Villas and Vacation Homes in The Hamptons, NY

22592 Villas and Vacation Homes in The Hamptons, NY

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The Hamptons, NY
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Best villa offers in The Hamptons, NY

Luxury villas and vacation homes in The Hamptons

Classic shingle-style estates, gated hedges, and sleek modern architectural retreats define luxury villas and vacation homes in The Hamptons. Positioned near village centers like East Hampton and Southampton, compare premier listings for an exclusive coastal getaway.

Iconic  Charles Moore Springs Home With Dock And Our Home Is Pet-friendly - The Hamptons, NY
10 3 reviews

Iconic Charles Moore Springs Home With Dock And Our Home Is Pet-friendly

house, Springs
Located in Springs, East Hampton, this secluded modern villa offers waterfront access and is a short distance to dining and cultural sites like the Leiber Collection and Osborn - Jackson House Museum.
This 1950 sq ft holiday home accommodates up to 6 guests across 3 bedrooms and 3 bathrooms, featuring a gourmet kitchen with Miele and Gaggenau appliances, expansive outdoor living space with a gas grill, private dock access for kayaking, and direct access to a private beach community, ideal for sunset walks.
3 Bedroom Guest House In Southampton - The Hamptons, NY
9.9 22 reviews

3 Bedroom Guest House In Southampton

house, North Sea
This North Sea villa offers a luxurious holiday home experience, located a 12-minute drive from Southampton Village and Ocean Beaches.
Enjoy exclusive amenities including a heated saltwater pool, hot tub, and a well-equipped fitness center with a Peloton bike, making this an ideal beach house for up to six guests.
Stunning Westhampton Beach Home W/ Private Pool - The Hamptons, NY
No reviews

Stunning Westhampton Beach Home W/ Private Pool

cottage, Westhampton Beach
Ideally situated in Westhampton Beach, this cottage is less than 1 mile from The Hamptons Beaches and Westhampton Beach Performing Arts Center, and within 3 miles of Moriches Bay and Lashley Beach, offering a prime location for a holiday home experience.
This villa features an outdoor pool, an arcade/game room, and a fireplace, along with a well-equipped kitchen including a microwave and dishwasher, ensuring a comfortable stay with convenient on-site laundry and complimentary WiFi in public areas.
Villa Luz- Cozy Family Home With Jacuzzi Year-round & Heated Pool In Summer - The Hamptons, NY
No reviews

Villa Luz- Cozy Family Home With Jacuzzi Year-round & Heated Pool In Summer

house, Hampton Bays
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.

Villas in The Hamptons with private pool

Lounge poolside on manicured lawns before heading out to local farm stands or wineries. Filter by amenities to secure a private pool and pool house setup for the summer season.

Chic House Nw Woods. Massive 50 Ft Heated Pool. - The Hamptons, NY
10 20 reviews

Chic House Nw Woods. Massive 50 Ft Heated Pool.

house, Northwest Harbor
This East Hampton holiday home offers a prime location, just a 10-minute drive from the central town area and Sammy's Beach, providing convenient access to local attractions and dining.
Boasting 3 bedrooms and 2 bathrooms to accommodate up to 6 guests, this luxurious villa features a stunning 50-foot heated swimming pool, a fully equipped kitchen with a fridge and dishwasher, air conditioning, and a fitness center, all set within beautifully landscaped grounds with beach chairs and towels provided for an exceptional stay.
Hamptons Nice 4 Queen Bdr,billiard, Cac,bbq, Call For Preapproval - The Hamptons, NY
10 1 review

Hamptons Nice 4 Queen Bdr,billiard, Cac,bbq, Call For Preapproval

house, Hampton Bays
This Hampton Bays holiday home offers an exclusive outdoor oasis, located approximately 12 miles from Splish Splash and 29 miles from Montauk Point Lighthouse.
Spanning 2050 square feet, this spacious 4-bedroom villa accommodates up to 10 guests with amenities including an infinity-edge pool, tennis court, and a fireplace, perfect for a family getaway.
Villa Sofia East Hampton - Exclusive Vacation Rental With Pool - The Hamptons, NY
No reviews

Villa Sofia East Hampton - Exclusive Vacation Rental With Pool

house, Northwest Harbor
Located in East Hampton, Villa Sofia is situated 7.7 miles from Montauk Point Lighthouse and within 15 miles of Fort Pond Bay Park and Shadmoor State Park, offering exclusive vacation rental access to both a private and indoor swimming pool.
This spacious 6-bedroom villa boasts 2800 square feet of living space, accommodating up to 23 guests with amenities including air conditioning, a fully equipped kitchen, a fireplace, free WiFi, and a garden, making it an ideal holiday home.
Private Westhampton Escape 5br, Pool, Hot Tub, Near Beach - The Hamptons, NY
9.4 34 reviews

Private Westhampton Escape 5br, Pool, Hot Tub, Near Beach

house, Westhampton
This Westhampton villa offers a secluded cul-de-sac location, just 3 miles from town and 15 miles from Cupsogue Public Beach, providing a private and tranquil retreat.
Boasting 5,000 square feet of modern zen-inspired living space, this estate features 5 bedrooms, 5 bathrooms, a 60-foot saltwater pool, hot tub, steam room, and an outdoor basketball court, accommodating up to 10 guests.

Frequently Asked Questions about The Hamptons, NY

  • What are the must-see attractions to visit in The Hamptons, NY?

    For a taste of The Hamptons, a visit to the Parrish Art Museum in Water Mill is essential, showcasing a significant collection of American art. The iconic Montauk Point Lighthouse offers stunning ocean views and a glimpse into maritime history. For beach lovers, Coopers Beach in Southampton is consistently ranked among the best in the country.
  • How much does it typically cost to stay in a villa in The Hamptons, NY?

    Villa rental costs in The Hamptons vary significantly based on location, size, amenities, and season. During peak summer months, expect prices to range from $15,000 to $50,000 per week, and sometimes considerably higher for prime properties. Off-season rates can be substantially lower, perhaps starting around $5,000 to $10,000 per week.
  • What are the best towns, villages, or areas to rent a villa in The Hamptons, NY?

    For a classic Hamptons experience, consider Southampton for its elegant estates and upscale shopping. East Hampton offers a sophisticated atmosphere with beautiful beaches and a vibrant village center. Sag Harbor provides a more maritime feel with its historic waterfront and boutique shops. Montauk is known for its more laid-back, beach-centric vibe and stunning natural landscapes.
  • When is the best time to book a villa in The Hamptons, NY, and how far in advance should one plan?

    The peak season for villa rentals in The Hamptons is during the summer, from Memorial Day through Labor Day. To secure the best properties and rates, it's advisable to book as early as possible, ideally 6 to 12 months in advance, especially for summer bookings. The shoulder seasons, late spring and early fall, offer pleasant weather and potentially more availability.
  • What are the must-see festivals or seasonal events in The Hamptons, NY?

    The Hamptons hosts several notable events throughout the year. The Hampton Classic Horse Show in late August is a major equestrian event attracting top riders. The Hamptons International Film Festival in October draws filmmakers and cinephiles. Throughout the summer, many towns have local art gallery openings and farmers markets that are popular seasonal attractions.

Villas in Popular Destinations

Pet-friendly villas in The Hamptons

Enclosed grounds, sprawling lawns, and nearby pet-welcome ocean beaches make hosting dogs seamless. Search pet-friendly villas in The Hamptons for a relaxing stay with your pets.

Swim In A Sea Of Hydrangeas - The Hamptons, NY
9.9 50 reviews

Swim In A Sea Of Hydrangeas

house, Water Mill
This serene villa offers a secluded escape surrounded by farms, just 2 miles from both Ocean and Bay beaches, with convenient access to the Jitney and LIRR for easy travel to Water Mill.
Boasting 1800 square feet, this family-friendly holiday home accommodates up to 7 guests with 4 bedrooms and 2 bathrooms, featuring a private heated pool, fenced yard, and multiple smart TVs for ultimate comfort and entertainment.
Southampton 4br Pool, Game Room - The Hamptons, NY
10 1 review

Southampton 4br Pool, Game Room

house, Shinnecock Hills
This Southampton villa is located in Shinnecock Hills, 17 miles from Splish Splash and 24 miles from Montauk Point Lighthouse.
Offering 2500 square feet of living space, this holiday home accommodates up to 19 guests with four bedrooms and four bathrooms, featuring a private outdoor swimming pool, full kitchen, and complimentary Wi-Fi.
Villa Ebrar - Luxury With Pool - The Hamptons, NY
No reviews

Villa Ebrar - Luxury With Pool

house, Noyack
Villa Ebrar in Sag Harbor offers a prime location in Noyack, just 1.9 miles from Foster Memorial Beach and 20 miles from Montauk Point Lighthouse.
This welcoming villa boasts 3000 square feet of living space with 4 bedrooms, 3 bathrooms, a private indoor pool, a sun terrace, an on-site bar, and complimentary bikes, perfect for families and groups of up to 15 guests.
Distinctive Hamptons Home W/ Pool Near Bay, Ocean - The Hamptons, NY
No reviews

Distinctive Hamptons Home W/ Pool Near Bay, Ocean

cottage, Hampton Bays
Directly on the beach in Hampton Bays, this cottage offers a welcoming holiday home experience within 3 miles of The Hamptons Beaches, Ponquogue Beach, and Good Ground Park, with Regal UA Hampton Bays just 2.5 miles away.
This pet-friendly and family-friendly villa boasts a full kitchen with a microwave and dishwasher, air conditioning, and barbecue grills, making it an ideal beach house for exploring the local attractions.

Family-friendly vacation homes in The Hamptons

Spacious kitchens, multiple ensuite bedrooms, and expansive yards provide plenty of room for multi-generational families. Compare top listings to reserve your summer base.

3rd Of 6 Premier Waterfront Vacation Rentals On Long Island Ny In Wine Country Of Famed North Fork - The Hamptons, NY
8.6 7 reviews

3rd Of 6 Premier Waterfront Vacation Rentals On Long Island Ny In Wine Country Of Famed North Fork

cottage, Aquebogue
Premier waterfront location on the Peconic Bay, this cottage is situated on the North Fork of Long Island in Aquebogue, offering 365 feet of shoreline and easy access to over 40 wineries.
This welcoming 600 square foot beach house comfortably accommodates up to 5 guests with 2 bedrooms and 1 bathroom, featuring a screened-in porch, complimentary kayaks, and a free beach pass for a perfect holiday home experience.
Peconic Sound Beach Cottage | Walk To Sound - The Hamptons, NY
9.6 11 reviews

Peconic Sound Beach Cottage | Walk To Sound

house, Peconic
Steps from the Peconic Sound and a short walk to Goldsmith Inlet Beach, this Peconic holiday home is conveniently located 2.2 miles from Sparkling Pointe Vineyards and Winery.
This welcoming villa offers 3 bedrooms, 2 bathrooms, and accommodates up to 7 guests with a well-equipped kitchen, air conditioning, and a sunny backyard with outdoor dining.
Distinctive Hamptons Home W/ Pool Near Bay, Ocean - The Hamptons, NY
9.9 43 reviews

Distinctive Hamptons Home W/ Pool Near Bay, Ocean

house, Hampton Bays
This exclusive villa in Hampton Bays offers a prime location near the bay and ocean, just 1.5 miles from Ponquogue Beach and 16 miles from Splish Splash.
Boasting 2140 square feet of living space, this welcoming holiday home features 3 bedrooms, a private swimming pool, a terrace, a garden, and complimentary WiFi, making it ideal for a memorable family getaway.
Villa Luz Heated Pool And Jacuzzi - The Hamptons, NY
9.5 161 reviews

Villa Luz Heated Pool And Jacuzzi

house, Hampton Bays
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.

Ocean view villas in The Hamptons

Perched along the Atlantic dunes, these properties offer direct ocean access and sweeping views of the coast. Compare beachfront rentals to secure an oceanfront stay.

Minnehaha Marvel - The Hamptons, NY
No reviews

Minnehaha Marvel

house, Southold
Heart Of The Hamptons - The Hamptons, NY
9.7 113 reviews

Heart Of The Hamptons

house, Hampton Bays
Premier Waterfront Cottage 3 - The Hamptons, NY
No reviews

Premier Waterfront Cottage 3

house, Aquebogue
Stunning Westhampton Beach Home W/ Private Pool - The Hamptons, NY
No reviews

Stunning Westhampton Beach Home W/ Private Pool

house, Westhampton Beach
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