
Villa vacation rentals in Southampton
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Top-rated villa rentals in Southampton
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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.

East Hampton Village Fringe, Renovated with Pool
This remarkable East Hampton home, nestled along a quiet cul-de-sac, is just moments from shopping, restaurants, and ocean beaches. The residence features an abundance of natural light, crisp neutral color tones, and tall, pitched ceilings that enhance the sense of space. The calming, heated pool provides a perfect retreat for relaxation. Please review our disclosures and house manual to ensure this home meets your needs and expectations. We want to make sure it’s the perfect fit for you.

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.

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.

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.

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.

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

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

Montauk Vacation Homes
携全家人入住这处美妙房源,享受充裕空间和精彩活动。
Popular amenities for Southampton villa rentals
Private villa rentals

East Hampton Village Fringe, Renovated with Pool

Villa Emilio -pool/beach retreat

Year-Round Heated Pool Villa - 3 blocks from town

Incredible 9+ Bed Watermill Home Wellness Retreat

Hamptons WaterLiving-Dock, Kayak, Beach, EV charge

Just renovated Southampton retreat w/ heated pool

Montauk Vacation Homes

Southampton Private Retreat with Ocean Views
Luxury villa rentals

Villa Emilio -pool/beach retreat

Year-Round Heated Pool Villa - 3 blocks from town

spend the weekend on the beach in my grd fl studio

balcony entrance to ensuite room with king bed +

Spend the weekend at the beach in my studio grd fl

Incredible 9+ Bed Watermill Home Wellness Retreat

Hamptons WaterLiving-Dock, Kayak, Beach, EV charge

Just renovated Southampton retreat w/ heated pool
Villa rentals with a pool

East Hampton Village Fringe, Renovated with Pool

Villa Emilio -pool/beach retreat

Incredible 9+ Bed Watermill Home Wellness Retreat

Year-Round Heated Pool Villa - 3 blocks from town

Just renovated Southampton retreat w/ heated pool

Southampton Private Retreat with Ocean Views
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 ﺩ.ﺇ881 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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- Yale University
- Foxwoods Resort Casino
- Fairfield Beach
- Southampton Beach
- Cooper's Beach, Southampton
- Robert Moses State Park
- Ocean Beach Park
- Walnut Public Beach
- Shinnecock Hills Golf Club
- Blue Shutters Beach
- Groton Long Point Main Beach
- Cedar Beach
- Napeague Beach
- Brownstone Adventure Sports Park
- Woodmont Beach
- Silver Sands Beach
- Sunken Meadow State Park
- Jennings Beach
- Sandy Beach
- Wildemere Beach
- Amagansett Beach
- Seaside Beach
- Outer Beach at Smith Point County Park
- Groton Long Point South Beach