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Luxurious Waterfront Beach House On The Bay

Relax and enjoy your time at this beautiful east end waterfront getaway. This house is located right on the relaxing and exclusive Great South Bay with private beach... The experience will bring you the feel of tranquility everyone desires with vacationing out east. While offering all the enjoyments the island has at your fingertips. Centrally located to all island destinations. 90 minutes from Manhattan - 15 minutes to West Hampton - 15 minutes to Fire Island Ferrys. Visit top winery’s WiFi

Hamptons Oceanfront Oasis

Escape the hustle & bustle of city life and unwind at this stunning home in the Hamptons. The oceanfront oasis is the perfect way to wake up to ocean views, beaches and nearby restaurants. Relax on our spacious deck - perfect for morning coffees & sunset cocktails. It is just a short drive to the train station & only 15 minutes from the airport for quick getaways. For your safety, the home is equipped with Ring cameras and one-use key codes. Book now and experience the ultimate Hamptons escape!

Fire Island Pines: Studio Cabin

Studio cabin (approx. 13.5 x 15 ft.) Functional, basic, rustic, atmospheric—It's just a little cabin in the woods. The shack can accommodate only 2 people max. Queen bed (sheets, blankets) Bathroom (shower/towels) Kitchenette (fridge, microwave, sink, dishwasher, dishes, cutlery, glasses) A/C (window unit) Fan Basic tv Internet Beach chairs/umbrellas, Outside shower The Pines is primarily a gay community, but welcoming to all. We love our wild deer and squirrels but no pets in the cabin

Peaceful and Bright 4 Bedroom Getaway Home

Come relax with your family in our quiet and peaceful home at any time of the year! It is your quick getaway from city/work life. Each room is spacious and the kitchen is open and welcoming for our special guests. In the backyard is a fire pit and a canal that leads out to the bay of the South Shore of the Long Island Sound. You can enjoy our patio with a beautiful view. Our bathrooms are newly renovated. Brookhaven beach/playground access is a five minute drive away. We hope you can enjoy!

Gorgeous Waterfront and Indoor Pool Family Oasis!

Breathtaking Waterfront home with 37 foot heated indoor pool. 3 Bedrooms plus a 800 Sq/Ft master bedroom with wood burning fireplace. WiFi, 3rd floor entertainment room with 120 inch screen movie projector, karaoke, fooseball, pool table. Wraparound terrace, sunroom, 45ft dock with launching ramp, putting green, sand trap, outdoor kitchen, bar & stone patio with tables & BBQ grills & fire pit. Ability to catch abundant fish & blue crabs right from the dock. Picture tells a thousand words.

By NYC & Hamptons - Hot Tub, Pool Table, Speakeasy

Welcome to Coast to Coast - the perfect getaway from NYC! You may have heard about our new little secret - but you’ll have to come see it for yourself to believe it! Step back into prohibition era Long Island in our hidden speakeasy! Right by Smith Point Beach, we provide accommodations that go above and beyond- this is not your average AirBnB! Soak up the sun at one of LI's top beaches, then enjoy complimentary Netflix, Hulu, cable and more while you shoot pool or play games.

Cozy Studio 15 Min From Hampton Beaches

Wake up to a quiet Long Island morning. Make yourself a cup of coffee. Decide: beach day, vineyard hopping on the North Fork, or a spontaneous train ride into Manhattan? This cozy open-concept studio is tucked into a peaceful Center Moriches neighborhood on the South Shore — close to everything, but far enough away to actually relax. The Hamptons are just 15 minutes east. The LIRR station is 10 minutes away with free parking, putting Penn Station about 90 minutes from your door.

Cozy craftsman style home close to beaches

Feel refreshed when you stay in this rustic gem. 10 minutes from the fire island beaches this newly renovated home will take your breath away. 20 minutes from local wineries theres no shortage of things to do. This is a single dwelling home. There is a basement apartment with a separate entrance. The tenant does not have access to the house. Everything pictured is yours to use! Kick your feet up and enjoy the details of this handcrafted home. Tree house inside and out!

Cozy home. Comfy living

The whole group will enjoy access to everything from this centrally located home. three comfy bedroom, two bathrooms, large living room, dining and kitchen. close to the beach, nature reserved, kayaking, sky diving and Tanger outlet mall, restaurant and all the fast food located nearby. long island vast array of winery and farms stand etc. Guest is expected to follow house rules. 15 mins after check out time is given after that fees will incur at nightly rate

40x20 Heated Salt Pool · Sun Deck · Sleeps 6

This laid-back retreat is built for people who want to actually unwind. The centerpiece is a massive heated saltwater pool surrounded by a large sun deck that gets full sun all day long. Add in outdoor dining, a BBQ grill, ping pong, lounge chairs, and automatic ambient lighting at sunset, and your outdoor space becomes the main event. The home comfortably sleeps 6 across three bedrooms and a pull-out sofa. Please note: there is 1 bathroom.

Bayside paradise w/ huge yard

Step into your own private paradise, complete with meditation pond, pool with outdoor bar, and guest cottage. Enjoy a 2 story cape house, with 4 bedrooms, and 2.5 baths, large fully equipped kitchen. Patio has large outdoor table and gas grill. The property is directly across the street from grocery, liquor and pharmacy. Stones throe from the bay. *pool house closed Nov-Apr *Inquire about weekly/monthly discounts during off season.

The Stella ~ A 1920s Beach Bungalow

Welcome to The Stella, a thoughtful 1920's home set in the heart of Bellport Village. This is the place for a summer romance, a family gathering, or a creative re-centering. Inspired by the subtle palette and refined geometry of the American artist Frank Stella—who often spent time on Long Island—The Stella enjoys close proximity to many beaches and wetlands. ~ ask about our monthly winter rates for 2025-2026 ~