Villas and Holiday Homes in The Hamptons, NY

Located in Greenport, this newly constructed modern farmhouse offers a serene environment within walking distance to Greenport town, including the Farmers' Market and Love Lane, and is also a short distance from Orient Beach State Park and 67 Steps Beach.
This luxurious villa rental boasts 3 bedrooms and 2 bathrooms, accommodating up to 8 guests with a spacious kitchen, dining, and living area, and a large backyard featuring BBQ facilities, outdoor seating, a firepit, and a dining table for 8, perfect for enjoying the North Fork's wineries and water adventures.

Discover this welcoming cottage in Hampton Bays, offering a tranquil retreat just 800 meters from the natural beauty of The Hamptons Beaches and Cooper's Beach, perfect for experiencing the area like a local. This holiday accommodation provides 2 bedrooms, sleeping up to 6 guests with two king beds and a futon in the living room, alongside essential amenities including air conditioning and WiFi, making it an ideal beach house for your getaway.

Directly on Shinnecock Bay, this Hampton Bays villa is positioned 45 kilometres from Montauk Point Lighthouse and 22 kilometres from Splish Splash, offering a prime waterfront holiday home experience.
This 84 square meter holiday accommodation provides air conditioning, a fully equipped kitchen, and a private patio for six guests, alongside access to a spa and fitness centre for an enjoyable stay.

Located in Greenport's desirable Pipes Cove neighbourhood, this apartment offers proximity to the beach and is just 100 meters from a golf course, with easy access to local attractions like Greenport Harbor Brewing Company.
This family-friendly holiday home, ideal for up to five guests, boasts two bedrooms and two bathrooms, featuring a garden, spa, and air conditioning, alongside a well-equipped kitchen and parking.

Just 500 meters from the coast, this luxurious East Hampton villa offers a tranquil retreat on a manicured acre, a short bike ride from the village and beach access.
This family-friendly holiday home boasts three bedrooms, a sunroom accommodating up to seven guests, a private pool, and a fully equipped chef's kitchen, complete with high-speed Wi-Fi for remote working.

Located in the exclusive East Hampton Village, this manor house offers secluded privacy just a short distance from village beaches, boutiques, restaurants, and theatres.
This 204 square meter villa rental, featured on HGTV's 'Home Styles', boasts four bedrooms, two bathrooms, and accommodates up to eight guests, with amenities including a solar-heated swimming pool, a sundeck, and an outdoor shower.

This exclusive waterfront villa rental on Shelter Island boasts a prime location on Smith's Cove, adjacent to Mashomack Preserve, offering direct Peconic Bay views and convenient access to South Ferry, just 1.2 kilometers away.
Offering a generous 149 square meters of living space, this family-friendly holiday home accommodates up to six guests with three bedrooms, a modern kitchen featuring a dishwasher, air conditioning, and a wraparound deck overlooking a half-acre wooded lot with private dock and beach access, complemented by complimentary kayaks and bicycles for exploring the surrounding area.

Prime Amagansett location offers unobstructed views of Gardiner's Island across the bay, just 50 meters from a sandy bay beach with shallow, family-friendly waters.
This welcoming villa rental provides two bedrooms accommodating up to four guests, featuring a complete kitchen, living/dining area with bay views, a private driveway, and window air conditioning in bedrooms during July and August.

Just 300 meters from Breakwater Beach and close to Macari Vineyard, this private guest house in Mattituck offers a serene retreat within the host's property, providing convenient access to North Fork attractions. This welcoming villa rental, perfect for up to 4 guests with 2 bedrooms and 1 bathroom, features a kitchenette with essential appliances, air conditioning, a swimming pool, and a terrace, making it an excellent holiday home for exploring local beaches and vineyards.

Just 300 meters from both ocean and bay beaches, this East Hampton holiday home offers a rural setting, a short drive from the village with its shops and restaurants.
This luxurious villa rental boasts 232 square meters of living space, accommodating up to 6 guests with 3 bedrooms, a chef's kitchen, a dedicated WFH space, and a heated swimming pool available from Memorial Day to mid-September.

North of the highway, this exclusive Southampton villa boasts a unique waterfront location offering exceptional privacy, just a 5-minute drive from the North Sea beaches and 10 minutes from Southampton Village.
This spacious 530 square meter holiday home accommodates up to 10 guests with 5 bedrooms and 5 bathrooms, featuring a full basement with a gym and media room, alongside a landscaped garden with a pool and brand-new furniture.

Centrally located on Shelter Island, this A-frame property is moments from acclaimed dining, boutique shopping, and beautiful beaches, with Mashomack Preserve and local farm stands also within easy reach.
This stylish villa rental offers a private heated saltwater pool, expansive fenced yard with a fire pit, and seamless indoor-outdoor living, accommodating up to 6 guests with 3 bedrooms and 2 bathrooms, plus a dedicated work-from-home space.

This exclusive 1.4-acre villa rental is privately situated down a drive in East Hampton North, offering secluded peace and easy access within 2 kilometres of East Hampton and Amagansett towns, as well as proximity to East Hampton's Main Beach, a top-ranked beach.
Boasting 474 square metres of living space across three floors, this family-friendly holiday home accommodates up to 14 guests with 6 bedrooms, featuring a private heated swimming pool, hot tub, a fully equipped kitchen with three refrigerators, a wrap-around deck, and complimentary use of four bike beach cruisers and two tandem sea kayaks.

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.

Directly across the road from a private sandy beach, this Hampton Bays holiday home offers exclusive access to the coast, with Splish Splash Water Park and Cooper's Beach also within easy reach.
This expansive 214 square meter villa rental comfortably accommodates up to six guests, boasting a heated swimming pool, new hot tub, and a well-stocked shed for beach days, alongside a newly renovated interior featuring a marble ensuite bathroom and a gas fireplace.

Conveniently located in Hampton Bays, this holiday home is a 5-minute drive from the ocean beach and town centre, with a bay beach just an 8-minute walk away, offering easy access to Shinnecock Nation Cultural Center and Museum.
This spacious 279 square meter villa rental boasts 4 bedrooms and 3 bathrooms to accommodate up to 10 guests, featuring a gourmet kitchen, a separate downstairs game room with shuffleboard and a basketball hoop, and an expansive deck with a swimming pool and outdoor shower perfect for al fresco entertaining.

Offering exceptional privacy at the end of a cul-de-sac, this exclusive 5-bedroom, 5-bathroom post-modern villa rental is situated in Hampton Bays, just 2 kilometres off Sunrise Highway and a mere 2-minute drive to a quiet Peconic Bay beach, making it a perfect holiday home for those seeking a secluded retreat.
This expansive 260 square meter property, accommodating up to 10 guests, boasts a dedicated home gym, a games room, a 45-foot heated swimming pool, jacuzzi, and ample parking, including space for a large trailered boat, with a public boat ramp also just 2 minutes away.

Located on a sprawling 20-acre property in Amagansett, this exceptional villa offers direct access to on-site walking trails that adjoin a vast 250-acre preserve, with Main Street Amagansett's shops and restaurants just 1 kilometre away and Atlantic Avenue Beach and Indian Wells Beach within 2 to 3 kilometres.
This spacious 297 square meter holiday home comfortably accommodates up to 12 guests across 5 bedrooms and 3 bathrooms, featuring a magnificent 25-yard swimming pool with a rope swing, a hot tub, a fire pit, a playground, and is conveniently located near walking trails and Albert's Landing beach.

Located in East Hampton, this exclusive villa is situated 12.4 kilometres from Montauk Point Lighthouse and within 24 kilometres of Fort Pond Bay Park and Shadmoor State Park.
This spacious 6-bedroom holiday home, accommodating up to 23 guests, boasts a private indoor and outdoor swimming pool, a fully equipped kitchen, and a relaxing garden, offering a luxurious retreat with free WiFi and parking.

Located in Hampton Bays, this newly renovated 3-bedroom villa rental is conveniently situated 2.5 miles from the award-winning Ponquogue Beach and just 1 mile from local shops, restaurants, and markets, offering easy access to Southampton and Sag Harbor.
This luxurious holiday home boasts a fully furnished interior with hardwood flooring and spa-like bathrooms, alongside an expansive backyard featuring an in-ground saltwater pool, outdoor dining area, and a finished basement complete with a pool table, foosball, air hockey, and darts for six guests.