Villa holiday rentals in The Hamptons

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Top-rated villa rentals in The Hamptons

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A sandy beach stretches along the coastline, bordered by lush greenery and scattered rock formations. The calm waters reflect the clear blue sky, creating a serene view. Nearby trees provide shade, contributing to the peaceful setting of the oceanfront escape.
Private room in Orient
4.89 out of 5 average rating, 9 reviews

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

Guest favourite
A modern outdoor space features a rectangular pool with crystal clear water, framed by a wooden deck. Comfortable seating arrangements, including two chairs with cushions and a dining table set for six, are complemented by an umbrella for shade.
Villa in Greenport
4.9 out of 5 average rating, 78 reviews

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.

Top Guest favourite
A lush backyard features a children's playset alongside a hammock. Adirondack chairs are arranged around a fire-pit, framed by trees and greenery. A serene waterfront view is visible, with a dock extending into the calm waters, enhancing the natural landscape.
Villa in Southampton
5 out of 5 average rating, 108 reviews

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.

Guest favourite
Villa in Hampton Bays
4.96 out of 5 average rating, 23 reviews

Hamptons Escape - 10 Min to Southampton & US Open

The perfect Hamptons summer escape—spend your days by the 20’ x 40’ heated pool and your evenings relaxing in the 9-person hot tub, just minutes from Southampton. Perfect for US Open stays – just a 10-minute drive to Southampton during tournament week (June 15–21). Centrally located: 6 min to LIRR/Jitney, minutes to I-495, 2 min to bay beaches, 10 min to ocean beaches and Southampton Village. 20 min to wineries. Explore all the Hamptons and feel restored.

Expansive green lawn extends towards the horizon, bordered by white fencing and mature trees. A serene landscape is visible with grazing horses in the background. Bright blue sky complements the lush surroundings, creating a peaceful outdoor environment.
Villa in East Quogue
4.76 out of 5 average rating, 37 reviews

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.

Guest favourite
A well-designed outdoor area features a pristine pool with colorful floats, bordered by a spacious deck. Lounge chairs, adorned in striped blue and white, provide comfortable seating under large umbrellas. The house is illuminated, showcasing a welcoming atmosphere amidst lush greenery.
Villa in East Hampton
4.99 out of 5 average rating, 77 reviews

Pool|GOLFSim|HotTub|Movie|Games|Firepit|Dogs

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 or couples. This stylish and serene home features 4 bedrooms, 2.5 bathrooms, a fully equipped kitchen, soaring ceilings and an open floorplan. Bring the outdoors in with oversized windows and over 1000 square feet of deck space overlooking the gorgeous pool.

Guest favourite
A spacious backyard features a well-maintained heated gunite pool, surrounded by lush green grass. The house, with its light-colored exterior, is visible in the background, complemented by minimal seating areas for relaxation.
Villa in Southampton
4.97 out of 5 average rating, 30 reviews

Heavenly SH Village Escape W Heated Pool

Nestled in the core of Southampton Village, this fully revamped 3 bed/2.5 bath residence is a stone's throw from Main St and renowned ocean beaches. The home boasts contemporary upgrades, including central heat/AC and a newly installed 20 x 40-foot heated gunite pool set on spacious grounds. Beaches and Town are easily accessible by bike, and car. Experience luxury with top-tier furnishings, elegant décor, and marble-finished bathrooms.

Luxe
Villa in East Hampton
4.98 out of 5 average rating, 52 reviews

Luxe|Pool|Game Rm|Outdoor Movie|HotTub|Firepit

SERENITY AT SHOREWOOD 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.

A serene shoreline extends along a calm bay, bordered by lush greenery. The sandy beach is flanked by gentle waves, with a distant view of the horizon under a clear blue sky. Coastal trees add a natural touch to the peaceful landscape.
Private room in Orient

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.

Top Guest favourite
An open-concept living space displays high ceilings with exposed beams. A modern kitchen features wooden cabinetry and stainless steel appliances. Two stylish cream-colored chairs are positioned on a light wood floor, with large windows allowing natural light to illuminate the room.
Villa in Hampton Bays
5 out of 5 average rating, 29 reviews

Hamptons Bungalow With Pool

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.

Superhost
Villa in Southampton
4.67 out of 5 average rating, 3 reviews

Southampton Private Retreat with Ocean Views

Escape to the Hamptons at this peaceful and ideally located home, just minutes from South Hampton Village, Historic Shinnecock Hills Golf Club, world class beaches & fine dining.

A sandy beach stretches along a tranquil shoreline, framed by lush green trees. The calm blue waters extend to the horizon under a clear blue sky, creating a serene coastal environment.
Private room in Orient

spend the weekend on the beach in my grd fl studio

Spend the weekend at the beach in my ground floor studio Private room in villa hosted by Madeline

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