luxury houses with pool for rent Water Mill, United States

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

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 # Rentalregistrationrenewalinprocessfor2027.]] EH RR #: Rental registration renew Rental Terms: March: $100,000 Other / Short Term - 5/28/2027 - 7/31/2027: $550,000 February: $100,000 May: $150,000 June/July: $500,000 April: $100,000 January: $100,000 June: $200,000 Two Weeks: $100,000 July: $300,000

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 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

This classic center-hall traditional home is situated on a beautifully landscaped half-acre property that features mature hedges and expansive green lawns. It is conveniently located within a short distance of beautiful beaches and the Southampton Village Center. The home boasts fine architectural features both inside and out, including nine-foot ceilings, and has been lovingly refreshed in 2023 with every room redecorated with beautiful, and comfortable furnishings that are perfect for easy Hamptons living. The main level includes a large foyer, a living room with a fireplace, a formal dining room, a library with a fireplace, a sunroom, a powder room, a large eat-in gourmet kitchen equipped with commercial-grade appliances, and a pantry/laundry/mud room. A covered porch on the east side of the house provides access to the den/study and overlooks a private, lush lawn. A stone patio spans the rear of the house and connects the central hall, living room, sunroom, and kitchen to the pool area. The second floor features a gracious landing leading to four bedrooms, including a large master suite with a fireplace, two baths, and two dressing rooms that open onto a covered porch. There are three additional bedrooms, each with its own bath. This special home also includes a 38-foot-long gunite heated pool with a pool house and changing rooms. This rental property is perfect for all seasons and is sure to go quickly. Rental Terms: Other / Short Term - Year Round: $375,000

This beautiful home spans approximately 2,500 sq. ft. and is situated on 0.32 acres of land. It boasts an excellent location, in very close proximity to the Atlantic Ocean and a short distance from Southampton Village Center. The property is surrounded by mature hedges and landscaping, ensuring maximum privacy. This classic home exudes charm and is exquisitely furnished with meticulous attention to detail. The house features a spacious and welcoming living room with a fireplace, a den/4th bedroom, a formal dining room with French doors to the patio and beyond, a sunny kitchen equipped with professional appliances, four bedrooms, three and a half baths, a 1st-floor laundry room, a large flat-screen TV, indoor and outdoor stereo systems, lush flowering gardens, a heated swimming pool, a pool cabana with a bathroom, and an outdoor shower. Looking for a serene getaway? This Southampton Village retreat is just what you need! Rental Terms: Other / Short Term - Year Round: $285,000

Welcome to this exquisite rental property - a custom-built home boasting six bedrooms and seven and a half baths, infused with a modern flair and adorned with high-quality finishes in the Hampton's Style. Situated on a serene cul-de-sac on half an acre, this residence offers expansive outdoor living spaces including a pool house, a built-in BBQ kitchen area, and meticulously landscaped grounds. The effortless flow from the eat in kitchen to the double high ceiling living room makes this the perfect home for entertaining while still feeling compfortable and intimate. The sleek kitchen is a culinary haven, equipped with two Thermadore ovens, an induction cooktop, a built-in coffee machine, and an informal dining area. A butler's pantry connects the kitchen to the formal dining room, enhancing the ease of entertaining. Adjacent to the kitchen is a cozy den and a convenient laundry room. The luxurious primary suite is on the main level, featuring a spacious walk-in closet, a rejuvenating soaking tub, a steam shower, and direct access to the pool area for ultimate relaxation.The centerpiece of the home, a stunning floating staircase, floods all three levels with natural light, creating an ambiance of elegance and warmth. On the second level, four additional bedrooms await, including a king-size room with a balcony that could easily function as a secondary primary suite.The lower level and discover a bunk room, a media room, a gym, and a wine cellar, offering an array of leisure and entertainment options. Rental Terms: April: $15,000 March: $15,000

Enjoy the ease of being only moments away to Southampton Village and Gin Lane Beaches from this charming and chic compound on one of the main streets in Southampton Village. A private and expansive backyard between the two homes provides exquisite outdoor entertainment and al fresco dining along with a heated gunite pool to enjoy the long summer days. A total of 8 bedrooms between the two homes, one can experience either a multi-family situation or simply enjoy the opportunity to have guests in another home that is joined by the gardens. A secluded, home office is available in the loft space above the garage for those who need the space to work in peace and quiet. The main house has 2 guest bedrooms on the main floor and 2 additional guest bedrooms on second floor. On this same floor, a fabulous outdoor deck is set up for lounging, or morning coffee/ afternoon cocktails which overlooks the lush back yard. The 3rd floor is set up as music/gym den (which could be a private office as well) and the newly renovated designers' cottage has 4 bedrooms, (incl staff bedroom on main floor),2 bathrooms, outdoor fireplace, and 2nd chef's kitchen. Garage not included. Dogs are allowed case by case. Rental Terms: July: $100,000

Enjoy this tastefully decorated, eight-bedroom, eight-bath Traditional home just around the corner from Gin Lane and the ocean. A wonderful opportunity to spend a summer in a perfect European-styled home in the Southampton Estate Section. The house has an open floor plan on the first floor offering a the state-of-the-art kitchen, breakfast area, formal dinning, wet bar and a downstairs bedroom. The six, wonderfully furnished, additional upstairs bedrooms, each with a bathroom and some with private terraces, are accessable through two different staircases. The basement is setup with a staff area and a brand new, huge media room. There is plenty of outdoor entertaining terraces with fireplace, a beautiful pool and nicely landscaped gardens. Rental Terms: July: $160,000 June: $80,000 Winter Season: $100,000 Per Month September: $50,000

Ideally situated in the heart of Southampton Village this 8 bedroom, 7 1/2 bath home has been lovingly restored to its original excellence with modern amenities. The first floor offers an open and bright Living Room, a sunny family room, a guest bedroom with a bath, a very large and open kitchen with walls of windows and glass doors that lead to the large stone patio, a formal dining room, and a game room. The second floor has a large master suite with 2 baths and a private deck, and 3 large guest bedrooms with 2 baths. The charming third floor has 3 additional guest bedrooms and bath. The lower level has a media room, a full bath, and a laundry room. There is a heated gunite pool, a pool house with a bath and outdoor shower, and a detached 2 car garage. Just a short block from Main Street and Jobs Lane and less than a mile to the ocean beach this home exemplifies summer living at its best. Fabulous, luxurious and light filled, it's the perfect summer retreat. Rental Terms: June: $60,000 August - Labor Day: $160,000 August: $150,000

This residence truly has it all. Step inside and be greeted by a dramatic double-height foyer that sets the tone for the home's grand yet inviting design. The open, light-filled floor plan flows effortlessly, perfect for both everyday living and entertaining. Ideally situated just moments from Southampton Village and the pristine ocean beaches, this shingled traditional sits on a generous 0.72-acre Village lot. Offering 5,300 square feet of above-ground living space, plus an additional 2,500 square feet on the beautifully finished lower level, the home provides ample room for all occasions. Outdoors, enjoy extensive bluestone patios, lush landscaped gardens, a 45' x 20' gunite pool, and a 10' x 10' spa. A 468-square-foot pool house completes the resort-like setting, featuring a full bath, sitting room, and wet bar. The gourmet kitchen is a chef's dream, anchored by a statuary marble island and outfitted with top-tier appliances including two Sub-Zero refrigerators/freezers, a wine cooler, and double ovens. The first floor also offers a formal dining room, powder room, formal living room, casual living room with fireplace, and a junior primary suite. Expansive glass doors along the south wall open seamlessly to the partially covered patio, pool, and private backyard for effortless indoor-outdoor living. Upstairs, the primary suite impresses with 11' vaulted ceilings, a fireplace, private balcony, spacious walk-in closet, and a spa-like bath with radiant heat, steam shower, and stand-alone tub. Three additional ensuite guest bedrooms and a large laundry room with dual washers and dryers complete the second floor. The lower level is designed for recreation and relaxation, featuring a glass-enclosed gym, state-of-the-art theater, powder room, seating area, space for a wine cellar, and two bright guest bedrooms with an adjoining bath. This is a rare opportunity to enjoy a Southampton Village home that combines timeless style, modern luxury, and a truly exceptional location. Rental Terms: August: $180,000

Located at the end of a quiet cul-de-sac is this pristine 5470 sq.ft. custom-built traditional on .76 acres that is constructed and finished to the highest standards. Just off the welcoming foyer is an elegant formal dining room and comfortable den. The open plan has a chef's kitchen with custom cabinetry, and high-end appliances, dining and living area with fireplace. Upstairs is a spacious en-suite primary bedroom with attached bonus office and gym. Also on the second floor are three additional bedrooms and bath. The finished lower level has a media room, den, full bath and recreation room with pool table and video games. Great entertaining outdoor space with a 20x40 heated gunite pool and spa, large slate patio with covered dining area. The property borders a preserve and is especially peaceful. The home is minutes away from the Southampton Recreation Center with pickle ball, community tennis, full gym, track, basketball, exercise classes and a day camp. Southampton Village and beaches are an easy drive making this an ideal summer home. Rental Reg. # RP220457 Reg. Expires 5/13/2024 [[Rental Registration # RP220457]] EH RR #: RP220457 Rental Terms: July - Labor Day: $130,000 August: $70,000 July: $60,000 September: $15,000 Memorial Day - Labor Day: $145,000

Best Location, Best House in Best Condition. Best waterfront views on Lake Agawam, gated, waterside pool, porches, balconies, multiple living parlors. Great kitchen, dining, offering 7 bedrooms, 2 car garage, on 2 beautiful acres. Very private. Rental Terms: Other / Short Term - Year Round: $850,000 July - Labor Day: $600,000 Memorial Day - Labor Day: $700,000

Located in the heart of the Village with easy access to restaurant, shops and the ocean beaches, this recently renovated, pristine home offers complete privacy with tall matured specimen trees, ample lawn areas and a colorful flowering garden. Particulars include: a 2 story entrance and great room, formal and informal dining rooms, professional kitchen with double sub zeros & center island, 2 spacious family rooms, a total of 7 bedrooms and 7 1/2 baths including staff quarters, fully equipped gym, home office/library, detached 2 car garage, oversized heated, salt water, gunite swimming pool and a very spacious slate patio plus new covered poolside patio with a gas fireplace & outdoor shower. Rental Terms: August - Labor Day: $180,000 August: $150,000 Other / Short Term - Year Round: $450,000

Newly renovated and perfectly located. This 6 bedroom home is immaculate in Design, style and finishing's. Entering through an elegant foyer the first floor has a bright open living room with glass doors leading to the outdoor entraining area, a beautiful eat in kitchen equipped with all a professional chef could dream off, and a formal dinning room. The second floor includes a large main bedroom with a Spa like Bathroom and two additional bedrooms, and the charming third floor features two more bedrooms . The lower level is fully equipped with an en suite bedroom, sauna room with ice tank, and state of the art gym including an infra-red wall This home has plenty of nooks and window seats to get comfortable in. The beautiful terraces overlook the heated pool and wonderful landscaped, private gardens. This home is the perfect example of elegance and comfort all within a few minutes of Southampton beautiful village and desirable beaches. Rental Terms: Two Weeks: $70,000 June: $60,000

Exceptional home located in one of the most desirable streets in the Southampton Estate Section. The home just went through an immaculate renovation and the elegant floor plan includes a grand foyer with windows overlooking the grounds, two oversized and separate living rooms, both accessing terraces and areas of the garden, a beautiful den off the pool, an elegant formal dining room, a TV/media room and a new gourmet state-of-the-art kitchen with a large, sunny and inviting informal dining area. There are nine en suite bedrooms. The master suite features a fireplace, private terrace, two baths and two dressing rooms, and a study overlooking the grounds. All principal rooms have access to the stone patio surrounded by beautifully landscaped and private grounds. There is a heated swimming pool, spa and a tennis court. Additional rooms include a professionally equipped gym, play room and virtual golf practice area. The wonderfully landscaped 2 +/- acre property offers plenty of space for elegant entertaining. Beautiful and a truly relaxing environment, this fabulous home will delight even the most discerning tenant. Rental Terms: October: $150,000

Welcome to your dream rental house located in the heart of Southampton Village. This charming four-bedroom home offers a perfect blend of comfort and style, featuring whitewashed floors and beachy details that create a relaxed, coastal vibe. Step outside to discover a lush backyard oasis with a sparkling pool and a stylish pool house, perfect for entertaining or unwinding. Additionally, a separate one-bedroom cottage provides extra space for guests or a private retreat. Experience the best of Southampton living in this delightful home, where every detail has been thoughtfully designed to provide a serene and inviting atmosphere. Rental Terms: Other / Short Term - Year Round: $230,000