
Villa vacation rentals in Watermill
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Top-rated villa rentals in Watermill
Guests agree: these villas are highly rated for location, cleanliness, and more.

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.

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.

Luxe| Pool | GOLF Sim|HotTub|Movie|Arcade|firepit
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.

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.

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 Watermill villa rentals
Private villa rentals

East Hampton Village Fringe, Renovated with Pool

Hamptons WaterLiving-Dock, Kayak, Beach, EV charge

Year-Round Heated Pool Villa - 3 blocks from town

Just renovated Southampton retreat w/ heated pool

Montauk Vacation Homes

Southampton Private Retreat with Ocean Views

Farm reserve sunset views

Luxe| Pool | GOLF Sim|HotTub|Movie|Arcade|firepit
Luxury villa rentals

Hamptons WaterLiving-Dock, Kayak, Beach, EV charge

Year-Round Heated Pool Villa - 3 blocks from town

Just renovated Southampton retreat w/ heated pool

Luxe| Pool | GOLF Sim|HotTub|Movie|Arcade|firepit
Villa rentals with a pool

East Hampton Village Fringe, Renovated with Pool

Year-Round Heated Pool Villa - 3 blocks from town

Just renovated Southampton retreat w/ heated pool

Southampton Private Retreat with Ocean Views

Luxe| Pool | GOLF Sim|HotTub|Movie|Arcade|firepit
Quick stats about villa rentals in Watermill

Nightly prices starting at
Watermill vacation rentals start at G$135,920 GYD per night before taxes and fees

Verified guest reviews
Over 50 verified reviews to help you choose

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

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