
Villa holiday rentals in The Hamptons
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Top-rated villa rentals in The Hamptons
Guests agree: these villas are highly rated for location, cleanliness and more.

Spend the weekend at the beach in my studio grd fl
Take it easy at this unique and tranquil getaway. wake up to the sound of the waves and birds signing. 12 minutes from quaint town of Greenport. your private studio is in the back of my house facing the ocean. your only neighbors are the seagulls. park in the driveway or pull you car right up on the lawn in front of your studio. sliding glass door onto deck, lawn, sandy dune and steps down to my private beachfront. ok to bring dogs to beach, running on lawn, off the lease. I do not mind barking

Year-Round Heated Pool Villa - 3 blocks from town
Pool heated to hot tub temperatures & open year round! This brand new construction house is perfect for large groups. Gather with friends and family in the double height ceiling open concept living room/dining room/kitchen area. Soak up the sun lounging by the pool. Take a super short walk to town to enjoy the incredible local shops, restaurants, and bars. Then end with a nightcap relaxing in the heated hot tub seating section of the pool. There's no better place to stay in Greenport Village.

Just renovated Southampton retreat w/ heated pool
JUST RENOVATED! INQUIRE ABOUT MONTHLY RENTALS! Come and enjoy with family and friends your own beautiful house in Southampton. 5-minute drive to Cooper’s Beach and to Southampton Village. Enjoy beautiful ocean beaches, have brunch in the Village, swim in your 32’ heated salt water pool, enjoy a BBQ on your patio under the shadow of a Japanese Maple, indulge in a quiet evening with a book by the fireplace, or take advantage of the home office while your family & friends enjoy the property.

Luxe|Pool|BeachCar|Games|Movie|HotTub|Firepit
SERENITY AT SHOREWOOD Pool is Open April 1 - November 1. Must be 25+ to book. Luxurious Newly Renovated Mid Century Modern Home in East Hampton with Beach Car! Peaceful and stylish with three bedrooms, 3 1/2 baths, spectacular great room, huge deck, heated pool and more, less than four miles to the heart of East Hampton Village, world renowned for its restaurants, shopping and ocean beaches. A designer-curated architectural gem! Kick back and relax in this calm, stylish space.

Pool|Golf Sim|HotTub|Movie|Games|Firepit|Golf Open
Insta: @staywithhamptonsmama PINKWOOD PLAYHOUSE is the perfect spot for your Hamptons stay, offering elevated design and relaxed luxury with laid back beach vibes. Perfect for families, friends or couples. This stylish and serene home features 4 bedrooms, 2.5 bathrooms, a fully equipped kitchen, soaring ceilings, games room and movie room. Bring the outdoors in with oversized windows and over 1000 square feet of deck space overlooking the gorgeous pool (can be heated for a fee).

Hamptons WaterLiving-Dock, Kayak, Beach, EV charge
[FOLLOW US on INSTA @29watersedge] 1-mile from the beach, this child-friendly waterfront Southampton home is a perfect family getaway. Ready for watersports: kayak, paddleboard, boat, or jet ski. Walk down to the beach for a swim in the bay. At home, the backyard has it all: large dock, fire pit, swing/playset, hammock, grill, & oversized deck to take in the views. Surrounded by nature and water, you are just minutes from restaurants and shopping in Southampton Village &Sag Harbor.

Hamptons Retreat | Pool, Hot Tub, Sleeps 10
Spacious 5-bedroom Hamptons retreat designed for families and groups, featuring a heated pool, brand-new 9-person hot tub, and a newly renovated outdoor living space just minutes from Southampton Village and the beaches. Perfect for summer getaways or long weekends, this home comfortably sleeps 10 and is designed for both relaxing and entertaining. Centrally located: • 6 min to LIRR/Jitney • 2 min to bay beaches • 10 min to ocean beaches & Southampton Village • 20 min to wineries

Farm reserve sunset views
Beautiful villa in beginning part of the Hamptons for a more convenient commute. A private hideaway surrounded by nature where you can relax. It’s perfect for families and friends who love nature, horses and beautiful sunsets. Since our property is spread out over an acre (and surrounded by greater than acre properties), we have the space to allow our guests the ability to maintain a safe distance while still being able to relax comfortably during their stay.

balcony entrance to ensuite room with king bed +
Take it easy at this private beachfront. wake up to the sound of the waves and birds signing. 12 min from quaint town of Greenport. your room is in the back of my house, up the stairs to balcony entrance facing the ocean. your only neighbors are the seagulls. park in the driveway or pull you car right up on the lawn + sandy dune, stairs down to my private pebble beachfront. lots of waterfront dining.

Montauk Vacation Homes
The towels offered in the house can’t be taken out the house. If you happen to come back from the beach, there is a shower outside the house that can be used to clean off sand. When the AC is turned on, please remember to close the windows and doors in order for the set temperature to accurately be reached. Thank you very much for your cooperation. :)

Contemporary Hamptons Getaway
Enjoy your Hamptons vacation in a little piece of paradise. Nestled in the Northwest woods, near East Hampton Village and Sag Harbor Village, you will have the Hamptons happenings right at your fingertips. This four bedroom, five full bath, 3000 square foot house is perfect for you to enjoy any month of the year.

Hamptons Bungalow with Pool
11 minutes from US OPEN PGA TOUR. Escape to a contemporary, minimalist, dream in Hampton Bays! The bungalow is a 5 minute drive or a 15 minute bike ride to multiple beaches, farm stands, restaurants and village center. This slice of heaven is truly a special get away.
Popular amenities for villa rentals in The Hamptons
Private villa rentals

Hamptons WaterLiving-Dock, Kayak, Beach, EV charge

Luxe|Pool|BeachCar|Games|Movie|HotTub|Firepit

US Golf Open & Ocean View Retreat, Walk to Event

Just renovated Southampton retreat w/ heated pool

Pool|Golf Sim|HotTub|Movie|Games|Firepit|Golf Open

Hamptons Bungalow with Pool

Year-Round Heated Pool Villa - 3 blocks from town

Hamptons Retreat | Pool, Hot Tub, Sleeps 10
Luxury villa rentals

Hamptons WaterLiving-Dock, Kayak, Beach, EV charge

Luxe|Pool|BeachCar|Games|Movie|HotTub|Firepit

Just renovated Southampton retreat w/ heated pool

Pool|Golf Sim|HotTub|Movie|Games|Firepit|Golf Open

Hamptons Bungalow with Pool

Hamptons Retreat | Pool, Hot Tub, Sleeps 10

Year-Round Heated Pool Villa - 3 blocks from town

Contemporary Hamptons Getaway
Villa rentals with a pool

Luxe|Pool|BeachCar|Games|Movie|HotTub|Firepit

US Golf Open & Ocean View Retreat, Walk to Event

Just renovated Southampton retreat w/ heated pool

Pool|Golf Sim|HotTub|Movie|Games|Firepit|Golf Open

Hamptons Bungalow with Pool

Year-Round Heated Pool Villa - 3 blocks from town

Hamptons Retreat | Pool, Hot Tub, Sleeps 10

Contemporary Hamptons Getaway
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- Yale University
- Mohegan Sun
- Foxwoods Resort Casino
- Cooper's Beach, Southampton
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- Ocean Beach Park
- Charlestown Beach
- Mystic Seaport Museum
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- Mystic Aquarium
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