
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.

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

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.

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.

Hamptons Wellness Villa with pool and spa
Relax with the whole family at this peaceful wellness-style getaway. Enjoy the 20’ x 40’ heated pool, the new 9-person hot tub, and the outdoor living room with fire pit overlooking the scenic garden and woods. Grill on the deck or unwind by the fire. 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.

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.

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
Private villa rentals

Incredible 9+ Bed Watermill Home Wellness Retreat

Hamptons WaterLiving-Dock, Kayak, Beach, EV charge

Just renovated Southampton retreat w/ heated pool

Southampton Private Retreat with Ocean Views

Farm reserve sunset views

Hamptons Wellness Villa with pool and spa
Luxury villa rentals

Incredible 9+ Bed Watermill Home Wellness Retreat

Hamptons WaterLiving-Dock, Kayak, Beach, EV charge

Just renovated Southampton retreat w/ heated pool

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

Hamptons Wellness Villa with pool and spa
Villa rentals with a pool

Incredible 9+ Bed Watermill Home Wellness Retreat

Just renovated Southampton retreat w/ heated pool

Southampton Private Retreat with Ocean Views

Hamptons Wellness Villa with pool and spa
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 Beach
- Ocean Beach Park
- Walnut Public Beach
- Shinnecock Hills Golf Club
- Blue Shutters Beach
- Groton Long Point Main Beach
- Cedar Beach
- Brownstone Adventure Sports Park
- Woodmont Beach
- Sunken Meadow State Park
- Silver Sands Beach
- Napeague Beach
- Amagansett Beach
- Jennings Beach
- Wildemere Beach
- Sandy Beach
- Seaside Beach
- Outer Beach at Smith Point County Park
- Clinton Beach




