Villas and Vaction Homes in The Hamptons, NY

17826 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

Charming 4-bedroom Farmhouse Style Hamptons Beach Home, East Quogue - The Hamptons, NY
The Hamptons, NY
04/30 – 05/03
$755/nighttotal: $2265 (3 )

Charming 4-bedroom Farmhouse Style Hamptons Beach Home, East Quogue

4 3
apartment, East Quogue
This East Quogue apartment offers a classic coastal living experience, situated on 3/4 of an acre just a 7-minute drive from the nearest beach, with access to over 10 area beaches and close proximity to Hamptons attractions.
This welcoming holiday home features 4 bedrooms, 2 bathrooms, and accommodates up to 6 guests, boasting a sun-drenched, open-floor-plan living space with a microwave, dishwasher, air conditioning, garden, and parking, making it an ideal beach house for families.
Incredible 9+ Bed Watermill Home  Wellness Retreat - The Hamptons, NY
9.9 51 reviews
The Hamptons, NY
02/07 – 02/14
$510/nighttotal: $3570 (7 )

Incredible 9+ Bed Watermill Home Wellness Retreat

9 2
house, Water Mill
This exclusive 9000 SF villa is located on a quiet cul-de-sac in Water Mill, Southampton, offering a secluded yet accessible retreat.
Enjoy year-round comfort with a heated gunite pool and hot tub, a steam shower, sauna, movie room, arcade, pool table, air hockey, and foosball, alongside a gourmet chef's kitchen and an outdoor kitchen, making this a perfect holiday home for up to 16 guests.
Lovely Shelter Island Cottage With Panoramic Bay Views, Secluded, Screened... - The Hamptons, NY
9.5 33 reviews
The Hamptons, NY
04/30 – 05/03
$1101/nighttotal: $3303 (3 )

Lovely Shelter Island Cottage With Panoramic Bay Views, Secluded, Screened...

4 3
apartment, Shelter Island Heights
Offering panoramic bay views from a secluded corner lot in the quiet Silver Beach neighborhood, this apartment provides direct bay access and is steps from West Neck Harbor, with Shell, Crescent, and Crab Creek Beaches a short drive away.
This 2200 sq ft contemporary home, a perfect villa for your next getaway, features an open floor plan with a fireplace, a gourmet kitchen, a screened porch, cedar outdoor shower, wood fire pit, gas grill, and four adult bicycles, accommodating up to six guests with excellent user and location ratings.
The Good Times House - The Hamptons, NY
9.8 15 reviews
The Hamptons, NY
07/27 – 07/30
$439/nighttotal: $1317 (3 )

The Good Times House

3 4
apartment, Baiting Hollow
Perfectly situated in Baiting Hollow, NY, this apartment offers direct private beach access within a 5-minute walk and is conveniently located just 90 miles from Manhattan.
This welcoming holiday home features 3 bedrooms, 1 bathroom, and accommodates up to 6 guests with a new front deck, gas grill, and four split air-conditioning/heating units, making it an ideal beach house for exploring local vineyards and Splish Splash Water Park.
Lake House Located Near North Fork Wineries - The Hamptons, NY
8.4 11 reviews
The Hamptons, NY
06/01 – 07/31
$280/nighttotal: $16800 (60 )

Lake House Located Near North Fork Wineries

2 2
apartment, Southold
Located in a rural waterfront area of Southold, this welcoming villa is just six blocks from Kenney's Beach on the Long Island Sound and a short drive to the village and 20 North Fork wineries.
Offering 800 square feet of living space, this family-friendly apartment accommodates up to four guests with two bedrooms, a ranch-style kitchen, air conditioning, and WiFi, while the half-acre property boasts a private bulkheaded lakefront perfect for swimming, fishing, and kayaking.
Totally Renovated Cottage On The North Fork 7 Min. Walk To The Beach - The Hamptons, NY
10 55 reviews
The Hamptons, NY
04/30 – 05/03
$540/nighttotal: $1620 (3 )

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

2 3
cottage, Cutchogue
Conveniently located in Cutchogue, this welcoming villa is just a 7-minute walk from Causeway Beach and within 3 miles of prominent wineries like Bedell Cellars and breweries such as Greenport Harbor Brewery.
This 1000 square foot holiday home comfortably accommodates up to 4 guests with 2 bedrooms and 1 bathroom, featuring a newly renovated kitchen, central A/C, a screened-in porch, gas grill, and fire pit, perfect for outdoor entertainment.
139 M² House ∙ 2 Bedrooms ∙ 5 Guests - The Hamptons, NY
The Hamptons, NY
07/06 – 07/12
$500/nighttotal: $3000 (6 )

139 M² House ∙ 2 Bedrooms ∙ 5 Guests

2 2
house, Peconic
Offering spectacular Long Island Sound views from a unique waterfront bluff on 3 secluded acres, this Peconic villa is surrounded by local wineries and farms, providing direct beach rights and fabulous beachfront sunset views.
This welcoming holiday home features a completely updated 1500 square feet interior, sleeps 5 guests across 2 bedrooms and 1 bathroom, and boasts a new kitchen, full AC, heating, and a fireplace for year-round enjoyment.
Water Mill Oasis W/ Pool Close To Beach&village! - The Hamptons, NY
9.8 20 reviews
The Hamptons, NY
02/24 – 02/25
$1056/nightfor 1 night

Water Mill Oasis W/ Pool Close To Beach&village!

4 2
apartment, Water Mill
Located just 5 minutes from Water Mill village and 10 minutes from Southampton Village, this newly renovated Hampton's villa offers exclusive seclusion on 2 private acres, with Flying Point Ocean Beach less than 3 miles away.
This luxury holiday home boasts a chef's kitchen, a heated 18x36 pool open seasonally, a fire pit, a BBQ grill, and seamless indoor-outdoor living, accommodating up to 8 guests with 4 bedrooms and 3 bathrooms.
2-acre Modern Estate In Southampton.  Beach, Winery, Farm, Pool, And Hot Tub - The Hamptons, NY
9.4 56 reviews
The Hamptons, NY
04/24 – 04/27
$718/nighttotal: $2154 (3 )

2-acre Modern Estate In Southampton. Beach, Winery, Farm, Pool, And Hot Tub

4 4
apartment, Flanders
Located on 2 secluded acres in Southampton, this modern estate is just 5 minutes from the Indian golf course and 10-15 minutes from the Hamptons beaches and North Fork farms, offering a luxurious holiday home experience.
This welcoming villa features 4 bedrooms, 3 bathrooms, a private pool, a hot tub, and is equipped with a newly renovated kitchen, high-speed internet, and baby-friendly amenities, making it an excellent choice for families and remote professionals.
Relax In Hampton Bays... - The Hamptons, NY
9.8 199 reviews
The Hamptons, NY
07/27 – 07/30
$780/nighttotal: $2340 (3 )

Relax In Hampton Bays...

3 4
apartment, Hampton Bays
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.
A Chic Renovated Beach House! - The Hamptons, NY
9.9 43 reviews
The Hamptons, NY
07/02 – 07/05
$1122/nighttotal: $3366 (3 )

A Chic Renovated Beach House!

4 5
apartment, Springs
Located in Springs, this beach house offers convenient access, being a 7-minute ride to the town center and a 20-minute ride to Montauk.
This welcoming holiday home features a modern kitchen with stainless steel appliances, air conditioning, and a landscaped half-acre property with an outdoor shower, perfect for up to 5 guests.
Beach Cottage 3 | New Suffolk | Northfork - The Hamptons, NY
9.9 75 reviews
The Hamptons, NY
06/01 – 06/10
$448/nighttotal: $4032 (9 )

Beach Cottage 3 | New Suffolk | Northfork

1 2
apartment, New Suffolk
Located in Quaint New Suffolk, this studio cottage is just a one-minute walk to private sandy beaches on Peconic Bay, offering a serene garden compound setting.
This welcoming villa provides a country kitchen with a half fridge, a private porch, and guest access to bikes and a BBQ, making it an ideal beach house for two with excellent ratings for location, cleanliness, and user experience.

Villas and Vacation Homes with Pool in The Hamptons, NY

Among the 17826 villas in The Hamptons, NY here are the 8 best villas with pool

Hampton Private Retreat - Last Minute Offer June 23- - The Hamptons, NY
10 24 reviews
The Hamptons, NY
02/07 – 02/14
$1748/nighttotal: $12236 (7 )

Hampton Private Retreat - Last Minute Offer June 23-

5 2
house, North Sea
This Southampton villa, located north of the highway, is a mere 5-minute drive to North Sea Beaches and 10 minutes from Southampton Village, offering a waterfront location with easy access to The Hamptons Beaches and Cooper's Beach.
Boasting 5700 square feet, this luxurious holiday home accommodates 10 guests with 5 bedrooms and 5 bathrooms, featuring a private pool, a full basement gym, and a dedicated media room for entertainment.
Stunning Farmhouse W/ Solar Heated Pool In North Fork, Farmstands, Winery& Beach - The Hamptons, NY
9.9 119 reviews
The Hamptons, NY
04/30 – 05/03
$1204/nighttotal: $3612 (3 )

Stunning Farmhouse W/ Solar Heated Pool In North Fork, Farmstands, Winery& Beach

4 3
apartment, Aquebogue
Located in Riverhead, this farm offers convenient access to the East End, just a short drive from numerous North Fork wineries and popular attractions like Splish Splash Water Park.
This 1950 sq ft villa features 4 bedrooms, a fully equipped kitchen, air conditioning, a swimming pool, and a jacuzzi, complemented by a 1-acre outdoor recreation area and fast WIFI, providing a peaceful country living experience with modern amenities.
North Fork Winter Escape  Cozy Farmhouse By The Vineyards - The Hamptons, NY
9.2 5 reviews
The Hamptons, NY
04/30 – 05/03
$717/nighttotal: $2151 (3 )

North Fork Winter Escape Cozy Farmhouse By The Vineyards

3 3
apartment, Mattituck
This welcoming farm offers a serene countryside retreat in Mattituck, located two hours from NYC and conveniently situated within a 5-10 minute drive of local farm stands, antique shops, and scenic waterfront walks.
With 2200 square feet, this family-friendly villa accommodates up to six guests and features a fully equipped kitchen, a fireplace, high-speed Wi-Fi, and year-round access to nearby vineyards for wine tasting.
Historic Luxury Seaside Getaway - The Hamptons, NY
9.9 146 reviews
The Hamptons, NY
06/07 – 06/09
$1525/nighttotal: $3050 (2 )

Historic Luxury Seaside Getaway

6 9
apartment, New Suffolk
Just 500 feet from the beach, this historic New Suffolk apartment offers a prime location near Pugliese Vineyards and Peconic Bay Winery, providing convenient access to Hallockville Museum Farm and the Railroad Museum of Long Island.
This expansive 3600 sq ft villa boasts 6 bedrooms and 4 bathrooms, featuring a heated swimming pool (May-October), a separate cottage for additional guests, and a garden, perfect for family adventures including snorkeling, water skiing, horse riding, and cycling.
New Construction Modern Luxury Retreat W 6 Beds - The Hamptons, NY
9.0 3 reviews
The Hamptons, NY
04/24 – 04/27
$1308/nighttotal: $3924 (3 )

New Construction Modern Luxury Retreat W 6 Beds

6 4
house, North Sea
This luxury retreat is located in Southampton, 22 miles from Montauk Point Lighthouse and 23 miles from Splish Splash.
This exclusive 5010 square foot holiday home offers 6 bedrooms and 6 bathrooms, sleeping up to 23 guests with a private beach area, swimming pool, bar, and on-site coffee shop.
Villa Spectrum Luxury Villa With Pool & Outdoor Shower In East Hampton - The Hamptons, NY
The Hamptons, NY
04/24 – 04/27
$843/nighttotal: $2529 (3 )

Villa Spectrum Luxury Villa With Pool & Outdoor Shower In East Hampton

2 4
house, Springs
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.
2 Bedroom Hamptons Waterfront Cottage Rental - The Hamptons, NY
10 28 reviews
The Hamptons, NY
08/10 – 08/17
$657/nighttotal: $4599 (7 )

2 Bedroom Hamptons Waterfront Cottage Rental

2 2
apartment, Hampton Bays
Offering exclusive waterfront access with a 300-foot walking dock perfect for sunset viewing, this Hampton Bays cottage is moments from Peconic Bay and within driving distance of Splish Splash Water Park and The Hamptons Beaches.
This 750 sq ft holiday home features 2 bedrooms, 1 bathroom, and sleeps up to 4 guests, boasting a private deck with BBQ, a fully equipped kitchen, and access to shared amenities including a pool, kayaks, and bicycles.
Modern Southampton Cottage | Heated Pool & Peloton - The Hamptons, NY
9.9 101 reviews
The Hamptons, NY
02/07 – 02/14
$322/nighttotal: $2254 (7 )

Modern Southampton Cottage | Heated Pool & Peloton

3 2
apartment, North Sea
Located in the Hamptons, this stylish apartment is an 8-minute bike ride from Southampton village and a 15-minute ride from Coopers Beach, offering a prime location for exploring the area.
This luxury holiday home features 3 bedrooms, 2 bathrooms, and accommodates up to 6 guests, boasting a newly renovated kitchen, a heated swimming pool, a fitness center, and a private driveway with parking for 4 cars, making it an ideal beach house for a memorable getaway.

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.

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