's suite features a full bath and a private terrace with beach views, along with two additional bedrooms and a full bath.Outdoor living is centered around a stunning in-ground saltwater pool, complemented by multiple entertaining areas including a private fire-pit seating area, BBQ station, outdoor dining space, and an outdoor shower-ideal for summer living.This is the backdrop for your next unforgettable summer escape.Pets are considered on an individual basis. Seasonal Rates: MD-LD Season, $65,000; July through Labor Day, $47,500; June or September, $15k; July, $22,500; August, $23,500. Inquire for off season/winter. Rental Permit #0742. View this listing at: http://moishestern.laffey.com/mls=947866

Property Features

  • Garage: 2
  • Basement: Yes
  • Swimming Pool: Yes
  • Exterior: Frame
  • Lot Size: 0.28 Acres
  • Heating: Baseboard
  • Cooling: Central Air
  • Year Built: 1992
  • Fireplaces: 1
  • Water: Public
  • Sewer: Septic Tank
  • Stories: 2.0
  • Furnished: Yes
  • On Market Date: 2026-01-03
  • Appliances: Cooktop,Dishwasher,Dryer,Electric Oven,Freezer,Microwave,Refrigerator,Washer
  • Basement: Full,Storage Space,Unfinished,Walk-Out Access
  • Exclusions: utilities, insurance
  • Fireplace Features: Living Room
  • Fireplace Y/N: Yes
  • Furnished: Furnished
  • GarageY/N: Yes
  • Inclusions: none
  • Interior Features: First Floor Bedroom,First Floor Full Bath,Built-in Features,Cathedral Ceiling(s),Ceiling Fan(s),Central Vacuum,Chandelier,Chefs Kitchen,Eat-in Kitchen,Entrance Foyer,High Ceilings,Kitchen Island,Open Floorplan,Pantry,Primary Bathroom,Recessed Lighting,Storage,Walk Through Kitchen,Washer/Dryer Hookup
  • Attic: Unfinished
  • Heating Zones: 2
  • Permit Number: 123
  • Permit Required Y/N: Yes
  • Parcel Number: 1000-054-00-05-00-050-000
  • Parking Features: Driveway
  • Pets Allowed: Yes
  • Rental Term: Monthly
  • Rooms Total: 8
  • Utilities: Cable Available,Electricity Available,Phone Available,Propane,See Remarks,Trash Collection Private,Water Available
  • Waterfront Features: Beach Access,Sound,Water Access
  • Beach Rights: Y

School Information

  • High School: Southold Junior-Senior High School
  • Middle School: Southold Junior-Senior High School
  • Elementary School: Southold Elementary School
  • School District: Southold
Printed June 07, 2026


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