Villas and Vacation Homes in The Hamptons, NY

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The Hamptons, NY

Best villa offers in The Hamptons, NY

Hamptons Retreat | Heated Pool | Secluded - The Hamptons, NY
10 31 reviews

Hamptons Retreat | Heated Pool | Secluded

house, Hampton Bays
House rental listing for 6 people with an excellent rating of 100% based on 31 reviews. You will stay in Hampton Bays.
Services and facilities include a coffee place, free parking and a kitchen. This house in Hampton Bays also has air conditioning!
Cozy Greenport Cottage - The Hamptons, NY
No reviews

Cozy Greenport Cottage

house, Greenport
Vacation rental listing. You will be in Greenport.
Services and facilities include a barbecue, a swimming pool and a dish washer. This house also has a terrace!
Southampton Sanctuary With Pool, Perfect Location! - The Hamptons, NY
9.8 98 reviews

Southampton Sanctuary With Pool, Perfect Location!

house, North Sea
Located in North Sea, this exclusive villa offers a private .75 acre lot with immaculately landscaped grounds, providing tranquil seclusion.
This welcoming holiday home features 3 bedrooms and 2 bathrooms, accommodating up to 6 guests with a luxurious master suite, Jacuzzi, and a private balcony, complemented by a swimming pool and expansive garden perfect for outdoor enjoyment.
5 Bdrm, Bay Views, 1 Block To Greenport Village. - The Hamptons, NY
9.9 76 reviews

5 Bdrm, Bay Views, 1 Block To Greenport Village.

house, Greenport
Located in Greenport Village, this exceptional villa is just one block from the village center, offering stunning bay views and convenient walking access to shops and restaurants.
This family-friendly holiday home, accommodating up to 10 guests, features a gorgeous chef's kitchen, luxurious stone and marble bathrooms, and a beautiful garden, making it an ideal beach house for your Greenport getaway.
Hampton Bays Retreat: Walk To Squires Beach! - The Hamptons, NY
8.0 2 reviews

Hampton Bays Retreat: Walk To Squires Beach!

cottage, Hampton Bays
Located in Hampton Bays, this cottage is conveniently situated 2.3 miles from Regal UA Hampton Bays and 2.8 miles from Good Ground Park, with Quogue Community Hall and Cupsoque Beach within 6.2 miles.
This welcoming villa offers a smoke-free environment with air conditioning, a fully equipped kitchen featuring a dishwasher and oven, complimentary WiFi in public areas, and on-site parking, making it an ideal holiday home for your stay.
Greenport Walk To Beach & Vineyard! Brand New Home - The Hamptons, NY
10 83 reviews

Greenport Walk To Beach & Vineyard! Brand New Home

house, Southold
Vacation house to rent for 6 people with an excellent rating of 100% based on 83 reviews. Your accommodation will be based in Southold.
Facilities and services: a garden, a washing machine and a dish washer. Take advantage of the Free Parking with this accommodation in Southold!
Cute East Hampton Cottage W/ Patio - Walk To Beach - The Hamptons, NY
No reviews

Cute East Hampton Cottage W/ Patio - Walk To Beach

cottage, Springs
Located in East Hampton, this cottage is situated within 1 mile of Three Mile Harbor and The Hamptons Beaches, with the Pollock-Krasner House and Study Center 1.7 miles away.
Enjoy this exclusive villa offering a private patio, garden with barbecue grills, and a cozy fireplace, complete with a well-equipped kitchen featuring a microwave, oven, stovetop, and dishwasher for a comfortable holiday home experience.
Tree Canopy Oasis - The Hamptons, NY
No reviews

Tree Canopy Oasis

house, East Quogue
Located in East Quogue, this villa is situated 11 miles from Splish Splash and 30 miles from Long Island MacArthur Airport.
This welcoming 1610 square foot holiday home features 3 bedrooms, 2 bathrooms, air conditioning, a dishwasher, a microwave, a fridge, an outdoor swimming pool, and a washing machine, comfortably accommodating up to 11 guests.

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 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
Book this vacation rental. This accommodation is based in Hampton Bays.
Services and facilities include a dish washer, a kitchen and a barbecue. This house in Hampton Bays has a swimming pool!
Spa Departures Near The Sea - The Hamptons, NY
9.8 32 reviews

Spa Departures Near The Sea

cottage, Tuckahoe
Located in Tuckahoe, this welcoming villa offers a spa-like atmosphere with a massage chair and whirlpool tub, situated just 8 minutes from Coopers Beach and 10 minutes from Jobs Lane in Southampton.
This 4-bedroom, 3-bathroom holiday home accommodates up to 6 guests and features a separate ground floor apartment, outdoor shower, and is immersed in nature with opportunities to enjoy the surrounding trees, with an optional cleaning service available every two weeks.
Pool|golf Sim|hottub|movie|games|firepit|golf Open - The Hamptons, NY
9.9 96 reviews

Pool|golf Sim|hottub|movie|games|firepit|golf Open

house, Northwest Harbor
Located in a quiet residential community in Northwest Harbor, this villa is approximately 11 miles from East Hampton Village and 3 miles from Sammy's Beach.
This welcoming holiday home accommodates up to 8 guests and features a heated inground swimming pool, hot tub, dedicated sporting pavilion with a golf simulator, and a private movie theater.
Minutes From The Beach, Brand New 4 Bedroom - The Hamptons, NY
9.9 61 reviews

Minutes From The Beach, Brand New 4 Bedroom

house, Southampton
Just steps from downtown Southampton, this newly renovated villa offers unparalleled access to local beaches, bars, restaurants, and a brewery, making it an ideal holiday home for exploring the area.
This spacious, family-friendly property comfortably sleeps up to 10 guests with 4 bedrooms and 3 bathrooms, featuring central air conditioning, a fridge, microwave, and a fully fenced yard perfect for pets and children.

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.

Greenway Court By Rove Travel - Home With Heated Pool - The Hamptons, NY
No reviews

Greenway Court By Rove Travel - Home With Heated Pool

house, Hampton Bays
This welcoming villa in Hampton Bays offers 3040 square feet of living space, featuring 5 bedrooms and 6 bathrooms to comfortably accommodate up to 11 guests, with a private heated swimming pool for year-round enjoyment and a fireplace for cozy evenings.
Located 8.7 miles from Agawam Park and 12 miles from Splish Splash, this holiday home provides easy access to local attractions while offering a secluded garden and outdoor seating area for relaxation.
5 Min To Eh Town W/pool, Playground, Self Check-in - The Hamptons, NY
9.9 143 reviews

5 Min To Eh Town W/pool, Playground, Self Check-in

house, Springs
This East Hampton villa offers unparalleled privacy on 1.3 acres, just 5 miles from East Hampton Village and a 7-minute drive to East Hampton, Amagansett, and Bay Beaches, with Montauk 20 miles away and Sag Harbor 15 miles away.
This family-friendly apartment boasts a chef's kitchen, a heated in-ground gated pool open seasonally, a large playground, and a fenced-in property, accommodating up to 8 guests with air conditioning and internet.
Southampton 4br Pool, Game Room - The Hamptons, NY
10 2 reviews

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.
New Construction Modern Luxury Retreat W 6 Beds - The Hamptons, NY
9.0 2 reviews

New Construction Modern Luxury Retreat W 6 Beds

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.

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.

Chic Sh Villa With Pool Hot Tub Sauna Gym Fire Pit - The Hamptons, NY
9.8 59 reviews

Chic Sh Villa With Pool Hot Tub Sauna Gym Fire Pit

house, North Sea
Located in Southampton, this newly renovated villa offers convenient access to town amenities, just a short distance from the North Sea.
This welcoming four-bedroom, three-and-a-half-bathroom holiday home accommodates up to 15 guests, featuring a gourmet kitchen, a dedicated gym and sauna, and a serene pool area ideal for relaxation.
Hamptons Retreat Entire Cottage Is All Yours - The Hamptons, NY
9.6 39 reviews

Hamptons Retreat Entire Cottage Is All Yours

cottage, East Quogue
Located in East Quogue, this welcoming villa is just a short drive from renowned restaurants and beautiful beaches, offering a peaceful family retreat with discounts for weekly and monthly stays.
This 2-bedroom, 1-bathroom apartment comfortably accommodates up to 5 guests, featuring a fully stocked kitchen, a living room with a 56-inch TV, a bonus sunroom, and full access to the yard and driveway, making it an ideal holiday home.
The Cooper-burke House - The Hamptons, NY
9.8 152 reviews

The Cooper-burke House

house, Sag Harbor
Located in Sag Harbor's central historic district, this 1810 house is just a 3-minute walk to Main Street's shops and theaters, and a 12-minute walk to Haven's Beach.
This welcoming 1500 square foot villa accommodates up to 4 guests and features a full kitchen, air conditioning, a terrace, garden, spa, and parking, making it an ideal holiday home.
Southampton Village Cottage - The Hamptons, NY
9.9 62 reviews

Southampton Village Cottage

cottage, Southampton
This welcoming apartment is located less than a mile from Southampton Village shops and dining, situated in a quiet neighborhood perfect for a peaceful getaway.
Enjoy 3 bedrooms, 2 bathrooms, and a guest capacity of 6 in this apartment featuring central air conditioning, a full kitchen with a dishwasher, and outdoor entertaining space with a BBQ gas grill on the back deck.

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.

New Deck! Private, Heated Pool, Home Office & Gym - The Hamptons, NY
10 66 reviews

New Deck! Private, Heated Pool, Home Office & Gym

house, Westhampton
House for up to 12 guests with an excellent rating of 100% based on 66 reviews. You will be in Westhampton.
Facilities and services: a fitness center, a garden and a swimming pool.
Spacious Four Season Family Beach House - The Hamptons, NY
9.9 78 reviews

Spacious Four Season Family Beach House

house, Mattituck
Directly on the Long Island Sound, this Mattituck villa offers spectacular sunset views and is a five-minute walk to a beautiful, sandy beach, placing you a short drive from Atlantis Aquarium and Splish Splash.
This spacious 2,800 sq ft holiday home comfortably accommodates 8 guests with 4 bedrooms and 4 bathrooms, featuring a brand-new kitchen, sunken family room with a large screen TV, two fireplaces, outdoor grilling and dining areas, plus a fenced-in side yard.
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.
*Ultimate Five Star Modern Luxury* In East Hampton - The Hamptons, NY
9.9 70 reviews

*Ultimate Five Star Modern Luxury* In East Hampton

house, Northwest Harbor
Just 7 miles from East Hampton town, this private and secluded apartment offers ultimate relaxation surrounded by hedges, bamboo, and forests, providing a tranquil escape near Napeague State Park, Hither Hills State Park, and various bay and ocean beaches.
This 1800 square foot villa accommodates up to 8 guests and features a heated resort-style pool, an outdoor BBQ, an indoor fireplace with a 60-inch 4K TV, and a Sonos sound system, making it an ideal holiday home 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.

Waterfront Cottage 4 - The Hamptons, NY
No reviews

Waterfront Cottage 4

house, Aquebogue
Hamptons Waterfront- Great Location- On The Bay - The Hamptons, NY
10 190 reviews

Hamptons Waterfront- Great Location- On The Bay

house, Hampton Bays
Steps To The Beach - Seabreeze Cottage #3 - The Hamptons, NY
9.0 1 review

Steps To The Beach - Seabreeze Cottage #3

house, Shinnecock Hills
Beachfront Greenport Villa - The Hamptons, NY
10 1 review

Beachfront Greenport Villa

house, Southold
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