Vacation Rentals in Southampton

Quintessential Southampton Village cottage, in a very upscale all American beach town. Close ( can bike ) to beautiful beaches and to town.

Lovely renovated home located within minutes of beautiful beaches, restaurants, shopping, movie theater and town. Walk to marina or neighborhood boat launch.

This beautiful 1,900 sq.ft house is in the heart of Southampton. It has a large open kitchen that leads into a full dining room and a separate living room and den.

Our picturesque French-country house is minutes away from the ocean beach, village shops and village tennis court, yet feels secluded, bordered by woods and tall...

Unrivaled brand new construction on 1.5 acres, this 9800 sq ft 10 bedroom / 11.5 bath residence is the ultimate in Hamptons living.

This extremely private, secluded cottage estate is situated on its own 5 acre peninsula with 1700 feet of bay front exposure with spectacular sunsets and includes a...

No detail has been overlooked in this beautifully renovated home on the water. Play on your own sandy beach, dig for clams, take a kayak ride, fish from your dock,...

Casa De La Mar 257 Towd Point Road Walk to the beach from this beautiful traditional vacation home situated on Davis Creek overlooking the Peconic Bay.

Charming home in the village convenient to churches and synagogue, shopping, restaurants, and movie theater. Includes high speed internet, and WiFi. Quiet...

Just minutes from the Village of Southampton and the spectacular beaches off Dune Road, this nineteenth-century, historic farmhouse boasts thirteen...

Everything new. Heated pool, lovely yard, docking facility, tennis available and private beach on bay.

Totally renovated turn of the century shingle cottage in center of Southampton Village, walk to train station & village shops.

Enjoy this beautiful new construction (built 2003) cedar shingled colonial home in the Southampton - Water Mill area for your family or group.

Walk to beach... enjoy sunsets over the bay in this beautifully designed contemporary central hall Colonial on 1.6 acre. Extremely large 9 bedrooms, 3.5 baths with...

Water, water everywhere - Close to ocean, bay and freshwater beaches! New rental. Very private on private road - circular driveway.

A beautiful and private, six-bedroom, four-bath contemporary nestled in a wilderness preserve in Southampton, minutes from Sag Harbor, Shelter Island and Bridge...

Newly renovated and decorated this Historic Farmhouse has two living areas, a fireplace, a large country kitchen with wood stove and a large outdoor hot tub and...

Situated near Sag Harbour, Southampton, and Bridgehampton this newly renovated house has a brand new custom chefs kitchen with new appliances, wood burning...

Charming large luxury ranch-- very Tommy Bahama--- Pictures do not due the place justice-----private-- great landscaping--1 mile to beach- Fireplace, garage,...