luxury houses with pool for rent Water Mill, United States

Water views stretch across Mecox Bay from this exceptional villa on Flying Point in Water Mill South. Privately set on 0.6 acres, this meticulous Hampton's residence offers approximately 5,000 square feet of living space with five bedrooms, including a gracious primary suite with en-suite bath, walk-in closet, den, and balcony overlooking the grounds. Four guest bedrooms enjoy sweeping bay views, complemented by beautifully appointed baths. A spacious eat-in chef's kitchen with pizza oven anchors the home, while multiple light-filled living and dining areas frame the water beyond. A finished lower level provides additional recreation space. Outdoors, a 40 foot by 29 foot heated gunite pool, cabana with outdoor TV, expansive patios, courtyard dining, vegetable gardens, and a secluded reflection garden create a true retreat. All just moments to pristine ocean beaches. [[Rental Registration # Pending]] Rental Terms: Other / Short Term - Year Round: $375,000

Welcome to your dream home in Water Mill! Nestled on almost 2 acres of waterfront property, this stunning traditional home boasts luxurious amenities and exquisite finishes, all situated in the sought-after south-of-the-highway Water Mill estate area. Enter through one of two gated entrances and be greeted by lush, impeccable landscaping that sets the tone for the grandeur that awaits you. The double-height foyer and powder room provide a dramatic welcome to this gracious home. The soaring double-height living room and day room both open up to the expansive decking overlooking the waterfront-facing, heated, 20'x40' Gunite pool. Perfect for entertaining enjoy formal dining in the dining room, evening barbecues pool side or simply relax in style, this home is sure to impress. The professional-grade, eat-in-kitchen is a chef's dream, opening up to the casual dining and sitting area. The first floor also features a junior bedroom suite. Upstairs, the second-floor primary suite offers two full baths, two walk-in closets, and water views from a private deck, while three additional en-suite guest bedrooms provide ample accommodations for family and friends. Step outside and enjoy the sunken, all-weather tennis court and tennis cabana with kitchen, living area, and bath. Above the 3-car garage, there is an additional bed and bath, gym, and media room. The expansive green lawn leads down to a private dock, providing 170 ft. +/- of Burnett Creek waterfront access, and just a mile to ocean beaches. Experience the ultimate luxury lifestyle in this stunning Water Mill home. With its unmatched elegance and unparalleled amenities, this is the perfect enclave for those seeking the ultimate in comfort, privacy, and style. Don't miss your chance to make this exquisite property your own! Avilable for June, the US OPEN, or starting August 16, 2026 thru Labor Day for $100,000. [[Rental Registration # RA250388]] EH RR #: RA250388 Rental Terms: Other / Short Term - 8/24/2026 - 9/7/2026: $100,000

Dramatic Contemporary in a beautiful location, with wide Mecox bay views to the north and the sandy ocean beach to the south. This top notch, well equipped and maintained contemporary features a huge living room accessing ocean or bay decks, a formal dining area, a media room, a gourmet's eat in kitchen, a private master suite with a deluxe bath featuring a shower with ocean views and an office, a full gym, 6 additional bedrooms and 9 additional baths, a heated pool and spa surrounded by spacious decking and overlooking the ocean completes this special home. [[Rental Registration # RP190323]] Also, available for annual rental, price upon request. EH RR #: RP250632 Rental Terms: July: $495,000 Memorial Day - Labor Day: $1,300,000 Two Weeks: $350,000 August - Labor Day: $595,000

Also available: December $25K This 2-acre Southampton Village Compound has it all. The 6-bedroom main home (each with dedicated bath) features a nicely designed home and magnificent property with 1) Guest House, 2) Gym House, 3) Pool House, 4) 60' Pool and 5) Basketball. It is an amazing offering, newly furnished, painted and designed. The location is incredibly convenient. Its on a quiet street of estate homes, a mile to ocean beaches, restaurants, or shopping. The home is designed with new furniture and art, for the discriminating tenant who appreciates a boutique feeling. The main house offers 6 bedrooms and 3 living rooms to spread out. It offers 2 offices--a 1st floor windowed corner office fit for an executive and a casual 2nd floor office, off the primary. A finished lower level offers a wet bar, pool table, large flat screen TV and a bedroom with its own entrance. Multiple French doors lead to an expansive slate patio with covered al fresco dining porch and built-in grill. Over 3000 feet of patio allow for gracious entertaining. Enjoy 100% privacy, with 25' privacy trees or privet on all sides. Ed Hollander has designed spectacular landscape, with groves of white crepe myrtles, manicured gardens, open lawn, and an English fountain. The yard features a 60-foot heated pool with waterfall spa and a covered outdoor bar with TV and sound system. There is a guest house, with its own windowed gym building, conveniently near the pool, pool house and steam shower...No excuses not to work out. There is also second building--a pool house with living room, kitchenette, covered dining, and a bath with steam shower. Just beyond the pool house, enjoy a basketball court. This home has it all. Rental Terms: February: $30,000 July: $200,000 May: $40,000 June: $100,000 March: $30,000 Winter Season: $220,000 Per Month November: $30,000 July - Labor Day: $400,000 Other / Short Term - Year Round: $750,000 Memorial Day - Labor Day: $500,000 August - Labor Day: $250,000 April: $40,000 January: $30,000

Enter the well-appointed property from the foyer into dramatic, sun-drenched, double height open plan living and dining areas that open to the garden and pool beyond. Casual living room seating areas with views of the garden and pool are complemented by the elegant, modern profile of a feature stone clad fireplace. The home's wide plank oak finish floors are further accented by the kitchen's clean, modern wood finish and white lacquer kitchen cabinetry, sleek white countertops, white ceramic cooktop and a subzero refrigerator. Designed for ease, the kitchen's open serving peninsula is the heart of the kitchen - equally convenient for morning coffee with your family or an impromptu cocktail gathering with friends. The beauty of the home's open plan layout on the ground floor is further accentuated by a prized, second story retreat featuring garden views, a balcony overlooking the pool and wall-to-wall built-ins that are move-in ready as a private office, library, or recreation room. A sprawling, double-height first floor master suite, adjacent to the living room, adds drama with a Palladian window and sliding glass doors that open to the deck and cutting garden. The inviting master suite bathroom showcases a dramatic ceiling height, soaking tub, steam shower and double vanity. A spacious bedroom with 3 cabin beds and an en suite bathroom boasting generous windows and daylight. Two distinctive ground floor guest bedrooms with garden views share a pristine bathroom. The finished lower level is home to generous storage space, cedar closets, laundry and ample, carpeted space for additional fitness with a treadmill and weights, playroom with ping pong table, hockey table, basketball hoops, or service use. The attached 2-car garage is the finishing touch on this uniquely accommodating and private Water Mill estate. [[Rental Registration # 240523]] EH RR #: 240523 Rental Terms: August - Labor Day: $100,000 Other / Short Term - Year Round: $350,000 June: $65,000 August: $85,000

This rental offers 3 bedrooms and 3 baths located in Water Mill South on 1+/- acre and bordering 34 acres of reserve. It is the perfect summer rental with pool house, heated gunite pool and detached 2 car garage. [[Rental Registration # RP251502]] EH RR #: RP251502 Rental Terms: June: $13,000 July: $50,000 August - Labor Day: $60,000

This brilliant Water Mill South estate is now offered for summer and off-season time periods. When you think of a luxury Hamptons rental, this offering "ticks all the boxes." Sited on over two acres, this estate offers seven bedrooms, nine full baths, three half baths, the main residence scaling some 13,000 square feet, a pool, pool house, and tennis court. With views of Mecox Bay and the Atlantic Ocean, this property features amenities that create unmatched resort-style living, including the indoor gym, home theater, the 30'x50' heated Gunite pool with spa, and sunken clay tennis court. The property and home feature the highest attention to detail and state-of-the art technologies including Control 4 home automation, Lutron lighting, Sonos audio system, and top appliances by Wolf, Sub-Zero, and Miele. The gated drive leads to the covered front entry that opens to the double-height reception foyer and the light-filled, first floor offering myriad spaces to entertain: The great room, living room, and gourmet eat-in kitchen with breakfast area, all of which open to covered porches and terraces, making indoor-outdoor living and entertaining seamless. A generous ground floor guest suite opens to the back patio and pool area. The attached heated garage offers one space, and opens to the rear service areas and back staircase. The main stair case rises to the second level with the primary suite that occupies the south wing and which includes an office, private deck with glorious views of Mecox Bay and the ocean, and an over-sized, spa-like, marble bathroom. This second level also offers five additional guest suites, two with walk-in closets, and laundry room. The finished lower level features the home theater with seating for ten or more, a recreational hangout with a full bar, and full gym with steam room and sauna. The spacious pool house offers a lounge space, kitchenette, full bathroom, and laundry (summer rentals only). Truly, a spectacular residence and property, ready right now for multiple time periods. [[Rental Registration # RA261802]] EH RR #: RA261802 Rental Terms: June/July: $500,000 Two Weeks: $100,000 March: $100,000 May: $150,000 January: $100,000 February: $100,000 June: $200,000 July: $300,000 Other / Short Term - 5/28/2027 - 7/31/2027: $550,000 April: $100,000

This very high-end, newer construction home is available for rent from July 1-Aug 15th, for 2-3 weeks or 1 month. Gorgeous architecture, landscaping and stylish designer interiors are hallmarks of this classic estate. The private gated home sits on a full-lawn property on a quiet street, buffered by fields in front and a pretty tree farm in back. The inside features high-end, custom-designed furnishings and art curated by Mabley Handler, one of the Hamptons most sought-after designers. The nearly 9000SF home offers the ultimate backyard--with an oversized pool with overflowing Hot Tub, and thousands of feet of patios and terraces. You have your choice of entertainment areas, including covered porches, pergolas, open terraces, a fireplace area and a pool house area. Nestled in the heart of Water Mill's horse country on a quiet cul-de-sac, this sleek shingle-style transitional home offers the finest in Hampton's living. Beyond the private gated entrance, the 6 Bedroom home (all with ensuite baths) spans 6300 feet above ground, with a 2500 SF, gorgeously finished lower level. The home features a dramatic 2-story paneled foyer that opens to three different living rooms--a great room, living room and TV room. The kitchen is enormous, designed by Bakes & Kropp kitchen, with a large breakfast area overlooking the yard and a butler's pantry that leads to the formal dining room. The second floor features an enormous primary suite with adjoining sitting room/office and a terrace with views. There are 4 additional ensuite designer bedrooms upstairs. The lower level is truly gorgeous and an extension of teh upstairs. If offers an expansive windowed entertainment space, including a living room, new theater, and an additional bedroom with ensuite bath. There is a state-of-the-art gym, spa bath, sauna and steam room. Spend each day relaxing on the expansive, south-facing terrace with all day sun. The pool house--with kitchenette, living room, outdoor shower and laundry--offer every amenity at your fingertips. The house is controlled by a fully integrated Control 4 Smart system. [[Rental Registration # Pending]] Rental Terms: Two Weeks: $95,000 June: $125,000

This beautiful classic white shingled three-story house with six bedrooms,6 bathrooms, two half-baths, gorgeous backyard, heated pool and spa is the perfect summer rental in Southampton Village. Enter the large foyer and experience the spacious nature and high ceilings that exist throughout the house. The main floor offers an elegant and spacious living room that opens onto the patio and gardens, a wonderful bright sunroom, and a den with fireplace that opens onto a west-facing furnished porch to catch the "golden hour". In addition, there is a state of the art eat-in kitchen with marble and stainless steel counters that opens to a covered porch for informal dining, as well as indoor formal dining room and mudroom. Almost every room on the first floor opens to a porch. Up the wide staircase and onto the second floor, you will find the large primary bedroom including two large walk-in closets, two bathrooms and a beautiful covered porch. In addition, there are two guest bedrooms with ensuite bathrooms, an office, and second floor laundry room all accessed from the large landing with sitting area. The third floor has three more large guest bedrooms and two more bathrooms as well as an additional sitting area. The indoor/outdoor living is what makes this house so special with the multiple covered porches, heated Gunite pool, spa, pool house with changing room and bathroom, outdoor shower and three-car garage surrounded by special mature landscaping. All this and just 1.3 miles to Main Street and 1.1 miles to beautiful Old Town and Wyandanch beaches. Rental Terms: Two Weeks: $110,000 August: $180,000 August - Labor Day: $210,000

Welcome to your own private oasis in the heart of Southampton Village! This stunning 5 bedroom, 6 bath Traditional home is situated on a meticulously landscaped +/- 1.38-acre lot within a beautiful private compound. As you enter the home, you'll be greeted by a spacious foyer with double-height ceilings, leading to a generous family room with a cozy wood-burning fireplace, a traditional living room, and a formal dining room. The gourmet chef's kitchen boasts stainless steel appliances, a large island with seating, a breakfast area, and a substantial junior primary suite. Sliding glass doors lead from the kitchen and family room to a spacious deck and patio surrounding the pool, spa, outdoor shower, and pool house. This property provides ample space for entertaining and relaxation while maintaining complete privacy. The upper level features four bedrooms, three full bathrooms, and an expansive primary suite with a luxurious bathroom fully equipped with two separate vanities, a jacuzzi tub, and a glass-enclosed walk-in shower. The fully finished lower level offers a recreational room with a TV seating area, an air hockey table, one full bath, and a private office. Located just minutes away from shops, restaurants, and ocean beaches, this property offers the luxurious Hamptons lifestyle you've been dreaming of. Don't miss out on this incredible opportunity so close to ocean beaches Rental Terms: July: $90,000 August - Labor Day: $150,000 August: $130,000 July - Labor Day: $200,000 September: $90,000 Memorial Day - Labor Day: $300,000

This perfect modern beach house with large heated pool on coveted Flying Point Road is available for August through Labor Day 2026. With 360 degree water views, it's light makes this house one of a kind as well as large front yard and location. The sun rises on Mecox Bay and sets on Channel Pond, and the house sited on 2 acres overlooks both as well as the Atlantic Ocean right across the street. There are a total of 6 bedrooms with both first floor and second floor primary bedrooms in addition to a sitting room, TV room, living room and open kitchen/dining room. There is also a walk-out lower level bedroom. There are 3 different outdoor decks on various levels and they face different locations for view/sun optimization. There is even an outdoor fireplace, spa and outdoor shower. Very bright and furnished in easy haute beach style makes 1030 Flying Point, the ideal summer rental. [[Rental Registration # RP240380]] EH RR #: RP240380 Rental Terms: August - Labor Day: $250,000