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.

Villa Guldan - Luxury With Pool - The Hamptons, NY
No reviews

Villa Guldan - Luxury With Pool

house, Wainscott
Villa Guldan is located in Wainscott, 1.9 miles from Havens Beach and 14 miles from Montauk Point Lighthouse.
This luxury villa offers 6000 square feet of living space, accommodating up to 33 guests with 7 bedrooms and 8 bathrooms, featuring a private swimming pool, on-site bar, garden, and complimentary WiFi and private parking.
Villa Zainip - Luxury With Pool - The Hamptons, NY
No reviews

Villa Zainip - Luxury With Pool

house, Noyack
Villa Zainip in Sag Harbor is located 21 miles from Montauk Point Lighthouse and 26 miles from Splish Splash, offering a luxurious escape in Noyack.
This 3000 sq ft villa features 5 bedrooms, 4 bathrooms, a private pool, sauna, bar, and accommodates up to 15 guests, with amenities including air conditioning, WiFi, and parking, making it an ideal holiday home.
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.
Villa Noyaan - Luxury With Pool - The Hamptons, NY
No reviews

Villa Noyaan - Luxury With Pool

house, Southampton
This luxurious villa is located in Southampton, just 1.5 miles from Flying Point Beach, offering a prime location for your next holiday home escape.
With 6 bedrooms accommodating up to 27 guests, this spacious villa boasts a private swimming pool, sauna, fitness center, and a terrace with lake views, ensuring a comfortable and amenity-rich stay.

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.

Villa Saltwater Haven - The Hamptons, NY
No reviews

Villa Saltwater Haven

house, Wainscott
Located in East Hampton, this villa is 11 miles from Montauk Point Lighthouse and 16 miles from Second House Museum.
This welcoming 7-bedroom holiday home offers 3000 square feet of living space, accommodating up to 27 guests with a private swimming pool, outdoor fireplace, and complimentary WiFi and parking.
Southampton Beauty - The Hamptons, NY
No reviews

Southampton Beauty

house, Shinnecock Hills
Located in Shinnecock Hills, this luxury villa is situated 18 miles from Splish Splash and 24 miles from Montauk Point Lighthouse, offering convenient access to Southampton attractions.
This spacious holiday home spans 2920 square feet, featuring 4 bedrooms, 3 bathrooms, a fully equipped kitchen with a dishwasher and microwave, and a private swimming pool with a terrace, accommodating up to 15 guests for an exclusive getaway.
Southampton Pool Home Near Village - The Hamptons, NY
No reviews

Southampton Pool Home Near Village

house, North Sea
Located in Southampton, this holiday home is situated on a quiet street, 3.6 miles from Shinnecock Hills Golf Club and minutes from Southampton Village, offering a private half-acre lot with a large, secluded backyard.
This welcoming villa comfortably accommodates up to 8 guests across 4 bedrooms, featuring a heated pool, year-round hot tub, two living rooms, an outdoor dining area, a fire pit, and fast WiFi, making it ideal for families and remote work.
New Construction Greenport Pool House - 3 Blocks From Town - The Hamptons, NY
10 4 reviews

New Construction Greenport Pool House - 3 Blocks From Town

house, Greenport
Located centrally in Greenport Village, this villa is just a short walk from the town's shops and restaurants, and only 500 feet from the beach, offering convenient access to Greenport Carousel and Camera Obscura landmarks.
This expansive holiday home boasts 2700 square feet with an open-concept living area perfect for 16 guests, featuring a private pool, hot tub, and close proximity to Greenport Harbor Brewing Company and Kontokosta Winery.

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.

1st Of 6 Premier Waterfront Vacation Rentals On Long Island Ny In Wine Country Of Famed North Fork - The Hamptons, NY
9.0 7 reviews

1st Of 6 Premier Waterfront Vacation Rentals On Long Island Ny In Wine Country Of Famed North Fork

cottage, Aquebogue
Premier waterfront access to Peconic Bay awaits at this Aquebogue cottage, offering 365 feet of shoreline and complimentary use of kayaks, paddle boards, and canoes, just a short drive from Paumanok Vineyards and Jamesport Vineyards.
This welcoming 600 sq ft holiday home accommodates up to 5 guests with 2 bedrooms and 1 bathroom, featuring a screened-in porch and a free beach pass to 5 local town beaches, making it an ideal beach house for exploring Long Island's Wine Country.
4 Bed 2 Bath - Salt Water Pool Close & Beaches - The Hamptons, NY
9.5 2 reviews

4 Bed 2 Bath - Salt Water Pool Close & Beaches

house, Water Mill
This Southampton holiday home offers exclusive access to a private beach area, placing you 20 miles from Montauk Point Lighthouse and 23 miles from Splish Splash.
Boasting 2200 square feet, this welcoming villa accommodates up to 15 guests with 1 bedroom and 2 bathrooms, featuring a saltwater swimming pool, outdoor fireplace, private patio with barbecue, and on-site dart board for entertainment, alongside proximity to cycling routes and a water park.
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.
Enchanting Studio Cottage, Walk Everywhere - The Hamptons, NY
10 14 reviews

Enchanting Studio Cottage, Walk Everywhere

house, East Hampton
Conveniently located two blocks from East Hampton Village Center and 0.7 miles from the ocean beach, this romantic cottage offers a prime location for exploring East Hampton.
This welcoming villa provides accommodation for 2 guests, featuring a separate, fully equipped guest house with a kitchenette and full bath, a queen sleeper sofa, stained glass windows, access to beautiful gardens, a shared swimming pool, and beach equipment, making it an ideal holiday home.

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.

Beautiful 6-bedroom Escape Featuring A Private Pool - The Hamptons, NY
10 1 review

Beautiful 6-bedroom Escape Featuring A Private Pool

house, Hampton Bays
Located in Hampton Bays, this holiday home is 8.1 miles from Agawam Park and 15 miles from Splish Splash, with Montauk Point Lighthouse 29 miles away.
This 6-bedroom, 3-bathroom villa offers 3110 square feet of living space for up to 24 guests, featuring a private swimming pool, hot tub, terrace, and fully equipped kitchen.
Fabulous Waterfront Property In The Heart Of Wine Country - The Hamptons, NY
10 193 reviews

Fabulous Waterfront Property In The Heart Of Wine Country

cottage, Southold
Offering unparalleled water views, this Southold cottage is a mere 5-minute walk to the Long Island Sound with full beach access, placing you minutes from award-winning wineries and local attractions like Horton Point Park.
This family-friendly villa, boasting 1500 square feet of living space and a guest capacity of 5, features 3 bedrooms, a full-sized bedroom loft, a kitchen with a dishwasher and microwave, air conditioning, a swimming pool, a garden, and a spa for a complete holiday home experience.
Close To All! Peaceful Heated Pool! *Month - The Hamptons, NY
9.8 17 reviews

Close To All! Peaceful Heated Pool! *Month

cabin, Wainscott
Conveniently situated on the village fringe of Wainscott, this welcoming log home offers a peaceful cul-de-sac location just a short distance from East Hampton Village and ocean beaches.
This 4-bedroom, 2-bathroom villa accommodates up to 6 guests and features a private 20x40 heated swimming pool, high-speed wireless internet, and 3 Smart TVs, making it an ideal holiday home for seaside enjoyment.
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.

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.

Premier Waterfront Cottage 2 - The Hamptons, NY
9.6 65 reviews

Premier Waterfront Cottage 2

house, Aquebogue
Totally Renovated Cottage On The North Fork 7 Min. Walk To The Beach - The Hamptons, NY
10 34 reviews

Totally Renovated Cottage On The North Fork 7 Min. Walk To The Beach

cottage, Cutchogue
Hampton Bays Townhouse - Pool Beach Access - The Hamptons, NY
10 1 review

Hampton Bays Townhouse - Pool Beach Access

house, Hampton Bays
'The Gate House'on Beach Front Estate With Dockage. Walk To Village . - The Hamptons, NY
9.8 121 reviews

'The Gate House'on Beach Front Estate With Dockage. Walk To Village .

cottage, Greenport
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