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

Private, Charming, Lovely Farmhouse In Wainscott, East Hampton - The Hamptons, NY
10 112 reviews
The Hamptons, NY
05/22 – 05/24
$1605/nighttotal: $3210 (2 )

Private, Charming, Lovely Farmhouse In Wainscott, East Hampton

3 3
farm, Wainscott
Exclusive Georgica Pond views and access define this Wainscott farm stay, located a mere five-minute walk from the Hampton Jitney and Hampton Luxury Liner stops.
This luxurious 2000 sq ft villa comfortably accommodates up to 6 guests with 3 bedrooms and 3 bathrooms, boasting a heated pool, expansive mahogany decking on a 1/2 acre lot, and high-speed internet, perfect for a Hamptons holiday home experience near The Hamptons Beaches and Cooper's Beach.
418 M² House ∙ 7 Bedrooms ∙ 14 Guests - The Hamptons, NY
8.0 1 review
The Hamptons, NY
08/02 – 08/07
$4000/nighttotal: $20000 (5 )

418 M² House ∙ 7 Bedrooms ∙ 14 Guests

7 8
house, West Hampton Dunes
Directly on Moriches Bay with private beach access and public Pikes Beach across the street, this West Hampton Dunes villa is just 5 miles from the Westhampton Beach Performing Arts Center and 6 miles from Main Street Westhampton Beach.
This expansive 4500 square foot holiday home comfortably accommodates 14 guests with 7 bedrooms, featuring a private seasonal heated pool, outdoor kitchen, and panoramic ocean and bay views perfect for enjoying sunsets.
Splendid Private Cottage - The Hamptons, NY
9.9 81 reviews
The Hamptons, NY
09/04 – 09/06
$410/nighttotal: $820 (2 )

Splendid Private Cottage

1 2
apartment, Hampton Bays
Peacefully located in a well-situated district of Hampton Bays, this apartment offers convenient access to local attractions, just a short distance from the town center and Hamptons beaches.
This welcoming 1-bedroom apartment, accommodating up to 2 guests, features air conditioning, on-site parking, a garden, and access to a seasonal swimming pool, providing an ideal holiday home experience.
Hamptons Beach House W/ Pool, Chef's Kitchen, Wi-fi, Ac , Wfh Desk Area - The Hamptons, NY
9.9 37 reviews
The Hamptons, NY
06/22 – 06/29
$968/nighttotal: $6776 (7 )

Hamptons Beach House W/ Pool, Chef's Kitchen, Wi-fi, Ac , Wfh Desk Area

3 2
apartment, Springs
This contemporary luxury home in East Hampton offers a rural country feel, situated 3.5 miles from East Hampton village and close to The Hamptons Beaches, Napeague State Park, and the Leiber Collection.
Boasting 2500 square feet, this welcoming villa accommodates up to 6 guests with 3 bedrooms and 2 bathrooms, featuring a chef's kitchen, a dedicated WFH space, a finished lower level with a pool table, and a heated swimming pool with a gas grill on the entertaining deck.
Relax In Hampton Bays... - The Hamptons, NY
9.8 129 reviews
The Hamptons, NY
06/22 – 06/29
$707/nighttotal: $4949 (7 )

Relax In Hampton Bays...

3 2
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.
Hamptons - Shelter Island Farmhouse - The Hamptons, NY
9.9 42 reviews
The Hamptons, NY
05/16 – 05/18
$514/nighttotal: $1028 (2 )

Hamptons - Shelter Island Farmhouse

4 6
apartment, Shelter Island
Just a 2-minute bike ride from Wades Beach and a short walk to Commander Cody's BBQ/seafood, this 4-bedroom apartment on Shelter Island offers an excellent base for a family getaway.
This newly renovated farmhouse villa boasts a spacious interior with a large open kitchen/dining area, a separate living room, and an expansive outdoor patio with a full BBQ grill, perfect for gatherings of up to 8 guests.
Newly Constructed Contemporary Home, Gunite Heated Pool, Hot Tub, Deck With... - The Hamptons, NY
9.9 14 reviews
The Hamptons, NY
03/21 – 03/28
$709/nighttotal: $4963 (7 )

Newly Constructed Contemporary Home, Gunite Heated Pool, Hot Tub, Deck With...

4 8
apartment, Northwest Harbor
Located in a coveted East Hampton neighborhood, this luxury villa is just minutes from East Hampton village and ocean beaches such as Two Mile Hollow, Egypt, and Wiborg.
This newly constructed 3400 sq ft holiday home accommodates 8 guests with 3 ensuite bedrooms, featuring 18-ft vaulted ceilings, a chef's kitchen with top-of-the-line appliances, and exceptional outdoor living space with a heated gunite pool and hot tub.
Beautiful Home On Shelter Island - The Hamptons, NY
9.8 25 reviews
The Hamptons, NY
07/23 – 07/26
$1293/nighttotal: $3879 (3 )

Beautiful Home On Shelter Island

4 9
apartment, Shelter Island
Just 500 feet from the South Ferry Hills Association private community beach, this updated home offers direct access to calm waters perfect for paddleboarding and kayaking, along with picnic benches and a boat launch.
This spacious 4-bedroom, 2-bathroom apartment accommodates up to 10 guests and boasts a renovated kitchen, two living rooms, a large porch with a BBQ, on-site Peloton, and two paddleboards for exploring Shelter Island, making it an ideal holiday home and a perfect beach house for your next getaway.
Northfork Townhouse Walk To All - The Hamptons, NY
10 5 reviews
The Hamptons, NY
05/22 – 05/24
$1149/nighttotal: $2298 (2 )

Northfork Townhouse Walk To All

3 3
apartment, Greenport
Located in Greenport's city center, this renovated townhouse offers prime access within steps of the waterfront, Greenport Carousel, and Norman E. Klipp Marine Park, with the Railroad Museum of Long Island and East End Seaport Maritime Museum also nearby.
This family-friendly 3-bedroom villa, accommodating up to 6 guests, features a newly renovated kitchen with a fridge, microwave, and dishwasher, air conditioning, and an expansive backyard with a grill and outdoor seating, making it an ideal holiday home for car-free exploration of the renowned North Fork wineries.
Hampton Bays 4bdr All Queen Size,ig Pool,billiard, Tennis&pickleball Near By - The Hamptons, NY
10 1 review
The Hamptons, NY
05/22 – 05/25
$1945/nighttotal: $5835 (3 )

Hampton Bays 4bdr All Queen Size,ig Pool,billiard, Tennis&pickleball Near By

4 6
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.
The Great Escape - Hamptons Serene Family Favorite - The Hamptons, NY
The Hamptons, NY
05/22 – 05/24
$3807/nighttotal: $7614 (2 )

The Great Escape - Hamptons Serene Family Favorite

1 3
house, Bridgehampton
Located in Sagaponack, this villa is 14 miles from Montauk Point Lighthouse and 19 miles from Second House Museum, with Shadmoor State Park 21 miles away.
This welcoming holiday home features air conditioning, a swimming pool, a terrace with garden views, and accommodates up to 16 guests with a fully equipped kitchen and free WiFi.
Steve's Place: Heated Pool, 3br Southold Home, Beach - The Hamptons, NY
The Hamptons, NY
06/01 – 06/30
$1226/nighttotal: $35554 (29 )

Steve's Place: Heated Pool, 3br Southold Home, Beach

1 2
house, Southold
This Southold villa is located 22 miles from Splish Splash and 43 miles from Long Island MacArthur Airport.
Featuring 3 bedrooms and accommodating up to 11 guests, this welcoming holiday home offers a heated outdoor swimming pool, a fully equipped kitchen, complimentary WiFi, and a beautiful garden space.

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

Awesome Watermill 5 Bedroom With A Heated Pool - The Hamptons, NY
9.8 46 reviews
The Hamptons, NY
03/21 – 03/28
$243/nighttotal: $1701 (7 )

Awesome Watermill 5 Bedroom With A Heated Pool

5 2
apartment, Water Mill
Located on a private lane in Water Mill, this luxury villa offers exclusive access just moments from Bridgehampton and Southampton's Main Street and desirable ocean beaches.
This expansive 5-bedroom, 4-bathroom holiday home sleeps 10 guests and features a newly planted garden, a heated saltwater pool, and generous living areas with captivating garden views, making it ideal for a peaceful Hamptons getaway.
Peaceful, Calm, Quiet Make Up This Wonderful East Hampton House. - The Hamptons, NY
9.7 66 reviews
The Hamptons, NY
06/01 – 06/30
$1332/nighttotal: $38628 (29 )

Peaceful, Calm, Quiet Make Up This Wonderful East Hampton House.

3 2
apartment, Northwest Harbor
This East Hampton apartment is located in the North Woods area, offering a tranquil escape just a 5-minute drive from Cedar Point and Northwest County Park, and a short 8-minute drive to East Hampton Village and 10 minutes to East Hampton beaches and Sag Harbor town.
This welcoming holiday home features 3 bedrooms and 3 bathrooms across 1650 square feet, accommodating up to 6 guests with amenities like a private pool, a finished basement with entertainment options, a well-equipped kitchen, and on-site chickens for fresh eggs.
2 Bedroom Hamptons Waterfront Cottage Rental - The Hamptons, NY
10 17 reviews
The Hamptons, NY
06/22 – 06/29
$666/nighttotal: $4662 (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.
Astounding Watermill 5 Bedroom Home With Pool - The Hamptons, NY
9.9 148 reviews
The Hamptons, NY
05/16 – 05/18
$1085/nighttotal: $2170 (2 )

Astounding Watermill 5 Bedroom Home With Pool

5 6
apartment, Water Mill
Located in Water Mill, this modern Hamptons residence sits on a tranquil half-acre off a quiet lane, offering a peaceful retreat close to golf courses, the ocean, and local town attractions.
This luxurious five-bedroom villa accommodates up to 10 guests with a chef's kitchen, a private backyard featuring a 30-foot pool and indoor-outdoor eating areas, and central air conditioning for ultimate comfort.
Greenport Gem: Private Saltwater Pool, Awesome Basement, Walk To Everything! - The Hamptons, NY
9.8 12 reviews
The Hamptons, NY
05/16 – 05/18
$1360/nighttotal: $2720 (2 )

Greenport Gem: Private Saltwater Pool, Awesome Basement, Walk To Everything!

3 6
apartment, Greenport
Located in Greenport Village, this apartment is a short walk to downtown shops, restaurants, wineries, and the Shelter Island ferry.
This spacious 2,420 sq ft villa offers 3 bedrooms, 3 bathrooms, a heated saltwater pool, and a covered porch with a TV, accommodating up to 8 guests.
Large Heated Pool, Games Room, Private Bay Beach Access, Gardens, Kid-friendly - The Hamptons, NY
9.8 213 reviews
The Hamptons, NY
03/21 – 03/28
$408/nighttotal: $2856 (7 )

Large Heated Pool, Games Room, Private Bay Beach Access, Gardens, Kid-friendly

4 8
apartment, Northwest Harbor
Secluded on a park-like acre in East Hampton's Northwest Woods, this property offers direct access to a private bay beach and Cedar Point National Park, just a 15-minute walk away, with East Hampton and Sag Harbor accessible within a 12 to 30-minute drive.
This expansive 3800 sq ft villa comfortably accommodates up to 10 guests with four en-suite bedrooms, featuring a master suite with a jacuzzi tub, and boasts extensive amenities including a heated pool, games room, and a fire pit, making it an ideal holiday home.
Villa Saltwater Haven - The Hamptons, NY
The Hamptons, NY
05/22 – 06/30
$20263/nighttotal: $790257 (39 )

Villa Saltwater Haven

7 2
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.
Pet Friendly Fenced Yard Beach House, Viking Stove, Pool, #Beachybungalow - The Hamptons, NY
10 2 reviews
The Hamptons, NY
05/01 – 09/01
$1275/nighttotal: $156825 (123 )

Pet Friendly Fenced Yard Beach House, Viking Stove, Pool, #Beachybungalow

4 1
apartment, Hampton Bays
This Hampton Bays vacation home is located in the city center, a 5-minute drive from the ocean beaches, offering easy access to the Shinnecock Nation Cultural Center and Museum and Southampton Historical Museum.
Enjoy this 1910 sq ft, 4-bedroom, 2-bathroom villa, a family-friendly and pet-friendly holiday home, featuring a gourmet kitchen with a Viking stove, a private fenced backyard with a pool and fire pit, and central air conditioning, comfortably 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.

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