luxury houses for rent Southampton, United States (page 4)

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

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

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

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

Welcome to your dream condo in the Hamptons, a luxurious newly renovated one-story townhouse nestled within a serene private community. This exceptional end unit promises a lifestyle of comfort, style, and convenience, offering an array of features that cater to the most discerning tastes. The cathedral ceiling, adorned with skylights, creates an open and bright ambiance, while a striking floor-to-ceiling fireplace serves as a captivating centerpiece. The room is flooded with natural light from tall, arched windows, filling the interior with warmth and a sense of tranquility. The galley kitchen is a chef's delight, equipped with modern amenities and a convenient eat-at-counter with stools, perfect for quick bites or casual gatherings. Adjacent to the kitchen, a separate dining area awaits for more formal occasions, providing an ideal space to entertain family and friends. This condo offers two bedrooms and two baths, ensuring ample space for relaxation and privacy. The master suite is private, featuring a fully renovated en-suite bathroom that boasts contemporary finishes and luxurious touches. Within the community, residents are treated to an array of amenities that elevate the experience to resort-style living. Take a leisurely stroll to the heated pool for a refreshing swim, challenge friends to a game of tennis on the courts, or enjoy tranquil moments at the pond front gazebo, all just steps away from your doorstep [[Rental Registration # RP241525]] EH RR #: RP241525 Rental Terms: February: $5,000 January: $5,000 Winter Season: $30,000 Per Month Other / Short Term - Dec: $5,000 March: $5,000 April: $5,000

Single story waterfront home offering 3 bedrooms, 2 baths & South of 27! [[Rental Registration # 241322]] EH RR #: 241322 Rental Terms: July: $22,000 July - Labor Day: $55,000 Other / Short Term - Year Round: $80,000 Winter Season: $4,100 Per Month

Welcome to 15 Lake View Court in Southampton, a fabulously reimagined pond front home. The vibe is lux organic, the palette soothing. With water-views from every room, it’s easy to embrace the Zen aesthetic. This east-west facing three bedroom, three bath has space to spread out, yet is ideal for gathering together. The upper level features a kitchen, dining, and main living areas, from which you can walk out and enjoy the deck overlooking Little Fresh Pond. This outdoor space is ideal for dining, gathering or relaxing. The lower level enjoys 3 spacious bedrooms with sublime pond views, sumptuous bedding and 2 additional baths. The fully landscaped and irrigated property offers privacy, a path to the water, a private dock, and of course a fire pit. Complete with water toys and fabulous proximity to both Southampton Village and Sag Harbor, this is a sought-after home away from home.

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

Introducing a newly enhanced Southampton retreat, now offering an elevated level of luxury living. This exceptional property has been thoughtfully updated to include a fully equipped private gym and a ground-level walk-out living space designed for effortless entertaining, complete with a bar, additional lounge, and dining area. Set on 1.10+/- acres and surrounded by 7.4+/- acres of protected land, the home delivers both privacy and a refined, boutique-style experience reminiscent of five-star living. The interiors are light-filled and sophisticated, with a seamless flow throughout the open-concept design. A dramatic great room with 22-foot ceilings, fireplace, and a wall of glass creates a striking focal point while framing views of the lush grounds. The residence features six bedrooms, including four en suite, highlighted by a gracious and expansive primary suite. Two additional bedrooms share a well-appointed bath, offering flexibility for guests. A second-floor landing provides additional space for lounging or a home office. The kitchen and dining areas open to a covered porch for outdoor dining, while a separate media room offers a relaxed setting for entertainment. Outdoors, a 40' x 20' pool is surrounded by mature landscaping, creating a serene and private setting for summer living. Perfectly located near Southampton's ocean beaches, restaurants, and golf, this offering combines scale, style, and amenities in a way that feels both luxurious and effortless. Registration Code: RA240922 [[Rental Registration # RP260623]] EH RR #: RP260623 Rental Terms: July: $95,000 Memorial Day - Labor Day: $235,000 June/July: $125,000 August: $115,000 June: $45,000