
Villa vacation rentals in Southampton
Find and book unique villas on Airbnb
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$48,135 GYD per night before taxes and fees

Verified guest reviews
Over 230 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

4.9 Average rating
Southampton stays are highly rated by guests—averaging 4.9 out of 5!
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

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.

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.
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.

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.

Summer Retreat: Heated Pool, Game Room, Playground
Escape to the ultimate summer retreat! Enjoy a private saltwater heated pool, fire pit, game room, trampoline, and family-friendly fun in this spacious Long Island oasis. Just minutes from Cedar Beach and perfect for groups, families, or couples. Relax, play, and make unforgettable memories—your perfect getaway starts here!

US Golf Open & Ocean View Retreat, Walk to Event
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 Southampton villa rentals
Private villa rentals
East Hampton Villa | Heated Saltwater Pool & Beach

Summer Retreat: Heated Pool, Game Room, Playground

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

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

Hamptons WaterLiving-Dock, Kayak, Beach, EV charge

Montauk Vacation Homes

Modern Hither Hills House - Walk to the Beach

US Golf Open & Ocean View Retreat, Walk to Event
Luxury villa rentals
East Hampton Villa | Heated Saltwater Pool & Beach

Summer Retreat: Heated Pool, Game Room, Playground

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

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

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

Hamptons WaterLiving-Dock, Kayak, Beach, EV charge
Villa rentals with a pool
East Hampton Villa | Heated Saltwater Pool & Beach

Summer Retreat: Heated Pool, Game Room, Playground

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

US Golf Open & Ocean View Retreat, Walk to Event

Pool|Golf Sim|HotTub|Movie|Games|Firepit|Golf Open
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- Yale University
- Mohegan Sun
- Foxwoods Resort Casino
- Cooper's Beach, Southampton
- Fairfield Beach
- Ocean Beach Park
- Robert Moses State Park Beach
- Southampton Beach
- Mystic Aquarium
- Mystic Seaport Museum
- Sunken Meadow State Park
- Hammonasset Beach State Park
- Powder Ridge Mountain Park & Resort
- Sleeping Giant State Park
- Yale University Art Gallery
- Long Island Aquarium
- Wölffer Estate Vineyard
- Meschutt Beach
- Wesleyan University
- Orient Beach State Park
- Ocean Beach
- Blue Shutters Beach
- Soundview Beach
- Dunewood





