Villas and Holiday Homes in The Hamptons, NY

This Sagaponack villa rental is set on a secluded 9-acre estate with a 609-meter private driveway, offering unparalleled privacy just a 5-minute drive from the ocean beach.
Boasting 836 square meters of living space with 7 bedrooms accommodating up to 16 guests, this luxurious holiday home features a professional-grade kitchen, two media rooms, a gym, a 16.7-meter heated infinity pool, tennis courts, and a 12-person soaking tub, with concierge services including a private chef and daily maid service available.

Directly adjacent to the white sandy beach of the South Jamesport community, this cottage offers a prime location within the Historic South Jamesport beach community, just steps from the coastline and a local seafood restaurant.
This welcoming villa rental, perfect for families, accommodates up to 6 guests with 3 bedrooms and 1 bathroom, featuring a well-equipped kitchen, air conditioning, and a garden with a propane barbeque, providing convenient access to Sherwood House Vineyards and Harbes Family Farm.

Just 3 minutes from Northwest Harbor (Sammy's Beach), this luxury villa rental in East Hampton's Northwest Woods offers exclusive access to a 2010 Landrover and beach parking permit, placing you perfectly for exploring the area. This welcoming holiday home boasts three en-suite bedroom suites, a heated inground pool, a dedicated game room with foosball and Ms. Pacman, and a fire pit area, comfortably accommodating up to eight guests.

Located in East Quogue, this air-conditioned villa is situated 17.7 kilometres from Splish Splash and 48.3 kilometres from Long Island MacArthur Airport.
This welcoming holiday home offers 150 square meters of living space with 3 bedrooms and 2 bathrooms, featuring a fridge, microwave, dishwasher, and an outdoor swimming pool, comfortably accommodating up to 11 guests.

Directly on 114 meters of Peconic Bay shoreline, this Aquebogue cottage offers exclusive waterfront access and complimentary kayaks, paddle boards, and canoes for exploring the bay, whilst also providing free beach passes to five local town beaches and being centrally located within Long Island's Wine Country.
This welcoming holiday home, a 51 square metre villa rental, accommodates up to five guests across two bedrooms and one bathroom, featuring air conditioning, a kitchen with a fridge and microwave, parking, and a screened-in porch perfect for enjoying the surrounding local shops, farm stands, and fine dining establishments.

Conveniently located in Hampton Bays, this cottage is situated 2.8 kilometres from Good Ground Park and 3.9 kilometres from The Hamptons Beaches, with Regal UA Hampton Bays and Ponquogue Beach also within 5 kilometres.
This welcoming villa rental offers a private garden with barbecue grills, a full kitchen with a refrigerator and oven, and free WiFi, providing a comfortable holiday home experience.

Located in Shinnecock Hills, this Southampton property is situated 26 kilometres from Splish Splash and 39 kilometres from Montauk Point Lighthouse.
This expansive villa offers accommodation for 19 guests across four bedrooms and four bathrooms, featuring a private outdoor swimming pool, a fully equipped kitchen with a dishwasher and oven, complimentary on-site parking, and free Wi-Fi.

Located in Mattituck, this holiday home offers exclusive private access to the beach, situated 22.5 kilometres from Splish Splash and 56 kilometres from Long Island MacArthur Airport.
This spacious villa boasts 186 square meters of living space with three bedrooms and three bathrooms, accommodating up to 11 guests, and features a private swimming pool, hot tub, and a fully equipped kitchen.

This modern North Fork retreat in Jamesport offers a welcoming escape, conveniently located a short drive from beaches, wineries, and local dining spots like Love Lane Kitchen (2.5 kilometres) and Clovis Point Vineyard & Winery (2 kilometres).
Spanning approximately 1,947 square feet, this family-friendly holiday home boasts 3 bedrooms, 2.5 bathrooms, and accommodates up to 6 guests, featuring a chef's kitchen with stainless steel appliances, a striking river rock fireplace, and a private patio with a hot tub and fire pit overlooking scenic farmland, making it an excellent villa rental for relaxing getaways.

Located in Hampton Bays, this family-friendly villa is situated 21 kilometres from Splish Splash and 52 kilometres from Montauk Point Lighthouse, offering a welcoming base for exploring the area.
This spacious 125-square-metre holiday home accommodates up to 11 guests across 3 bedrooms, boasting a heated saltwater swimming pool, barbecue facilities, complimentary WiFi, and an electric vehicle charging station, alongside an indoor play area for added family enjoyment.

Centrally located between Bridgehampton and the Village of Southampton, this restored 1940s fisherman's cottage sits on a private half-acre in Water Mill, offering convenient access to numerous town beaches and local points of interest including the Parish Museum and Milk Pail farm stand.
This welcoming 111 square meter villa rental accommodates up to 9 guests across 3 bedrooms and 2 bathrooms, boasting a beautifully landscaped garden, a private spa, and modern amenities such as air conditioning and Wi-Fi, making it an ideal holiday home for exploring nearby kayaking and cycling opportunities.

Just 8 kilometres from Coopers Beach, this Hampton Bays villa offers a prime location, situated 22 kilometres from Splish Splash and 47 kilometres from Montauk Point Lighthouse.
This 121 square meter holiday home boasts three bedrooms, a fully equipped kitchen with a dishwasher and microwave, air conditioning, complimentary WiFi, and a private patio with an outdoor dining area, complemented by a relaxing hot tub.