Vacation rentals with a patio in Southampton

Stylish Beach Getaway: pool & walking location

Perfectly located within walking distance to shops, beaches, and restaurants, our designer home offers comfort, luxury amenities, and privacy. Interested in a long term rental? Message us! Enjoy a beautifully landscaped backyard with pool, chefs kitchen for hosting, and nearby beach farms & wineries. Bedrooms boast organic linens and bathrooms offer Bathing Culture products. Kitchen is stocked with local organic pantry staples and stainless steel appliances to cook or grill on the patio.

Modern Farmhouse Oasis in GP Village

Newly renovated modern farmhouse with the perfect blend of style & comfort. Bask in the serenity of our fully equipped 600 sq ft deck and outdoor oasis. Charming Greenport Village is a 10 min walk with its vibrant mix of restaurants, bars, & shops. Walk to Claudio’s, Jitney, train, & ferry to Shelter Island. 5 min drive: beaches, winery, golf. Embrace the coastal, farm, and winery allure by unwinding in our thoughtfully designed home, where every detail is tailored for a memorable stay.

Steps2Beach, Fish Pond w/Tropical Backyard Oasis!

🌴Steps from Walnut Beach, Silver Sands, dining, shops & more, this guest-favorite escape offers a tropical backyard oasis with a cascading fish pond, multiple lounges, & a seasonal palm tree. Explore the scenic coastline, build sandcastles, or enjoy a day of kite flying. Inside, relax in luxury with a gourmet kitchen, elegant furnishings, & modern amenities. Just 90 minutes from NYC & 15 from New Haven, it’s the perfect retreat for beach days, nature adventures, & coastal charm!

Newly Renovated Beach Cottage!

Take your vacation at this newly renovated adorable cottage in a great family community, and a 4 min walk to private beach! The cottage has a brand new kitchen and bath. 3 bedrooms and an additional breezeway space perfect for reading or an additional private sleeping space. The home has an outdoor patio, and outdoor shower. Spend the day at the private association beach. Please note **only 2 cars can be accommodated. There is no street parking or large gatherings allowed**

Bailey House

The Bailey House is a 1,900 square foot, fully renovated, 2 bed 2 bath home, with a modern rustic style. It has a working fireplace, baby grand piano, updated appliances, large smart tv and built in bluetooth speakers throughout. The backyard is fully fenced in with a pool, koi pond and barn. The barn has a wood burning stove. It is not insulated and has barn doors that do not fully seal it off from the elements. not included in square footage.

⭐Walk to the Village ❤ of East Hampton

Stay in our Cozy Hamptons Cottage, in one of the most central and convenient locations in East Hampton Village! ✔Self Check-in ✔Private Driveway ✔Ideal for Longer Stays & Flexcations ✔Fast Wifi- Perfect for Working Remotely ✔24/7 Customer Support ✔Walking distance to Shopping/Bars/Restaurants & Grocery Store ✔7 min drive to E Hampton Beach ✔Fully stocked Kitchen ✔Complimentary Netflix ✔King Bed ✔Romantic back Garden w/ BBQ ✔Fully Cleaned & Sanitized

Hampton Studio

Keep it simple at this peaceful and centrally-located place.Fully equipped walking distance to town parks and restaurants.short drive to beaches. Totally separate from main house. Very private and quiet retreat.Queen size bed

Bay View Cottage- Short Walk to Private Beaches

Enjoy a stylish experience at this centrally-located mid-century modern cottage. 10 minutes to Sag Harbor Village, Southampton Village, Bridgehampton Villages. 5 minute walk to 3 beautiful bay private community beaches.

Backyard Oasis

Relax with the whole family at this peaceful place to stay. Breathtaking backyard, Close to golf course, Village main street, Fishing, boating, Fire Island Ferries, Shops, Restaurants, Nightlife, etc.