Curated Vacation Rentals in Southampton
Explore Luxury Beach Getaway’s collection of vacation rentals in Southampton, the oldest English settlement in New York State and the anchor of the Hamptons. Stretching from the Atlantic dunes north to the quiet coves of Little Peconic Bay, the town covers both the polished village with its galleries and boutiques and the hamlets around it, North Sea, Shinnecock Hills, and Tuckahoe among them, which means space, water, and a table in town are all within the same short drive.
Southampton is the oldest English settlement in New York State, and that history shows in everything from its shingled estates to its quiet tree-lined streets. The village draws discerning travelers with world-class beaches, a gallery scene that rivals the city, and tables worth planning a trip around. Whether you spend your days on the water or wandering from shop to farm stand, the pace here is one you set yourself.
What Guests Are Saying About Their Southampton Stay
Southampton Pool Home Near Village & Shinnecock
My family came from California and had a wonderful experience staying here. Our hostess Linda was wonderful, providing us with beach chairs, a beautiful location to go to the beach and was very efficient in any questions that we had. The place was beautiful, clean and very peaceful. We loved the location too!
Southampton 4BR with Pool & Game Room
This house is exactly as described! The house is in prime location, clean and private from neighbors. The layout and room sizes were perfect for myself and 11 other guests. Management was very easy to work with an answered all questions extremely promptly! Cannot say enough good things about this house, would definitely stay again!
Southampton 5BR · 4 Kings, Pool & Private Yard
A beautiful House in South Hampton. The Beach is a short drive as well as the restaurants and stop and shops. We throughly enjoyed our stay and would go back again. Thank you for hosting us as a family.
Poppy’s Hampton House | 3BR + Bonus | Near Beach
Had a fantastic stay at the house with my family and our dog. Perfect setup throughout – great living spaces, kitchen, bedrooms, and outdoor deck (grill + fire pit)! Really easy access to town and driving further down the island. Would be very happy to stay here again.
Shinnecock Retreat | Heated Pool & Hot Tub
Had a great weekend the pool was amazing!! The house was clean and comfortable Totally recommend staying there.
Southampton Pool Home Near Village & Shinnecock
We had a wonderful week at this rental. The location is very convenient to get around the Hampton (Sage Harbor, South Hampton, Water Mill and Cooper Beach). Though it is located in the residential area, the backyard is very private with a wonderful set up for the hot tub and the pool. Linda, our property manager) was very responsive and was very attentive to our requests. Overall, we had a great time.
Your Southampton Experience Starts Here
Southampton blends dramatic Atlantic coastline with one of Long Island’s most storied and well-appointed villages. From Cooper’s Beach to Jobs Lane, the water to the table, here is everything you need to make the most of your stay.
Cooper’s Beach stretches nearly two miles along the Atlantic and is consistently ranked among the finest in the country, with powdery sand, strong surf, and views that feel genuinely open. For something quieter, Agawam Beach and Cryder Beach offer calmer bay-side access ideal for an early morning walk before the day begins. Every path ends at the water.
Cooper’s Beach is Southampton’s signature, with lifeguards, a beach bar, and a bathhouse that make a full day on the sand effortless. Flying Point Beach draws surfers and swimmers alike, with waves that build through the summer. Spend the day on the Atlantic and return to your Luxury Beach Getaway home to watch the last light settle over the dunes.
Shinnecock Bay wraps the southern edge of Southampton, offering calm water for kayaking, paddleboarding, and fly fishing. The Shinnecock Canal connects the bay to Peconic Bay to the north, and fishing charters run seasonally from the Moriches Inlet and Hampton Bays marina. For sailing, the Shinnecock Yacht Club is one of the oldest on the East Coast. After a day on the water, your Luxury Beach Getaway home is the place to come back to.
Jobs Lane in the village is the starting point, lined with boutiques, galleries, and the kind of sun-bleached elegance that has defined Southampton summers for generations. The Southampton Arts Center and the Parrish Art Museum in nearby Water Mill anchor the area’s serious contemporary art scene. For dinner, Tutto il Giorno at Capri Southampton and Silvers draw the summer crowd for good reason. Sant Ambroeus on Main Street is the place for an unhurried breakfast or a late afternoon aperitivo.
Southampton village rewards a slow afternoon on foot, from the boutiques on Jobs Lane to the historic streets north of the village center. A short drive reaches Water Mill, with its working windmill and farm stand culture. Bridgehampton sits just beyond, with its own notable restaurants and the storied Bridgehampton Inn. Each town is a short drive from your Luxury Beach Getaway home, offering something different with every outing.
Frequently Asked Questions
Plan for roughly 2 to 2.5 hours by car from Midtown Manhattan, depending on traffic. The Long Island Rail Road runs direct service to Southampton Station on the Montauk Branch, making a car-free arrival entirely reasonable.
Summer centers on the Atlantic beaches, the village, and an exceptionally strong restaurant and gallery season. Fall brings quieter roads, farm stands at full harvest, and the North Fork wine trail just across the bay. Winter and spring are genuinely peaceful, with village shops and several restaurants remaining open year-round.
Absolutely. Our Southampton properties are designed for unhurried, well-appointed stays. They work equally well for couples, families, and groups who want to combine beach days with evenings in a home that lives up to its surroundings.
Layers are always a good idea, as coastal weather shifts quickly. In summer, bring beach gear and comfortable walking shoes. In fall and winter, add warm layers and a rain jacket. A smart outfit or two is worth packing for dinner out in the villages.