luxury houses with pool for rent Southampton, United States (page 3)

Convenience at its best. Newly constructed and first time available for rent. This pristine traditional home is located in the heart of Southampton village. The main floor has an open layout with lots of natural light. Gourmet kitchen, living room with fireplace, wet bar and dining area. There is a first floor en-suite bedroom. Second level has 2 guest bedrooms with a shared bath, master suite and laundry room. Lower level has a sitting area, bedroom and bathroom. There is a heated gunite pool, out door fireplace, outdoor pool bath and detached one car garage. Rental Terms: August - Labor Day: $135,000 July: $120,000 Memorial Day - Labor Day: $245,000 July - Labor Day: $230,000

Spend the summer on one of the most iconic private streets in Southampton Village. The classic Beach House was completely renovated and brought up to todays high standards. The elegant, sunny house offers eight wonderful bedrooms, some with ocean views, and six baths spread out over three floors. The ground floor features a formal dinning room, eat in kitchen with living space, grand entrance hall, and a living room with French doors that go to a covered outdoor living space. The beautifully manicured yard is the perfect place to spend your summer. The in ground heated pool is already fenced in with a rose covered picket fence. The true highlight of this property is the private beach access. Rental Terms: June: $80,000 July: $180,000

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

Charming Post Modern home offers an open floor plan with 4 bedrooms, 4.5 baths, dining area, living area with french doors leading on the back deck, hardwood flooring throughout, heated pool. Cul de Sac privacy. Perfect for year round living. Rental Terms: Year-Round: $125,000

Set south of the highway on a long private country driveway, this distinctive Southampton retreat offers a rare blend of creativity, privacy, and effortless summer living. A spectacular heated gunite pool, sauna, and fully outfitted tiki hut create an exceptional outdoor setting designed for sun-filled days and relaxed evenings. Upon entry, the home unfolds with a natural entertaining flow-an inviting living room to the left, perfect for pre-dinner cocktails, and a dining room to the right, ideal for long, leisurely dinners. Both spaces are bright and welcoming, and a piano adds a playful, social element-perfect for impromptu sing-alongs and easy summer entertaining. The kitchen features a European-inspired aesthetic with expressive design details and a charming Dutch door opening to the outdoors, allowing for seamless indoor-outdoor living all season long. With four ensuite bedrooms plus a powder room, including a first-floor primary suite with direct garden access, the layout is both comfortable and well-suited for guests. Upstairs, a separate bonus room offers a relaxed retreat for movie nights or additional gathering space. The lower level offers the ultimate workout space with a fitenss center. Outdoor living takes center stage, with multiple areas for dining and lounging-perfect for daytime lunches by the pool, afternoons under the tiki hut, and evening barbecues. The grounds feel private and relaxed, offering a true summer escape. A deeded waterfront parcel on Middle Pond provides direct access for kayaking and paddleboarding, with routes leading out to Shinnecock Bay and beyond. Located just minutes from Southampton Village, ocean beaches, and several of the area's premier golf courses, this property captures the ease and style of a Hamptons summer. Rental Terms: July: $55,000 June: $40,000 July - Labor Day: $115,000 Memorial Day - Labor Day: $130,000 August - Labor Day: $65,000

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

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

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: August - Labor Day: $67,000 July - Labor Day: $120,000 Memorial Day - Labor Day: $130,000 July: $59,000 August: $63,000

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

Perfectly curated, fully renovated, and designed for effortless summer living, this Hamptons retreat delivers a rare combination of style, comfort, and resort-level amenities. From professionally manicured landscaping to a fully updated, expanded designer interior, the home sets a high standard from the moment you arrive. Inside, an expansive family room anchors the living space with a pool table, fireplace, bar and dedicated TV lounge, flowing seamlessly into another more intimate sitting area with fireplace which leads into the open-concept chef's kitchen featuring high-end appliances, counter seating, and a full dining area-all framed by abundant natural light and views through the oversized picture windows and glass doors. The home offers four en-suite bedrooms. The primary suite is a true retreat, complete with distant water views, a private walk-out balcony, fireplace, and a spa-inspired bath with a generous soaking tub. For added convenience, laundry is located on both the second floor and in the lower level. Outdoors, the property feels like a private resort, featuring a heated saltwater pool, updated decking, and thoughtfully designed dining and lounge areas ideal for entertaining or relaxing in total privacy. A truly special offering designed for elevated Hamptons summer living. [[Rental Registration # RP260341]] EH RR #: RP260341 Rental Terms: Two Weeks: $40,000

This 2,610+/- sqft traditional home has gone through an extensive gut renovation, and full landscaping overhaul. Located in the Village of Southampton on a quiet street, offering 4 bedrooms including a primary suite on the first floor, three additional large bedrooms on the second floor and four new bathrooms. The expansive open kitchen with cathedral ceilings features a Wolf gas range, two Miele dishwashers, a Subzero refrigerator and a large island with seating for four. Skylights and large windows throughout, the home lets in the perfect amount of sunlight. Relax indoors in the living room or library, or take a dip in the new 10x26 heated gunite pool. This home provides the perfect place to enjoy and entertain, with repeat rental history, while being minutes to famed Ocean beaches. Rental Terms: March: $5,000 January: $5,000 July - Labor Day: $140,000 September: $25,000 February: $5,000 October: $20,000

Spacious and airy Home in the Estate Section of Southampton Village in desirable South of the Highway location. A long private drive takes you to this charming and stylish home featuring a spacious living room with fireplace and beamed cathedral ceilings, a handsome library/media room, dramatic dining room with curved glass wall overlooking the rolling lawn. There are 5 bedrooms and 4 baths in this beach home as well as a media room, sauna, Jacuzzi, and central air for maximum relaxation and comfort. The Primary Suite, also with cathedral ceilings and fireplace, overlooks the serene, private swimming pool. Patio doors lead the way directly onto the patio pool area. Enjoy the large heated gunite pool for swimming laps or fun in the sun. Additionally, there is a detached tea house and lovely rolling lawn and gardens. There is an additional, separate entertaining space available or a private office space . Privacy Galore in a highly desirable location! Rental Terms: March: $20,000 Memorial Day - Labor Day: $230,000 May: $35,000 Other / Short Term - Year Round: $350,000 November: $15,000 August - Labor Day: $115,000 April: $20,000 June: $50,000 July: $95,000 September: $50,000 October: $20,000 February: $20,000 January: $20,000

This traditional and recently renovated Southampton Village 4 bedroom home, south of Hill Street, is available to rent for 2 week term. Located in the Rosko neighborhood between First Neck Lane and Halsey Neck Lane, enjoy quiet streets, a neighborhood tennis court and playground just 1/2 mile from Town. The first floor offers a light-filled living room, den with large TV, a sunroom with flex dining possibilities and large eat-in kitchen along with a full bathroom plus laundry. The kitchen has double French doors that lead out to the back terrace with grill and outdoor dining, a fenced in pool and large backyard boasting beautiful mature landscaping. On the second floor there is a primary bedroom with large TV and en-suite bathroom in addition to three other guest rooms that share a bathroom. New furnishings, appliances, and central A/C throughout. With a proven rental history in this convenient location close to Town and Ocean beaches, this is an opportunity not to be missed. Rental Terms: Two Weeks: $35,000 July: $35,000

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: Two Weeks: $170,000 June: $150,000

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: June: $70,000 August - Labor Day: $150,000

Fabulous, like new modern home available for rent. Serene water views from living areas, deck and gunite, in-ground, heated swimming pool. A short 300' to the sandy bay beach. The home was completely renovated in 2020. The home offers open concept living at its best with wall to ceiling glass doors letting the outdoors in and offering serene water views. The first floor also offers a separate den that can also be used for an additional bedroom. There is a guest bedroom with full bath on the first floor. The second floor has 2 additional en-suite bedrooms (including the large primary suite with a sumptuous bathroom) and a sun filled landing designed for relaxing and play. This home is a perfect vacation home offering all modern amenities, a swimming pool, water views with access to a sandy bay beach. [[Rental Registration # RP220388]] EH RR #: RP220388 Rental Terms: July: $59,000 March: $10,000 June: $29,000 Memorial Day - Labor Day: $129,000 January: $10,000 September: $20,000 May: $12,000 February: $10,000 October: $15,000 August - Labor Day: $65,000 July - Labor Day: $115,000 November: $15,000 August: $59,000 April: $12,000 Winter Season: $50,000 Per Month Other / Short Term - Dec: $15,000

This Southampton beach house blends playful coastal personality with relaxed Hamptons living. Located in Bay View Oaks, a waterfront community with private beach access, deeded rights to Peconic Bay, and a boat launch, the home sits in a quiet setting within Bay View Oaks, just 10 minutes from both Sag Harbor and Southampton Villages. Inside, the home features high ceilings, light-filled rooms, and professionally designed interiors with a cool design sensibility that incorporates open-plan living, retro pop-culture touches, and colorful accents. The layout includes four bedrooms plus a bonus bunk room, 3.5 bathrooms including a primary ensuite, and multiple indoor-outdoor gathering zones that flow naturally for lounging, dining, and entertaining. A gourmet kitchen inside and out, multiple dining areas, and a layout arranged for smooth day-to-day living make the home easy to enjoy. The outdoor spaces offer a range of playful amenities. After the beach, rinse off sandy toes in the outdoor shower, step into the heated pool, basketball hoop, trampoline, fire pit, and several lounge areas suited for relaxing or gathering. A two-car garage and the overall setting bring everything together for a relaxed Hamptons stay. Offered for the early summer, August, extended season, and winter rental periods. [[Rental Registration # RP241487]] EH RR #: RP241487 Rental Terms: July: $50,000 June: $38,000 August: $55,000 October: $12,500 November: $10,000 Winter Season: $50,000 Per Month

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

Discover the perfect blend of historic charm and modern luxury in the heart of Southampton Village. Originally built in 1882, this meticulously restored 7-bedroom, 6-bathroom home, including an expansive primary suite, offers an unparalleled living experience. Step inside and be greeted by the elegance of original hardwood flooring and intricate banisters, seamlessly paired with contemporary design elements. The gourmet kitchen serves as the heart of the home, featuring state-of-the-art appliances, custom cabinetry, tin ceiling tiles, and a generous island with seating for seven. The adjoining family room, anchored by a grand wood-burning fireplace, creates an inviting space for gatherings. The first floor also offers a formal dining room, living room, powder room, and a convenient laundry area. Set on 0.42 acres, the meticulously landscaped backyard boasts an inground gunite pool, spa, and charming pool house. Designed for both relaxation and entertainment, the outdoor spaces feature ample dining areas, a spacious patio for al fresco meals, and shaded spots under mature trees, all set against a backdrop of serene natural beauty. This Southampton Village gem offers an exceptional opportunity to own a piece of history, thoughtfully reimagined for today's lifestyle. Rental Terms: August: $100,000 Other / Short Term - Year Round: $290,000 Memorial Day - Labor Day: $250,000 August - Labor Day: $120,000

Be one of the first to enjoy this beautifully renovated compound set on over half an acre in the heart of Southampton Village, now offered as a rental, with all new furnishings from Home Nature, Serena & Lily and CB2. Just moments from the iconic Gin Lane beaches and charming village shops, the main residence welcomes with a lovely entry foyer featuring a wood-burning fireplace on one side, and the den on the other. The foyer leads to the dining area and then over sized living room with fireplace, dine-in chef's kitchen, and powder room. The family room that has informal dining table as well opens fully onto the outdoor deck. Upstairs, you'll find a spacious primary suite (king bed) with a private office and three additional en-suite bedrooms ( 1 king and 2 queen beds). Downstairs, the French doors to the back deck, making indoor-outdoor living easy, open to lovely views of well-tended gardens and heated Gunite pool. The guesthouse provides exceptional flexibility with its living room, dining area, kitchenette, full bath and laundry, and upstairs two additional bedrooms with full bath. One room has two twins that can become a king, and the other a day bed with an office. The guesthouse back terrace overlooks the expanse of the long rear yard. This offering combines functionality and location, a true "get" in the Hamptons--less than 1/3 mile to Little Plains Beach and 1/2 mile to Southampton's Main Street. [[Rental Registration # N/A]] EH RR #: N/A Rental Terms: July: $135,000