Villas and Vaction Homes in The Hamptons, NY

This historic artist's cottage is located in Amagansett, a short walk from Main Street's shops and restaurants, and conveniently close to the beaches, offering a quintessential beach house experience.
This welcoming villa features a two-level layout with 2 bedrooms and 2 bathrooms, accommodating up to 5 guests, and boasts a beautifully landscaped, fully fenced-in backyard oasis with a new patio and outdoor shower.

Just a short walk to the beach and wineries, this Southold apartment is less than a 2-minute drive to the renowned Halyard Restaurant and within 5 miles of additional wineries, restaurants, and shops, offering a unique, brand new retreat for your visit.
This welcoming 1100 sq ft villa accommodates up to 6 guests and features 3 bedrooms, 2 bathrooms, a full kitchen, air conditioning, a terrace, a garden, and parking, with an oversized back patio and firepit perfect for evening enjoyment.

Prime waterfront cottage in Mattituck offers a serene escape, just a short walk from Breakwater Beach and the future Old Mill Inn Restaurant.
This welcoming holiday home accommodates up to 6 guests with 2 bedrooms and 2 bathrooms, featuring two spacious decks with a firepit, complimentary bikes, kayak, and paddleboard, and is conveniently located near local vineyards and Horton Point Park.

This Hampton Bays cottage, located in a quiet neighborhood, offers convenient access to Meschutt Beach, just 3 miles away, and is 8 miles from Southampton Village for upscale shopping and dining.
This welcoming holiday home, perfect for up to 6 guests, features a fully equipped kitchen, a seasonal swimming pool, a trampoline, a fire pit, an outdoor shower, and an EV charger, providing ample entertainment and comfort during your stay.

Just 500 feet from Towd Point Beach in Southampton, this welcoming beach house offers prime access to swimming, fishing, boating, and sunset viewing.
This 2-bedroom, 1-bathroom apartment accommodates up to 4 guests and features a kitchen with a fridge, microwave, and dishwasher, plus air conditioning, a swimming pool, a garden, and two included kayaks for exploring the North Sea.

Vacation rental for 14 guests with an excellent rating of 100% based on 3 reviews. You will be based in Water Mill.
Services and facilities: a freeze, a pool table and a kitchen. Enjoy a gym in this apartment in Water Mill!

Located in Southold, this exceptional apartment offers prime access to the North Fork's renowned wineries and is just a short drive from beautiful local beaches.
This welcoming 4-bedroom, 2-bathroom apartment accommodates up to 8 guests, featuring a full kitchen with a dishwasher, air conditioning, and outdoor amenities including a swimming pool, jacuzzi, and garden, making it an ideal holiday home.

Located in Westhampton Beach, this apartment is a short walk from Main Street, the Saturday Farmer's Market, and Rogers Beach, with Baiting Hollow Hummingbird Sanctuary and Hallock State Park Preserve also nearby.
This 1500 sq ft apartment offers 3 bedrooms and 2 bathrooms, featuring a spacious backyard with a swimming pool and patio, perfect for entertaining.

Directly on the bayfront in Red Cedar Point, Hampton Bays, this Nantucket-style beach house offers stunning sunrise to sunset bay views and is moments from local restaurants and the ocean beaches.
This expansive 6-bedroom, 4-bathroom villa features a jacuzzi and patio overlooking the bay, with direct bay access for swimming and nearby opportunities for jet skiing, kayaking, horse riding, and hiking, making it an ideal holiday home for outdoor enthusiasts.

Just 400 yards from a private beach, this newly built, contemporary craftsman-style apartment offers convenient access to Dune Road, the Atlantic Ocean, and the villages of West, South, and East Hampton, providing a prime location for your Hampton Bays getaway.
This spacious 1190 sq ft holiday home accommodates up to 6 guests with 3 bedrooms and 2 bathrooms, featuring a private screened-in porch, a swimming pool, spa, and tennis court, while also being a short distance from major transportation hubs, wineries, and family attractions like Splish Splash waterpark.

Directly on Shinnecock Bay, this Hampton Bays villa offers waterfront access, located 29 miles from Montauk Point Lighthouse and 14 miles from Splish Splash water park.
This 900 sq ft holiday home accommodates up to 6 guests with 2 bedrooms, air conditioning, a full kitchen, and access to a spa, making it an ideal beach house for your getaway.

Located in Southampton, this family-friendly beach house is a short walk from the Village's dining and shops, and close to the beach and prestigious Gin Lane.
This welcoming villa offers 3 bedrooms for up to 6 guests, featuring a deep granite swimming pool with optional heating, a jacuzzi, a beautifully landscaped garden with a large outdoor patio, and is equipped with a dishwasher and Weber grill for al fresco dining.

Located in Southampton, Villa Flasses is a luxury villa offering exclusive access, situated 18 miles from Splish Splash and 24 miles from Montauk Point Lighthouse.
This expansive 2700 square foot holiday home accommodates up to 15 guests with 5 bedrooms, featuring a private swimming pool, Jacuzzi, and a garden for ultimate relaxation.

Villa Perlman in Southampton is located 18 miles from Splish Splash and 26 miles from Montauk Point Lighthouse, offering an exclusive retreat in Shinnecock Hills.
This spacious 2590 square foot villa boasts 5 bedrooms, a private pool, jacuzzi, sauna, and a garden, alongside complimentary WiFi and on-site parking for a comfortable stay.

Just a short stroll from the marina and stunning harbor sunsets, this East Hampton Cape Cod villa is centrally located in the city center, offering easy access to ocean beaches, East Hampton Village, and Amagansett.
This 2200 sq ft holiday home comfortably accommodates up to 8 guests with 4 bedrooms and 3 bathrooms, featuring a designer kitchen, central air-conditioning, a heated swimming pool, and a private garden.

Located in The Springs, East Hampton, this villa is 7.8 miles from Montauk Point Lighthouse and 13 miles from the Second House Museum.
This 2350 sq ft luxury villa accommodates up to 7 guests with 2 bedrooms, 2 bathrooms, a fully equipped kitchen with a dishwasher and coffee machine, air conditioning, a private swimming pool with sun terrace, garden, outdoor shower, and complimentary WiFi and parking.

This Hampton Bays residence is situated on a private, flat lot offering seclusion, conveniently located less than 1 mile from Splish Splash Water Park and within easy reach of The Hamptons Beaches and Cooper's Beach, making this a prime location for a holiday home.
This exclusive 4-bedroom, 3-bathroom apartment accommodates up to 8 guests and features a private heated pool, year-round outdoor jacuzzi, a movie theater, steam room, full playground, and dedicated office and gym, providing luxurious amenities for an unforgettable stay.

Located in Hampton Bays, this vacation home is situated 15 miles from Splish Splash, 30 miles from Montauk Point Lighthouse, and 11 miles from Agawam Park.
This spacious 4-bedroom villa offers a private pool, year-round jacuzzi, outdoor fireplace, and a fitness center, accommodating up to 15 guests with 2200 square feet of living space.

This East Hampton apartment is located within an 8-minute walk to EHP Resort and Harbor Bistro restaurants, and near Napeague State Park and Hither Hills State Park, offering a resort-like oasis with a pool and lush landscaping.
This welcoming 3-bedroom, 2-bathroom villa accommodates up to 6 guests and features a sunroom with a smart TV, expansive backyard decks for outdoor entertaining, a front deck with lounge seating, an on-site outdoor gym, and beach essentials including paddle boards, boogie boards, beach chairs, and towels.

This East Hampton Retreat is located in the East Hampton North district, a short walk to East Hampton Village and its marinas, and within biking distance of Hamptons beaches like Two Mile Hollow and Egypt.
This luxury villa offers 3,000 sq ft of living space with four ensuite bedrooms accommodating up to 8 guests, featuring a chef's kitchen, a striking fieldstone fireplace, a private backyard with a gunite pool, and is managed by StayMarquis for a seamless experience.