Compare villas in the Hamptons and save

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • hometogo
  • sykescottages
  • expedia
  • belvilla
  • villanovo
  • interhome
The Hamptons, NY

Best villa offers in The Hamptons, NY

Peaceful Cottage - The Hamptons, NY
10 25 reviews

Peaceful Cottage

house, Northwest Harbor
Set within 2.5 acres of forest in Northwest Harbor, this secluded villa offers direct access to nature trails and lies conveniently between East Hampton and Sag Harbor, with proximity to both ocean and bay beaches.
This welcoming holiday home features a private, multi-level cottage with a full kitchen, a spacious living room with a smart TV, and a comfortable second-floor bedroom with an en-suite bathroom, accommodating up to two guests.
Carriage House - Cottage In East Hampton Village - The Hamptons, NY
10 387 reviews

Carriage House - Cottage In East Hampton Village

cottage, East Hampton
Located in East Hampton Village's historic, tree-canopied district, this apartment is a mere 800 meters from the popular shops and dining establishments on Newtown Lane and Main Street.
This renovated two-storey villa rental offers a comfortable stay for up to four guests, featuring a full kitchen, one bedroom and bathroom upstairs, and a living area with pull-out sofas and a half-bath on the ground floor, complete with a 65-inch Smart TV for entertainment.
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
This welcoming villa in Hampton Bays offers year-round relaxation with its private jacuzzi, swimming pool, and outdoor fireplace, situated 24 kilometres from Splish Splash.
Boasting 204 square meters of living space, this 4-bedroom holiday home accommodates up to 15 guests with a fully equipped kitchen, 3 bathrooms, and access to a fitness centre, all within easy reach of Montauk Point Lighthouse (48 kilometres) and Agawam Park (17 kilometres).
Walk To Breakwater Beach In Heart Of Wine Country - The Hamptons, NY
9.9 140 reviews

Walk To Breakwater Beach In Heart Of Wine Country

cottage, Mattituck
Prime waterfront, this cottage in Mattituck is located a short walk to Breakwater Beach and offers complimentary bikes, a kayak, and a paddleboard for exploring the nearby marina and local vineyards. This welcoming villa rental, accommodating up to 6 guests, boasts two spacious decks with a firepit, air conditioning, and a full kitchen, making it an excellent holiday home for families and pet owners.
Charming Southampton Home - The Hamptons, NY
9.9 81 reviews

Charming Southampton Home

house, Shinnecock Hills
South of the highway in Shinnecock Hills, this four-bedroom villa rental offers desirable water views and is conveniently located just 5 minutes from the beach and town, with Shinnecock Hills Golf Club within walking distance.
This recently renovated holiday home, known as the "Happy House," boasts a modern open-plan layout, elegant maple floors, an updated kitchen, air conditioning, a swimming pool, and parking for up to 6 guests.
Hamptons Designer Cottage W Pool By Wölffer Estate - The Hamptons, NY
10 2 reviews

Hamptons Designer Cottage W Pool By Wölffer Estate

cottage, Bridgehampton
Adjacent to a bird and wildlife sanctuary, this Sagaponack cottage offers a tranquil retreat just a short drive from Sag Harbour, Bridgehampton, and Sagg Main Beach, with convenient access to attractions like Wolffer Estate Vineyard and transport links.
This designer-decorated, two-storey holiday home boasts 149 square meters of living space for up to 5 guests, featuring a wood-burning fireplace, a brand-new saltwater pool surrounded by gardens, and an open-plan ground floor with seamless indoor-outdoor flow to a patio overlooking the sanctuary.
< 1 Mi To Beach: Luxury North Fork Retreat W/ Deck - The Hamptons, NY
9.6 32 reviews

< 1 Mi To Beach: Luxury North Fork Retreat W/ Deck

house, Jamesport
Just a 16-minute walk from South Jamesport Beach, this welcoming villa rental in Riverhead offers convenient access to the coastline, being less than 1 kilometre from further beach access points and a 9.3-kilometre drive from Splish Splash water park.
This spacious holiday home boasts 167 square meters of living space, featuring four air-conditioned bedrooms, three bathrooms, and a fully equipped kitchen with a dishwasher and microwave, providing a comfortable base for families.
Hamptons Tiny House! - The Hamptons, NY
10 73 reviews

Hamptons Tiny House!

house, North Sea
Discover this secluded 180 sqft tiny home, a private villa rental on a 1.4-acre lot in Southampton, NY, offering a tranquil escape with a local laundromat just 3 minutes away.
This pet-friendly holiday accommodation provides a comfortable stay for two guests with air conditioning, WiFi, a fully equipped kitchen, and a private outdoor seating area featuring a BBQ and fire pit, perfect for enjoying the North Sea coast.

Villas and holiday homes with private pool in The Hamptons

At the heart of Long Island's most sought-after retreat, our holiday homes with pool in the Hamptons include heated pools and infinity options.

Luxurious Hamptons Beach Heated Pool Wineries - The Hamptons, NY
9.6 50 reviews

Luxurious Hamptons Beach Heated Pool Wineries

house, Quogue
Just 500 meters from the beach, this newly renovated house in Quogue offers a prime location, providing convenient daily parking and easy access to local attractions including shops and wineries.
This welcoming villa rental boasts a chef's kitchen, central air conditioning, and a private 20x40 inground swimming pool, comfortably accommodating up to 10 guests for an excellent holiday home experience.
Serene Private Escape - Pool Heated Through Oct - The Hamptons, NY
10 155 reviews

Serene Private Escape - Pool Heated Through Oct

house, Wainscott
Just 3 kilometers from East Hampton Village and its ocean beaches, this luxuriously curated woodland escape offers privacy within a fully fenced property.
This exclusive four-bedroom, four-and-a-half-bathroom villa rental, accommodating up to 10 guests, boasts a massive heated swimming pool, a designer chef’s kitchen, and a separate office with a queen sofa bed, providing refined comfort and extensive amenities for a memorable stay.
Hamptons:saltwater Pool+steps From Bay+5m To Beach - The Hamptons, NY
9.5 16 reviews

Hamptons:saltwater Pool+steps From Bay+5m To Beach

house, Hampton Bays
Just 500 meters from the ocean beach, this Hampton Bays villa boasts a prime waterfront position with direct bay access, offering an exceptional holiday home experience.
This family-friendly accommodation, perfect for up to 6 guests, features a private saltwater pool, a modern open-plan living space with a 75-inch TV, outdoor grilling facilities, and convenient access to paddleboarding and the LIRR for an easy commute to New York City.
Chic Sh Villa With Pool Hot Tub Sauna Gym Fire Pit - The Hamptons, NY
No reviews

Chic Sh Villa With Pool Hot Tub Sauna Gym Fire Pit

house, North Sea
Located in Southampton, this villa is situated approximately 4 kilometres from Agawam Park and 63 kilometres from Long Island MacArthur Airport.
This luxury holiday home offers 297 square meters of living space, accommodating up to 34 guests with 1 bedroom and 3 bathrooms, and features a private pool, hot tub, sauna, gym, and a fire pit for evening relaxation.

Villas and holiday homes by the sea in The Hamptons: sea view and coastal stays

Browse our holiday homes by the sea in the Hamptons: some properties offer direct Atlantic beach access along Long Island's most sought-after shoreline.

Steps To The Beach | Seabreeze Cottage #3 - The Hamptons, NY
9.5 46 reviews

Steps To The Beach | Seabreeze Cottage #3

cottage, Shinnecock Hills
Just 100 meters from the beach and two popular waterfront bars and restaurants, this apartment in Shinnecock Hills offers an excellent base for exploring The Hamptons, with convenient highway access and private parking.
This welcoming holiday home accommodates up to six guests, boasting a kitchen with a fridge, freezer, microwave, and dishwasher, plus air conditioning and garden access for a comfortable stay.
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 expansive villa is situated 12.9 kilometres from Agawam Park and 24.1 kilometres from Splish Splash, with Montauk Point Lighthouse being 46.7 kilometres away.
This welcoming holiday home boasts 289 square meters of floor area, accommodating up to 24 guests across six bedrooms and three bathrooms, featuring a private swimming pool, hot tub, and a garden for your enjoyment.
Ritz - East Hampton Cottage On The Water - The Hamptons, NY
9.8 14 reviews

Ritz - East Hampton Cottage On The Water

cottage, Springs
Directly on Three Mile Harbor in East Hampton, this waterfront cottage offers spectacular sunset views from its 5-acre property, just 800 meters from Maidstone Park beach.
This exclusive villa rental, accommodating four guests across two bedrooms and two bathrooms, boasts a private tennis court, a short-game golf practice facility, and complimentary use of six adult bikes for exploring the area.
Cute East Hampton Cottage W/ Patio - Walk To Beach - The Hamptons, NY
9.8 53 reviews

Cute East Hampton Cottage W/ Patio - Walk To Beach

house, Springs
This East Hampton cottage, a welcoming holiday home, is situated 16 kilometres from the Montauk Point Lighthouse, offering convenient access to local attractions and beaches.
Boasting 79 square meters of living space, this villa features two bedrooms, one bathroom, air conditioning, a fully equipped kitchen with a dishwasher and oven, and a patio overlooking a garden, all complemented by complimentary Wi-Fi.

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.

Villas in Popular Destinations

Luxury villas and holiday homes in The Hamptons

Our curated luxury holiday homes in the Hamptons include some of Long Island's most sought-after properties. Find your luxury holiday home.

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
House. This accommodation is based in Hampton Bays.
Services and facilities include a barbecue, a terrace and a swimming pool. Take advantage of the gym in this house.
Charming Beach Cottage, Steps To Beach, Enjoy Scenic Vineyards & Farm Stands - The Hamptons, NY
9.6 4 reviews

Charming Beach Cottage, Steps To Beach, Enjoy Scenic Vineyards & Farm Stands

cottage, Jamesport
Directly adjacent to the white sandy beach of the South Jamesport community, this cottage offers a prime location within the Historic South Jamesport beach community, just steps from the coastline and a local seafood restaurant.
This welcoming villa rental, perfect for families, accommodates up to 6 guests with 3 bedrooms and 1 bathroom, featuring a well-equipped kitchen, air conditioning, and a garden with a propane barbeque, providing convenient access to Sherwood House Vineyards and Harbes Family Farm.
2nd Of 6 Premier Waterfront Vacation Rentals On Long Island Ny In Wine Country Of Famed North Fork - The Hamptons, NY
9.6 5 reviews

2nd Of 6 Premier Waterfront Vacation Rentals On Long Island Ny In Wine Country Of Famed North Fork

cottage, Aquebogue
Directly on 109 meters of Peconic Bay waterfront, this Aquebogue cottage offers premier water access and is situated on the North Fork of Long Island, close to local wineries and amenities.
This welcoming holiday home, a 56 square meter villa rental, accommodates up to 5 guests across 2 bedrooms and features a screened-in porch, complimentary kayaks, paddle boards, canoes, and free beach passes to five local town beaches, making it an excellent beach house option.
Modern Hampton Bays Cottage Near Beaches & Town Cottage - The Hamptons, NY
8.0 1 review

Modern Hampton Bays Cottage Near Beaches & Town Cottage

house, Hampton Bays
Conveniently located in Hampton Bays, this villa rental is situated 14 kilometres from Splish Splash and 8.7 kilometres from Agawam Park, offering a prime position near local beaches and town.
This modern cottage, a welcoming holiday home with 54 square meters of floor area, accommodates up to 11 guests across two bedrooms and features a fully equipped kitchenette, air conditioning, free WiFi, and outdoor dining and barbecue facilities for enjoyable stays.

Villas and family holiday home rentals in The Hamptons

Our selection of family holiday homes in the Hamptons features properties with large gardens and gated pools. Browse our family-friendly holiday rentals.

3rd Of 6 Premier Waterfront Vacation Rentals On Long Island Ny In Wine Country Of Famed North Fork - The Hamptons, NY
8.6 7 reviews

3rd Of 6 Premier Waterfront Vacation Rentals On Long Island Ny In Wine Country Of Famed North Fork

cottage, Aquebogue
Premier waterfront accommodation in Aquebogue, on Long Island's North Fork, offers 365 meters of Peconic Bay shoreline, placing you within the renowned Wine Country and close to local amenities.
This pet-friendly villa rental, covering 56 square meters with two bedrooms to accommodate five guests, boasts a screened-in porch, complimentary kayaks and paddle boards, and provides free beach passes to five local town beaches.
Us Golf Open & Ocean View Retreat, Walk To Event - The Hamptons, NY
9.7 6 reviews

Us Golf Open & Ocean View Retreat, Walk To Event

house, Shinnecock Hills
South of the highway in Shinnecock Hills, this exclusive villa offers breathtaking views of Shinnecock Bay and the Atlantic Ocean, located just a short walk from the 2026 US Open at Shinnecock Hills Golf Club and minutes from South Hampton Village.
Boasting 4 bedrooms and 3.5 bathrooms for up to 6 guests, this secluded holiday home features a private garden, swimming pool, and air conditioning, providing a tranquil coastal escape close to world-class beaches and fine dining.
The Sandy Shack - Coastal Escape - The Hamptons, NY
9.8 34 reviews

The Sandy Shack - Coastal Escape

house, Greenport
Directly on the beachfront in Greenport, this exclusive villa offers panoramic ocean views and is a short walk from the village's acclaimed restaurants and wineries.
This welcoming holiday home provides direct beach access, complimentary kayaks for water activities, and accommodates up to six guests across four bedrooms, ensuring a memorable beach house experience.
Sag Harbor Chic Mid-century Retreat - The Hamptons, NY
10 85 reviews

Sag Harbor Chic Mid-century Retreat

house, Noyack
Just 300 meters from Long Beach, this family-friendly Noyack villa offers immediate access to Serene Green market and boasts a front deck with sunset views.
This welcoming holiday home accommodates six guests across three bedrooms and two bathrooms, featuring air conditioning, a garden, and parking for a comfortable stay.

Rental villas and holiday homes with jacuzzi in The Hamptons

Fancy a holiday home with hot tub in the Hamptons? Outdoor jacuzzis in private gardens feature among many villas with hot tub.

Hamptons Beach House, 5-minute Walk To Bay Beach - The Hamptons, NY
9.5 4 reviews

Hamptons Beach House, 5-minute Walk To Bay Beach

house, Flanders
Private Westhampton Escape 5br, Pool, Hot Tub, Near Beach - The Hamptons, NY
9.4 36 reviews

Private Westhampton Escape 5br, Pool, Hot Tub, Near Beach

house, Westhampton
Explore The Water & Woods At A Relaxing Retreat - The Hamptons, NY
10 147 reviews

Explore The Water & Woods At A Relaxing Retreat

house, Northwest Harbor
Relax & Fun Home - The Hamptons, NY
10 12 reviews

Relax & Fun Home

house, Hampton Bays
copyright © 2026 villapicker.com