Villas and Holiday Homes in The Hamptons, NY

17826 Villas and Holiday Homes in The Hamptons, NY

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

Big Fresh Pond House - The Hamptons, NY
8.8 5 reviews
The Hamptons, NY
29/05 – 30/05
£1040/nightfor 1 night

Big Fresh Pond House

1 4
apartment, North Sea
Apartment rental for up to 6 guests with an excellent rating of 88% based on 5 reviews. You will stay in North Sea.
Facilities and services include a washing machine and a kitchen. Take advantage of the air conditioning in this apartment!
Incredible 9+ Bed Watermill Home  Wellness Retreat - The Hamptons, NY
9.9 57 reviews
The Hamptons, NY
15/07 – 19/07
£6862/nighttotal: £27448 (4 )

Incredible 9+ Bed Watermill Home Wellness Retreat

9 6
house, Water Mill
Located in Watermill, this luxury Southampton villa is situated on a quiet cul-de-sac, offering a serene escape within close proximity to the Hamptons' renowned beaches and dining.
This expansive 9000 sq ft holiday accommodation boasts a 9-bedroom, 8.5-bathroom layout for up to 16 guests, featuring a private heated gunite pool, hot tub, steam shower, sauna, and multiple entertainment options including a movie room and arcade.
Luxurious Fully Renovated 1880's Farmhouse - The Hamptons, NY
10 2 reviews
The Hamptons, NY
03/06 – 05/06
£3441/nighttotal: £6882 (2 )

Luxurious Fully Renovated 1880's Farmhouse

1 14
apartment, Greenport
Apartment listing for 16 guests with an excellent rating of 100% based on 2 reviews. This accommodation is based in Greenport.
Services and facilities include a kitchen, a swimming pool and a fridge. You can also relax in the jacuzzi!
Sag Harbor Charmer - 2 Bedroom Cottage; Walk To Town - The Hamptons, NY
9.7 149 reviews
The Hamptons, NY
01/07 – 25/07
£560/nighttotal: £13440 (24 )

Sag Harbor Charmer - 2 Bedroom Cottage; Walk To Town

1 2
cottage, Sag Harbor
Located in a historic Sag Harbor neighbourhood, Beech Tree Cottage is a mere 5-minute walk to Sag Harbor's Main Street and waterfront, with Hamptons beaches a short drive away.
This fully-furnished, two-storey cottage offers 139 square meters of living space, accommodating up to 4 guests with 2 bedrooms and 1 bathroom, featuring a fully equipped kitchen, wireless internet, and a private garden with a spa and off-street parking.
Hamptons 4bdr All Queen Size,ig Pool,billiard, Tennis&pickleball Near By - The Hamptons, NY
10 1 review
The Hamptons, NY
15/07 – 19/07
£1259/nighttotal: £5036 (4 )

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

4 6
house, Hampton Bays
Located in Hampton Bays, this villa is situated 19 kilometres from Splish Splash and 47 kilometres from Montauk Point Lighthouse.
This family-friendly holiday home offers a spacious 190 square meter interior with 4 bedrooms accommodating up to 10 guests, featuring a private swimming pool, exclusive access to a tennis court, and an on-site billiard table.
Poppy's Hampton House:large Yard,beach,newly Renovated - The Hamptons, NY
8.5 2 reviews
The Hamptons, NY
11/06 – 15/06
£710/nighttotal: £2840 (4 )

Poppy's Hampton House:large Yard,beach,newly Renovated

1 6
house, Hampton Bays
Poppy's Hampton House, a newly renovated holiday home, is located in Hampton Bays, 22 kilometres from Splish Splash and 47 kilometres from Montauk Point Lighthouse.
This spacious villa rental offers 162 square meters of living space with 3 bedrooms, 2 bathrooms, and accommodation for 11 guests, featuring a fully equipped kitchen, a large garden with beach access, and a balcony with outdoor seating.
Villa Charlotte - Elegant 7 Bedroom - The Hamptons, NY
The Hamptons, NY
19/06 – 21/07
£3161/nighttotal: £101152 (32 )

Villa Charlotte - Elegant 7 Bedroom

7 8
house, Bridgehampton
Villa Charlotte is a luxurious 7-bedroom villa located in Southampton, 29 kilometres from Montauk Point Lighthouse and 37 kilometres from the Second House Museum, with Hither Woods Preserve 39 kilometres away.
This expansive holiday accommodation boasts a floor area of 416 square meters, featuring a well-equipped kitchen with a dishwasher, an outdoor swimming pool, a sauna, a fitness centre, and tennis courts for guest enjoyment.
Villa Zainip - Luxury With Pool - The Hamptons, NY
The Hamptons, NY
03/09 – 07/09
£2784/nighttotal: £11136 (4 )

Villa Zainip - Luxury With Pool

5 8
house, Noyack
Villa Zainip in Sag Harbor offers a luxurious escape, situated 33.7 kilometres from Montauk Point Lighthouse and 41.8 kilometres from Splish Splash.
This expansive 279 square metre villa rental boasts 5 bedrooms, accommodating up to 15 guests with amenities including a private swimming pool, sauna, bar, and garden, alongside complimentary Wi-Fi and parking.
Bright White Beach House, Just A Short Stroll To Ocean- A Sunset To End Everyday - The Hamptons, NY
9.6 86 reviews
The Hamptons, NY
19/06 – 21/06
£2114/nighttotal: £4228 (2 )

Bright White Beach House, Just A Short Stroll To Ocean- A Sunset To End Everyday

4 6
cottage, Napeague
This Napeague cottage boasts an exceptional location, offering direct, car-free access to a beautiful ocean beach and a harbour popular for kite surfing, with Montauk and Amagansett just a short drive away.
The 139 square meter holiday home features three bathrooms, two master suites, a king suite, a twin bedroom, and a loft futon, complemented by high-end amenities including HDTV, WIFI, central air conditioning, and a garden with a spa, making it an ideal beach house for families.
Spacious 5-bedroom House With Water Views And 2 Houses From The Bay. - The Hamptons, NY
The Hamptons, NY
29/05 – 30/05
£4802/nightfor 1 night

Spacious 5-bedroom House With Water Views And 2 Houses From The Bay.

5 2
apartment, North Haven
Located in Sag Harbor, this luxurious villa is ideally situated just 300 meters from The Hamptons Beaches and Cooper's Beach, with the Sag Harbor Whaling and Historical Museum and Shelter Island Whale's Tail also within easy reach.
This exclusive holiday home offers generous accommodation for 10 guests across 5 bedrooms, featuring a fenced-in gunite pool, air conditioning, a fully equipped kitchen with a microwave oven and dishwasher, and private parking.
Cozy Beach Cottage - The Hamptons, NY
10 8 reviews
The Hamptons, NY
22/05 – 24/05
£455/nighttotal: £910 (2 )

Cozy Beach Cottage

3 5
apartment, Baiting Hollow
Centrally located in Baiting Hollow, this welcoming apartment offers convenient access to local amenities and attractions, situated just 500 meters from the picturesque coastline.
This family-friendly apartment accommodates up to five guests across three bedrooms and features a well-equipped kitchen, air conditioning, and a garden, making it a perfect holiday home for exploring the area.
Modern Cottage With A View - The Hamptons, NY
10 9 reviews
The Hamptons, NY
23/05 – 30/05
£530/nighttotal: £3710 (7 )

Modern Cottage With A View

3 2
apartment, Noyack
Located on a private road in Noyack, this designer-renovated apartment offers seclusion and peace, just a short walk to bay beaches and scenic walks including a nature trail to Clam Island, with Sag Harbor Village and Bridgehampton less than ten minutes away.
This exclusive holiday home features an open-plan living area, accommodates up to six guests across three bedrooms, and boasts expansive outdoor spaces including a fire pit and a grill, ensuring a memorable stay in this sought-after beach house.

Villas and Holiday Homes with Pool in The Hamptons, NY

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

North Fork House For Rent - The Hamptons, NY
10 2 reviews
The Hamptons, NY
11/06 – 15/06
£881/nighttotal: £3524 (4 )

North Fork House For Rent

3 6
house, Laurel
Located on the North Fork, this family-friendly villa is situated 17.7 kilometres from Splish Splash amusement park in Mattituck.
This welcoming holiday home offers 214 square meters of living space with 3 bedrooms, 3 bathrooms, a well-equipped kitchen, air conditioning, a swimming pool, a garden, fitness centre, tennis court, and parking, accommodating up to 13 guests.
Sunny Hamptons Getaway With Pool - The Hamptons, NY
9.9 72 reviews
The Hamptons, NY
17/07 – 22/07
£1418/nighttotal: £7090 (5 )

Sunny Hamptons Getaway With Pool

4 4
apartment, Westhampton
Offering exceptional outdoor entertaining spaces, this Remsenburg villa is perfectly situated for beach access, just a 10-minute drive or 20-minute cycle from Westhampton Beach’s amenities, nestled between the shores of Westhampton and Long Island’s protected marshlands.
This spacious 223 square meter holiday home comfortably accommodates up to eight guests with three bedrooms and a convertible den, featuring a fully-stocked kitchen, air conditioning, a swimming pool, and a garden, making it an inclusive choice for families and pets.
Southampton Paradise With Saltwater Pool & Spa & 3 Minutes To Best Beach In Usa - The Hamptons, NY
The Hamptons, NY
17/07 – 22/07
£3160/nighttotal: £15800 (5 )

Southampton Paradise With Saltwater Pool & Spa & 3 Minutes To Best Beach In Usa

5 4
house, Tuckahoe
Located in Southampton Village, this luxurious villa is just 300 meters from The Hamptons Beaches and Cooper's Beach, offering easy access to the Southampton Cultural Center and Southampton Arts Center.
This expansive holiday home boasts 372 square meters of living space, accommodating up to 10 guests with 5 bedrooms and 3 bathrooms, complemented by a saltwater swimming pool, hot-tub spa, and a professionally landscaped garden perfect for outdoor activities such as horse riding and water sports.
232 M² House ∙ 3 Bedrooms ∙ 6 Guests - The Hamptons, NY
The Hamptons, NY
19/06 – 21/06
£2806/nighttotal: £5612 (2 )

232 M² House ∙ 3 Bedrooms ∙ 6 Guests

6 6
house, Westhampton
Directly on the beach in Westhampton, this historic 1890s beach house offers exclusive privacy across its two-acre property, complete with complimentary return transfers to the Hamptons.
This spacious villa rental provides accommodation for six guests, featuring six bedrooms, three bathrooms, a heated swimming pool, a fireplace, and a deck with outdoor furniture, all within 232 square meters of living space.
Cheerful 3 Bedrm-4 Beds-3 Bath -Beach Home W Pool - The Hamptons, NY
9.5 50 reviews
The Hamptons, NY
11/06 – 15/06
£851/nighttotal: £3404 (4 )

Cheerful 3 Bedrm-4 Beds-3 Bath -Beach Home W Pool

3 6
apartment, Bridgehampton
Just 5 minutes from the ocean and the town centres of Bridgehampton and Sag Harbour, this luxurious beach house offers a prime location in Bridgehampton.
This exclusive villa rental boasts 3 bedrooms accommodating up to 6 guests, featuring an open-plan living space, a heated swimming pool, and outdoor dining facilities on a half-acre lot bordering a protected preserve.
Inn The Vineyard: Secluded Waterfront Family Vacation Home In Mattituck - The Hamptons, NY
The Hamptons, NY
01/06 – 31/08
£878/nighttotal: £79898 (91 )

Inn The Vineyard: Secluded Waterfront Family Vacation Home In Mattituck

4 1
hotel, Mattituck
Inn The Vineyard offers a secluded waterfront family vacation home in Mattituck, located near Hallockville Museum Farm and Suffolk Theater, with Horton Point Park and Greenport Carousel also within easy reach.
This luxurious villa rental boasts a heated saltwater swimming pool, private dock, and on-site recreation including kayaking and bicycles, complemented by a recreation room with a pool table, making it a welcoming holiday home for up to 10 guests.
2 Bedroom Hamptons Waterfront Cottage Rental - The Hamptons, NY
10 17 reviews
The Hamptons, NY
17/07 – 22/07
£558/nighttotal: £2790 (5 )

2 Bedroom Hamptons Waterfront Cottage Rental

2 4
apartment, Hampton Bays
Offering direct waterfront access to an inlet leading to Peconic Bay, this Hampton Bays cottage is just a short distance from Splish Splash Water Park.
This 70 square meter villa rental, accommodating up to 4 guests in 2 bedrooms, boasts a private deck with BBQ, shared access to a 300-meter walking dock, and complimentary use of kayaks, canoes, and bicycles, providing a welcoming holiday home experience.
Modern Southampton Cottage | Heated Pool & Peloton - The Hamptons, NY
9.9 102 reviews
The Hamptons, NY
11/06 – 15/06
£955/nighttotal: £3820 (4 )

Modern Southampton Cottage | Heated Pool & Peloton

3 6
apartment, North Sea
Located in Southampton, this modern Hamptons cottage is an 8-minute cycle from the village and a 15-minute cycle from Coopers Beach, offering a superb holiday home experience near the North Sea.
This luxurious villa rental boasts 3 bedrooms and 2 bathrooms accommodating up to 6 guests, featuring a newly renovated kitchen with high-end appliances, a heated gunite pool, a Peloton bike, air conditioning, and a large deck with a Weber grill, complemented by a private driveway for 4 cars and 4 adult bicycles.

Frequently Asked Questions about The Hamptons, NY

  • What are the must-see attractions that I should visit in The Hamptons, NY?

    When visiting The Hamptons, a stop at the Parrish Art Museum in Water Mill is essential for its impressive collection of American art. For a classic Hamptons experience, Montauk Point State Park offers stunning ocean views and a historic lighthouse. Southampton Village also boasts beautiful beaches like Coopers Beach and the historic Southampton Historical Museum.
  • How much does it typically cost to stay in a villa in The Hamptons, NY?

    Villa rental prices in The Hamptons vary significantly based on location, size, amenities, and the time of year. During peak season, which is typically from Memorial Day through Labor Day, expect prices to range from approximately $20,000 to over $100,000 per month. Off-season rentals can be considerably less expensive, sometimes falling between $5,000 and $20,000 per month.
  • What are the best towns, villages, or areas to rent a villa in The Hamptons, NY?

    For a quintessential Hamptons experience, consider renting a villa in Southampton, known for its elegant estates and pristine beaches. East Hampton offers a sophisticated atmosphere with beautiful oceanfront properties and a vibrant village center. For a more relaxed and rustic feel, Montauk provides stunning natural beauty and waterfront access. Sag Harbor, with its historic maritime charm, is another popular choice.
  • When is the best time to book a villa in The Hamptons, NY, and how far in advance should I plan?

    The peak rental season for villas in The Hamptons runs from late May through early September. To secure the best properties, especially for popular areas like East Hampton or Southampton, booking should ideally be done six to twelve months in advance. For shoulder seasons, like late spring or early fall, booking three to six months ahead is generally advisable.
  • 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 Bridgehampton is a major equestrian event held in late August. During the summer, the Hamptons International Film Festival draws filmmakers and enthusiasts. The East Hampton Antiques Show, usually held in July, is another significant draw for collectors.

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