Villas and Holiday Homes in The Hamptons, NY

This welcoming villa in East Quogue offers a classic coastal living experience, situated on 0.3 hectares with a swing set, and is a mere 7-minute drive to the nearest beach, providing access to over 10 local beaches.
This spacious holiday home accommodates up to 6 guests across 4 bedrooms and 2 bathrooms, featuring a microwave oven and dishwasher in the kitchen, air conditioning, and parking, with nearby attractions including Splish Splash Water Park and Cooper's Beach.

Located in Westhampton Beach, this property is a short walk from local shops and restaurants, and a brief bike ride to the beach, offering a prime spot for enjoying the summer season.
This welcoming villa boasts 232 square meters of floor area, featuring three bedrooms, two bathrooms, a newly renovated kitchen and bathrooms, a finished basement with a recreation room, and a private heated swimming pool set within a large, fenced garden.

Perfectly situated in Mattituck's city centre, this apartment is less than 500 meters from Love Lane's shops and restaurants, and an 8-minute walk to Veteran's Beach, offering excellent walkability to the train station.
This 93 square meter villa rental provides comfortable accommodation for up to 6 guests across 2 bedrooms and a queen pull-out sofa, featuring a fully renovated interior with central air, a new kitchen, Sonos speakers, and exclusive outdoor amenities including a manicured lawn, BBQ grill, and firepit, with 4 bikes provided for exploring.

This secluded East Hampton property offers ultimate relaxation, situated on a quiet block just a 7-minute drive from East Hampton town, providing excellent access to nature trails and beaches.
This luxurious villa rental boasts 167 square meters of floor area, accommodating up to 8 guests with 3 bedrooms and 2 bathrooms, and features a heated resort-style swimming pool, a fully equipped kitchen, and a Sonos sound system for an exclusive outdoor experience.

Located in Southampton, this modern Hamptons cottage is an 8-minute cycle from the village and a 15-minute cycle from Coopers Beach, offering a superb holiday home experience near the North Sea.
This luxurious villa rental boasts 3 bedrooms and 2 bathrooms accommodating up to 6 guests, featuring a newly renovated kitchen with high-end appliances, a heated gunite pool, a Peloton bike, air conditioning, and a large deck with a Weber grill, complemented by a private driveway for 4 cars and 4 adult bicycles.

Offering pond views and a luxurious outdoor experience with a butler's fridge and an outdoor shower, this stylish villa is conveniently located in Water Mill, just a short distance from the North Main Street Historic District and Halsey House.
This exclusive holiday home, ideal for up to 6 guests, boasts 3 bedrooms and 3 bathrooms, and is situated close to the beach, making it a perfect beach house for exploring local attractions like the South Fork Natural History Museum and Nature Center.

Villa Lalam, located in Southampton's Shinnecock Hills, is ideally situated for exploring local attractions, being 24 kilometres from Montauk Point Lighthouse and 29 kilometres from the Second House Museum.
This spacious 232 square meter villa rental offers five bedrooms, a fully equipped kitchen, air conditioning, and a delightful garden with a swimming pool and terrace, alongside an on-site bar and complimentary WiFi.

Nestled in a rural, waterfront district of Southold, this picturesque apartment offers direct access to a freshwater lake and is conveniently located just six blocks from Kenney's Beach and a five-minute drive from 20 North Fork wineries.
This welcoming holiday home, spanning 74 square meters, features two bedrooms accommodating up to four guests, a well-equipped kitchen with a dishwasher and microwave, air conditioning, and a half-acre landscaped property with a private bulkheaded lakefront ideal for swimming, fishing, kayaking, and dining with sunset views.

This Peconic Shores apartment, a mere 300 meters from the Long Island Sound and Goldsmith's Inlet, offers a superb holiday home experience with proximity to Greenport Brewery, the Hampton Jitney, and numerous wineries.
Boasting 3 bedrooms and 2 bathrooms for up to 6 guests, this villa rental features a fully equipped kitchen, air conditioning, a terrace, garden, parking, and recreational equipment including kayaks, making it an ideal beach house for exploring the local attractions within a 1.6 kilometer radius.

Located in the central village district of Shelter Island, this traditional New England-style house offers a prime position within the island's core.
This welcoming villa rental, accommodating up to six guests across three bedrooms and two bathrooms, features a garden, air conditioning, and parking, providing a quintessential Shelter Island holiday home experience.

This welcoming villa in Hampton Bays offers year-round relaxation with its private jacuzzi, swimming pool, and outdoor fireplace, situated 24 kilometres from Splish Splash.
Boasting 204 square meters of living space, this 4-bedroom holiday home accommodates up to 15 guests with a fully equipped kitchen, 3 bathrooms, and access to a fitness centre, all within easy reach of Montauk Point Lighthouse (48 kilometres) and Agawam Park (17 kilometres).

Just 300 meters from Reeves Bay, this waterfront cottage in Riverhead, New York, offers a prime location with stunning water views, perfect for those seeking a holiday home near the coast.
This 93 square meter villa rental, accommodating two guests, boasts air conditioning, a full kitchen, and a deck with outdoor dining, alongside a spacious garden with a hammock and bicycles, kayaks, and a paddleboard for exploring the area, including the Long Island Aquarium just 5 kilometers away.

Conveniently situated, this Southampton apartment is just a 5-minute walk from the town's amenities and offers direct access to the beach, making it an ideal holiday home.
This 3-bedroom villa rental accommodates up to 6 guests and boasts a seasonal swimming pool, air conditioning, and parking, with optional pool heating available for an additional nightly fee.

Located on 7 private acres in Shelter Island, this 1700s cottage is a ten-minute walk from Wades Beach, offering a secluded retreat.
This exceptional villa rental provides luxury accommodation for 10 guests with a heated saltwater pool, a modern chef's kitchen, and excellent Wi-Fi, conveniently situated near Shelter Island Whale's Tail and Shelter Island Country Club.

Located on a peaceful cul-de-sac in East Hampton, this luxury villa is just 1.6 kilometres from Georgica Beach and East Hampton Main Beach, with bicycles provided for convenient access.
This five-bedroom holiday home, accommodating up to 12 guests, boasts a heated saltwater swimming pool, hot tub, and an expansive deck perfect for alfresco dining, alongside a modern open-plan interior featuring a brick fireplace and 232 square metres of floor area.

This Hampton Bays residence is located close to Shinnecock Bay, offering convenient access to local art galleries, restaurants, and the towns of Hampton Bays and Southampton, with multiple beaches also within reach.
This exclusive villa rental boasts a heated private outdoor pool, an on-site sauna, a fitness centre, and an expansive deck with a gas BBQ, providing ample space for up to 10 guests to relax and entertain, with a playground on the lawn for children and proximity to the Shinnecock Nation Cultural Center and Museum.

Located in Hampton Bays, this cottage is a 3-mile drive from Meschutt Beach and within reach of Southampton Village and Coopers Beach.
This holiday home, spanning 102 square meters with 3 bedrooms accommodating up to 6 guests, offers a seasonal swimming pool, a deck with a patio set, an EV charger, and in-home laundry facilities.

This family-friendly apartment, located in the peaceful Springs district, offers a tranquil escape with excellent user, location, and cleanliness ratings.
Discover an oasis backyard featuring a new fire pit, vegetable garden, grill, Blackstone griddle, patio lights, and an outdoor TV, alongside a heated swimming pool and a recently finished basement with a small gym, piano, and playroom, all accessible to guests except for basement storage and the outdoor shed.

Boasting a prime location in East Hampton, this exclusive villa rental is situated just 10 minutes from the villages of East Hampton and Amagansett, directly bordering a serene nature preserve.
This spacious 167-square-meter apartment offers accommodation for up to 8 guests, featuring 4 bedrooms, 2 bathrooms, a HEATED swimming pool, a private garden, and a well-equipped kitchen, making it a perfect holiday home for families.

Just an 18-minute walk from Rogers Beach, this Westhampton Beach villa offers a prime location, situated 19 kilometres from Agawam Park and 13 kilometres from Splish Splash.
This spacious holiday home boasts 5 bedrooms, 3 bathrooms, and a generous floor area of 243 square metres, featuring a private outdoor swimming pool, fully equipped kitchen with a dishwasher, and complimentary WiFi for up to 21 guests.