Southampton Accommodations

About Southampton - Often associated with luxury and old money, Southampton (Town of Southampton) in Suffolk County is a popular summer destination that even celebrities consider this place as a home away from home. Set in the upscale Hamptons on Long Island’s South Fork, the town has plenty of cultural attractions to explore, a quaint town center, and beautiful beaches. If you want to have a vacation in style, look no further than Owner Direct Vacation Rentals’ Southampton accommodations! The lodgings, like condo rentals, villa rentals, and apartments, are all stunning and provides privacy with all the comforts of home.

Where to Stay & Why - Vacation rentals are known to have everything you might need to feel like a local in your chosen vacation destination. They all have versatile yet cozy sleeping areas, comfortable living rooms, fully equipped kitchens with dining areas, and some even have more than 1 bathroom. With our Southampton accommodations, you’ll also get to enjoy other amenities like WiFi and cable, DVDs, laundry facilities, fireplace, and parking. Enjoy a get-together outside in the large backyard with a swimming pool, a soak in a hot tub, BBQ grill, fire pit, and extra outdoor seating at some locations.

What to See & Do - There are many things to do here, especially in the summer. Visitors go to Southampton for its long Atlantic Ocean beaches, historic sites, and lively cultural life. Our vacation rentals are near vineyards, the North Sea beach, the Southampton Village, and Coopers Beach. Charter a luxury yacht and explore the coast of Long Island in style. When you’re not relaxing on the beach, head to town and visit the Southampton Historical Museum and Southampton Arts Center. If you want to experience the wildlife of the area, take a trip to the Conscience Point Historic Site and Nature Walk or the Peconic Bay.

Where to Eat & Drink - If you’re into formal dining and candlelit dinners, the Red Bar Brasserie is the perfect spot. Other options include Saaz Indian Cuisine, Plaza Cafe, Little/Red Cafe, and Union Cantina. Southampton Publick House brews its own ales, including Belgian-style white beer and Indian pale ale. On Main Street, 75 Main has a restaurant downstairs, but in summer, the upper floor hosts a lounge and dance floor with live DJs.

How to Get Here & Getting Around - The nearest airport is Long Island MacArthur Airport in Islip, New York. If you’re driving, the fastest route to take is the I-495 E. For getting around, there are buses, taxis, Uber, bike rentals, and The Free Ride. If you want to make the most of your time, it's better bring or rent a car.

When to Go - If you’re planning to hit the beach, it’s best to visit during the summer months. If you prefer a milder weather and crowds, spring and fall are solid choices, too.

Rental Amenities



Total Rent


Rental Payment


Walk only

Water within
Walk only

View Map

Southampton Vacation Activities

4 Vacation Rentals

Your Favs ()
view Tile View List View
sort by
Vacation homes for your chosen destination will appear first in the list of results. Other properties in nearby areas will appear second in order.
  • Location. Close to Beaches

    Southampton: Vacation Rental
    4 BDR • 3.5 BA • Sleeps 14 • #230334
    730 to 2,593 USD/night
    Location. Close to beaches, town, night life, shopping, and award winning vineyards. Fully furnished with everything you bring food & clothes. View Calendar. Beautiful Southampton home located in the heart of the Hamptons. Very private with a large pool and jacuzzi. Just a three minute drive to the village with all the wonderful restaurants, clubs and small beaches and award winning vineyards. The home is clean, stylishly decorated, and steps away from a gorgeous nature reserve. Free wifi and cable TV. Free parking. This home has everything you could possibly want.
  • Location. Close to Beaches

    Southampton: Vacation Rental
    3 BDR • 2 BA • Sleeps 8 • #230343
    678 to 1,299 USD/night
    Location. Close to beaches, town, night life, vineyards and the 2018 US Open. Comes with everything you bring food & clothes. Free wifi and free parking. View Calendar. This home is in the most desirable neighborhood in Southampton. Close to everything the Hamptons have to offer. You'll be near the beaches and the Village of Southampton - where you have many exciting restaurants, shops, movie theater, and night celebrities. When it's time to relax, walk back in time along a wood bridge lined with roses to your very own secluded swimming pool. Or, simply enjoy a soak in the jacuzzi. Barbecue on the grill and dine under the stars. Outdoor dining tables with umbrellas are provided for your enjoyment. If you prefer eating indoors, the spacious kitchen includes a stove, oven, refrigerator, microwave, dishes, cutlery, cookware, and filtered drinking water. Also included in the home is a washer/dryer. Surrounded by nature, you'll experience breathtaking views of flowers & trees even while inside thanks to the modern glass enclosed dining room. Equally relaxing is the beautifully decorated living room with wood burning fireplace. Fully equipped with free wifi and cable TV, DVD, CD, and 2 flat screen TVs. While you’re here travel 15 minutes to the award winning vineyards and farm stands. Shop and dine in one of the many great restaurants while sitting next to celebrities. After dinner, dance at the famous nightclubs!
  • Location. Close to Beaches

    Southampton: Vacation Rental
    4 BDR • 2.3 BA • Sleeps 9 • #230341
    832 to 1,608 USD/night
    Location. Close to beaches, town, night life & vineyards. Comes with everything you'll linen, BBQ, jacuzzi, pool, and fire bring food & clothes. View Calendar Beautiful large yard that provides a private and peaceful environment. There is a nice HUGE built-in jacuzzi and heated pool. There’s also a BBQ grill, fire pit and cozy outdoor seating. The home is clean, stylishly decorated, and steps away from a gorgeous nature preserve. Free wifi and cable TV. Nearby are the vineyards, the North Sea beach, Southampton Village and Coopers Beach. We also have other Southampton homes located nearby if you’re needing more accommodations.
  • Location. This Home is

    Southampton: Vacation Rental
    6 BDR • 3 BA • Sleeps 12 • #230340
    885 to 2,022 USD/night
    Location. This home is centrally located and is close to everything: beaches, shopping, night life, vineyards, golfing and farm stands. Jacuzzi and pool. View Calendar. This home is perfectly located in the town of Southampton. The house is nestled in a quiet park-like setting with a private tree-lined yard. You will have all the privacy you want. Enjoy a beautiful built in pool with jacuzzi. The home is clean, stylishly decorated, and is next to a gorgeous nature preserve. This home is centrally located near vineyards and just 6 minutes away from the famous Cooper's Beach, which is rated one of the best beaches in America. We also have other Southampton homes located nearby for those of you with several groups in your party. Along with the pool & jacuzzi outside, you’ll have a large outdoor hot & cold shower, large deck, grill and fireplace. Inside, the large dining room table easily seats 12. All bedrooms have new beds and the home has 3 full size bathrooms. Included are free wifi and cable TV. Plenty of fabulous restaurants, movie theater, and high-end shops. This is also a great place to curl up on the chaise and read all day.
The properties below do NOT meet one of your search or location preferences. You can click here to hide this list of properties if desired.
  • Hampton Bays near Poquogue

    Hamptons: House
    4 BDR • 3 BA • Sleeps 7 • #213812
    414 to 414 USD/night
    One of a kind beach house built in 1919 with upgrades, rustic and modern comforts for families and friends. 1 mile from ocean. Large kitchen with 6 burner viking stove. 2 bathrooms and 3 bedrooms downstairs one full with glass shower between 2 bedrooms. Other full with bath and shower in master . 1/2 bath in upstairs loft/attic bedroom large space to sleep 3 people comfortably plus tv den area and outdoor rooftop deck.

Can't find what you are looking for? Try these nearby vacation rental regions

Experience the difference, no waiting
Toll Free USA, Canada
Toll Free UK
Toll Free Australia
International Rentals