Villa vacation rentals in Southampton

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Top-rated villa rentals in Southampton

Guests agree: these villas are highly rated for location, cleanliness, and more.

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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 North Fork
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 favorite
A heated salt water pool is surrounded by a stone patio, reflecting sunlight on its clear surface. A Japanese Maple tree provides shade along one edge, enhancing the serene outdoor space. Lush green grass and a white fence enclose the area, creating a private setting.
Villa in The Hamptons
4.95 out of 5 average rating, 75 reviews

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.

Guest favorite
A spacious outdoor area features a heated gunite pool surrounded by sun loungers and greenery. The villa is visible in the background, showcasing large windows and a blend of natural materials. Shade is provided by overhanging trees scattered around the property.
Villa in The Hamptons
4.98 out of 5 average rating, 47 reviews

Incredible 9+ Bed Watermill Home Wellness Retreat

Luxury 9000 SF Southampton villa with a heated gunite pool, hot tub, steam shower & sauna, 9-bedroom, 8.5-bathroom, nestled on a quiet cul-de-sac in Watermill. Bright with large windows, e-shades in bedrooms, indoor/outdoor sound system, W/D on every floor (3 sets). Formal dining/living area, chefs' kitchen, TV room, movie room, gym, outdoor kitchen, arcade, pool table, air hockey and foosball. Please read our disclosures & house manual. Not a party house and no events permitted.

Top guest favorite
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 The Hamptons
5 out of 5 average rating, 104 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.

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 The Hamptons
4.77 out of 5 average rating, 35 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.

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 North Fork

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.

Superhost
Villa in The Hamptons

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.

Guest favorite
An outdoor heated pool is surrounded by lush greenery, featuring built-in loungers along the pool's edge. A spill-over pool spa adds tranquility, while several white poolside loungers offer ample space for relaxation under the sun.
Villa in North Fork
5 out of 5 average rating, 5 reviews

Villa Emilio -pool/beach retreat

Relax with the whole family at this peaceful place to stay. Enjoy the pool and spa or take a walk to the private beach just a few minutes away

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 North Fork

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

Popular amenities for Southampton villa rentals

Quick stats about villa rentals in Southampton

  • Total vacation rentals

    Explore 10 vacation rentals in Southampton

  • Nightly prices starting at

    Southampton vacation rentals start at G$50,201 GYD per night before taxes and fees

  • Verified guest reviews

    Over 220 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    10 of Southampton vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Southampton rentals

  • 4.8 Average rating

    Southampton stays are highly rated by guests—averaging 4.8 out of 5!

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