
Villa holiday rentals in Southampton
Find and book unique villas on Airbnb
Top-rated villa rentals in Southampton
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. 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.

Modern Hither Hills House - Walk to the Beach
Designer, single floor, beach house in the Hither Hill Woods of Montauk on a private acre of land. The entire house has been completely renovated. 10 minute walk to a secluded ocean beach, 10 minute walk to Gurney's Resort, and a 5 minute drive to town. The house has been fitted with the Aerus Air Scrubber, eliminating 99% of airborne viruses. Enjoy a huge living room with cathedral ceilings, a large deck, fire pit, and outdoor shower. Registry RR-26-340.

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.

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 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.
East Hampton Villa | Heated Saltwater Pool & Beach
A 'Guest Favourite' 4-bedroom East Hampton bungalow with a heated saltwater pool (87°F, May–September) and walking access to the private Clearwater Beach. Twelve minutes from East Hampton village and its restaurants — Roudy Hall and Citta Nova both a short drive. Inside: open-plan living, a marbled primary bath with claw foot tub, and a built-in outdoor grill set among professionally landscaped grounds with multiple dining areas.

11 Min from Shinnecock 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.

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.

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 villa rentals in Southampton
Private villa rentals
East Hampton Villa | Heated Saltwater Pool & Beach

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

Year-Round Heated Pool Villa - 3 blocks from town

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

11 Min from Shinnecock Hamptons Bungalow with Pool

Just renovated Southampton retreat w/ heated pool

Montauk Vacation Homes

Modern Hither Hills House - Walk to the Beach
Luxury villa rentals
East Hampton Villa | Heated Saltwater Pool & Beach

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

Year-Round Heated Pool Villa - 3 blocks from town

spend the weekend on the beach in my grd fl studio

Spend the weekend at the beach in my studio grd fl

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

11 Min from Shinnecock Hamptons Bungalow with Pool

Just renovated Southampton retreat w/ heated pool
Villa rentals with a pool
East Hampton Villa | Heated Saltwater Pool & Beach

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

Year-Round Heated Pool Villa - 3 blocks from town

Just renovated Southampton retreat w/ heated pool

Southampton Private Retreat with Ocean Views

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

11 Min from Shinnecock Hamptons Bungalow with Pool
Quick stats about villa rentals in Southampton

Total holiday rentals
Explore 10 holiday rentals in Southampton

Nightly prices starting at
Southampton holiday rentals start at £171 per night before taxes and fees

Verified guest reviews
Over 230 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
10 of Southampton holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Southampton rentals

4.9 Average rating
Southampton stays are highly rated by guests – averaging 4.9 out of 5!
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- Beach
- Yale University
- Cooper's Beach, Southampton
- Fairfield Beach
- Mohegan Sun
- Ocean Beach Park
- Robert Moses State Park Beach
- Foxwoods Resort Casino
- Mystic Seaport Museum
- Sunken Meadow State Park
- Hammonasset Beach State Park
- Sleeping Giant State Park
- Powder Ridge Mountain Park & Resort
- Yale University Art Gallery
- Long Island Aquarium
- Blue Shutters Beach
- Wölffer Estate Vineyard
- Orient Beach State Park
- Ocean Beach
- Meschutt Beach
- Mystic Aquarium
- Stonington Vineyards
- Bluff Point State Park
- Ditch Plains Beach





