luxury houses with pool for rent Southampton, United States (page 2)

This modern and chic four bedroom, four bath home has a gourmet kitchen with Miele appliances. The first floor primary suite opens onto the pool terrace. There is also a den on the main floor with ""en suite"" bathroom. Three bedrooms and two baths upstairs. Heated gunite pool surrounded by beautiful manicured gardens. Located by beautiful Conscience Point and bay beaches. All you need for a perfect summer. [[Rental Registration # RP240339]] EH RR #: RP240339 Rental Terms: August - Labor Day: $41,000

On over half an acre just minutes from Southampton Village and ocean beaches, this turn-key home offers an exceptional combination of style, privacy, and land. 3 bedrooms, 3 bathrooms, an open living and dining area with wood-burning fireplace and abundant natural light define this truly special residence. The grounds include mature hedging, established trees, an in-ground heated pool, and generous deck. Rental Terms: September: $15,000

This recently renovated and professionally decorated cottage features 3 bedrooms on 0.40+/- acres. The immaculate interior is welcoming and chic, while maintaining the desirable comfort of a beachy summer home. Minutes to both Sag Harbor Village and Southampton, this retreat features new appliances, fresh and stylish furnishings, and interior rooms bathed in natural light. Bar-B-Que on the back deck, swim in the heated pool or in the bay just a short distance away. As part of the Southampton Shores community, the house enjoys access to The Colony Club's private bay beach, pavilion, community tennis and basketball courts. Entertain and enjoy your summer months amidst the private grounds of this attractive Hamptons home. [[Rental Registration # RP260131]] EH RR #: RP260131 Rental Terms: Memorial Day - Labor Day: $65,000 June: $15,000 August - Labor Day: $25,000

This fabulous property has just been recently renovated by a leading artist. Overlooking a bucolic horse farm, and just outside Southampton Village, this pristine home offers Hamptons living at its finest. The first floor is flooded with natural light, with plenty of living space for cozy conversation or quiet reflection. Newly installed chef's kitchen with barn doors leading to the large front yard will make any cook smile. EIK and formal dining room look out on the expansive, manicured grounds. Formal Living Room with built in library is perfection and heavenly! French doors lead outside to the fantastic oversized newly built heated gunite lap pool. Revel in the peacefulness of the adjacent farm, with endless views, all so near to Southampton Village and beaches. Truly a unique and gorgeous home. Also available September for $65K. Rental Terms: Memorial Day - Labor Day: $360,000 Other / Short Term - May: $81,000

Just moments from the iconic Shinnecock Hills Golf Club, this inviting Southampton home offers the perfect Hamptons escape. Featuring 4 bedrooms and 3 baths across approximately 2,200 square feet, the residence is set on a beautifully landscaped property ideal for relaxed indoor-outdoor living. A wonderful opportunity to enjoy classic Southampton charm in a highly sought-after location. Rental Terms: Other / Short Term - Weekly: $20,000 Two Weeks: $30,000 June: $60,000

Hampton Traditional. Nestled down a private cul-de-sac on 1.2 +/- acres in Southampton North's desirable estate section, Farrel lbuilt home, approximately 6,500 sf, multiple living areas, 5 plus bedrooms, 6.5 marble baths, and a heated Gunite pool. The first floor features a double-height foyer, great room with fireplace and wet bar, living room with fireplace, gourmet kitchen with breakfast area, formal dining room, and a junior primary suite. The second floor offers 5 ensuite bedrooms, including the primary with its own fireplace, laundry, and a bonus room. Additional amenities include coffered ceilings, French doors, top-of-the-line appliances, sound system, 2-bay attached garage, patio, covered porch, over-sized backyard. Beautifully decorated and perfect for summer fun! [[Rental Registration # 230144]] EH RR #: RP250229 Rental Terms: Two Weeks: $60,000 July: $90,000 June: $70,000

Experience the ultimate Hamptons summer in this exceptional newly constructed luxury rental in Southampton Village, offering resort-style living just moments from ocean beaches, fine dining, boutique shopping, and the best of Southampton Village. Designed for effortless summer living and entertaining, this modern Hamptons rental features three finished levels with custom Ciuffo cabinetry and millwork, expansive open-concept living spaces, and natural gas fireplaces in both the living room and primary suite. The finished lower level is designed for recreation and relaxation with polished concrete floors, a private gym, guest suite, full bath, state-of-the-art Full Swing golf simulator, and temperature-controlled wine and spirits room. Smart home technology is seamlessly integrated throughout with Control4 automation, Cat6 and fiber connectivity, premium audiovisual systems by HTE, and J-Geiger motorized shades. Outdoors, enjoy a heated gunite saltwater pool with auto-cover, Bullfrog M6 spa, sunken firepit lounge, and fully equipped outdoor kitchen with DCS gas grill and Evo Affinity grill, all surrounded by beautifully landscaped grounds and luxury outdoor lighting. A rare Southampton Village summer rental combining new construction, modern luxury, privacy, and premier Hamptons amenities in one of the most sought-after village locations. Rental Terms: July: $150,000 August - Labor Day: $180,000 June: $90,000 Memorial Day - Labor Day: $420,000

Enjoy all the benifits of living heart of Southampton Village while still having privacy, this meticulously updated home offers the perfect blend of elegance, comfort, and modern convenience. The main house features five bedrooms, including one on the first floor, while the remaining four-each with ensuite bathrooms, including a luxurious primary suite-are located upstairs. Natural light fills the home, highlighting the spacious eat-in kitchen, formal dining room, and multiple living areas, each with its own fireplace. A wrap-around deck provides the perfect spot for morning coffee or evening entertaining. The lower level is designed for relaxation, with a cozy living room, laundry area, and a foosball table, making it an ideal space for rainy days. A separate guest house offers a 750-square-foot apartment with two bedrooms, a full kitchen, and a private living area, perfect for guests or extended stays. Outside, the beautifully landscaped backyard is both private and serene, featuring a heated gunite pool surrounded by lush greenery. Located just minutes from the best beaches, shopping, and dining, this home is an exceptional retreat in one of the Hamptons' most sought-after locations. Rental Terms: July: $180,000 June: $80,000

A Refined Hamptons Retreat - Available for the U.S. Open in June** Discreetly positioned amid rolling farm fields, this sophisticated Water Mill residence offers an exceptional blend of elegance, comfort, and timeless summer living. Thoughtfully designed and furnished, the six-bedroom, six-bath home with one powder room welcomes with sun-drenched interiors, gracious proportions, and beautifully curated finishes throughout. The main living spaces flow effortlessly to a covered porch overlooking the impeccably maintained grounds, where an in-ground, heated gunite pool and spa create a serene outdoor sanctuary ideal for both intimate relaxation and refined entertaining. A fully finished lower level adds an additional layer of leisure and versatility, enhancing the home's sense of ease and livability. Perfectly situated between pristine ocean beaches, distinguished Hamptons villages, renowned dining, and coveted local amenities, this residence provides the convenience of proximity while preserving the tranquility of a private country setting. An immaculate offering for discerning summer guests - and a premier opportunity for those seeking a luxurious stay during the U.S. Open this June.** [[Rental Registration # Pending]] Rental Terms: Other / Short Term - 7/15/2027 - 9/6/2027: $185,000 August - Labor Day: $125,000 July: $115,000

This gated, 10,000 square foot on 5 park-like acres is the perfect Southampton retreat. The home feels like a true "estate," completely secluded on a private cul-de-sac of high-end homes, well off the main road. The recently refreshed interior is grand, with 5500 square feet of 2-story living space, all on one level, plus an additional 4500 square feet of finished lower level with every amenity. The spacious home offers a 2-story foyer and 2-story living room, with a 20' wall of glass as your first impression. There is plenty of room to spread out. A large eat-in kitchen overlooks the enormous yard. There is dining overlooking the yard, formal dining, and enormous great room with fireplace. A grand primary suite and 3 additional ensuite bedrooms (one can have a queen bed or be a second den with a sofabed) round out the first floor. Given the enormous footprint above, the downstairs affords tremendous living as well. There are two additional guest bedrooms, 2 full baths, theater, game/recreation room and gym area. The gated grounds are simply magnificent--gorgeously manicured, with expansive lawn. The focal point is a 60 x 30 show-stopper pool, surrounded by massive patio and gardens on all sides. An outdoor kitchen with barstools is perfect for entertaining. There is ample outdoor furniture for lounging and dining. The location is convenient, only 1.4 miles to perhaps the Hamptons' prettiest sandy bay beach, Towd Point, 4 miles to Southampton or Water Mill Villages, and 5.5 miles to a dozen ocean beaches. [[Rental Registration # RP250976]] EH RR #: RP250976 Rental Terms: July: $75,000 October: $15,000 February: $15,000 May: $15,000 August - Labor Day: $85,000 Other / Short Term - Year Round: $240,000 April/May: $30,000 April: $15,000 November: $15,000 August: $80,000 January: $15,000 September/October: $35,000 June: $40,000 September: $25,000 March: $15,000 Memorial Day - Labor Day: $185,000

A rare opportunity to own a luxury Southampton home offering complete privacy and timeless elegance - tucked away on nearly 10 acres just five minutes from Southampton Village and Hamptons beaches. This gated Southampton estate combines European sophistication with classic Hamptons style; a 9,000+/- square foot residence designed for year-round living and entertaining. Highlights include a dramatic formal dining room with cathedral cedar woodwork, a spacious living room with fireplace, a cozy library, and a gourmet eat-in kitchen with banquet seating, French doors, and its own fireplace. Seven bedrooms and eight full baths span two wings, including a master suite with private balcony, fireplace, spa-like bath, and dressing room. The finished lower level offers resort-style amenities with a game room, wine cellar, fitness area, and bonus spaces. Outdoor living is just as extraordinary, with a heated pool, expansive porches, and direct access to trails. With nearly 10 acres of manicured grounds, this Southampton property offers endless expansion possibilities-tennis court, pool house, or compound-style estate with room for guests. Whether as a year-round retreat or Hamptons summer compound, 11 Edge Avenue delivers the ultimate in privacy, luxury, and convenience. This highly sought-after Southampton traditional estate is a rare offering designed to welcome guests with elegance, comfort, and style on a grand scale. [[Rental Registration # Pending]] Rental Terms: July: $165,000 June: $85,000 Memorial Day - Labor Day: $400,000 June/July: $210,000

Located in a Southampton-North waterfront community, this recently redecorated shingle-style traditional home has been refreshed and decorated with light and bright furnishings, offering comfort and ease in every room. Set on almost a half-acre with in-ground heated pool, the covered front deck opens to an open floor plan starting with the living room with large flat screen TV, and doors out to the large deck. The fully-modern kitchen with stainless steel appliances and stone counters opens to the dining area, and includes a pantry. A separate laundry room, office area, and full bath complete the ground floor. Upstairs, the master bedroom features a flat screen TV, fireplace, and oversized bath. Three more comfortably-appointed bedrooms and full bath finish the second floor. A green yard and attached one-car garage complete the property, and a community gazebo and waterfront area are part of this community. [[Rental Registration # RP261254]] EH RR #: RP261254 Rental Terms: August - Labor Day: $40,000 July - Labor Day: $75,000 July: $35,000

New to the market is this 2018 constructed 6 bedroom all en-suite Traditional home. Stately foyer leads into the great room, open floor plan for easy entertaining overlooking the very spacious back yard. Covered porches overlook the lawn areas and oversized heated swimming pool with build in lap feature. First floor also offers a formal dining and living room. The second floor offers 5 all large, bright en-suite bedrooms including the master suite. The finished lower level houses an additional en-suite bedroom. Also, several entertaining areas from a game room to a state of the art theater. Rental Terms: September: $75,000 October: $40,000 November: $30,000

Located in Parrish Pond just outside the Village of Southampton is this 5 bedroom, 4.5 bathroom traditional. Professionally decorated, this home offers a well-appointed first floor Master Bedroom and attractive entertaining spaces. Outdoor amenities include a heated gunite pool and spa, a bocce court, a surround sound system and open grounds and mature landscaping. A five-minute drive to the Village of Southampton and its beaches. Available for rent any two week period from 08/08/19 through 09/03/19 - $25,000. Other / Short Term - Any two weeks 08/08/19-09/03/19: $25,000

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

The 2020 completed, as good as new construction home has all the bells and whistle of luxurious, modern living at its best. Open public spaces flow from one room to the next into the gourmet chef's kitchen with island seating, breakfast area. Sliding glass doors open to the vast property with lawn areas and a proper patio and in-ground, gunite swimming pool. The home offers 7 bedrooms including the oversized primary bedroom with walk-in closet. The finished lower level offers a media room, exercise room with sauna and storage. A must see and experience! [[Rental Registration # RP250582]] EH RR #: RP250582 Rental Terms: June: $65,000 November: $30,000 Other / Short Term - Year Round: $295,000 August - Labor Day: $105,000 July: $100,000 October: $30,000 Memorial Day - Labor Day: $260,000 April: $20,000 July - Labor Day: $200,000 May: $40,000

Charming Southampton Village home retains many of its original features, built-in 1870, including wood floors along with more recent additions and upgrades completed in 2020. This 4 bedroom, 4.5 bath house is in the most desirable location in the heart of Southampton Village, a few short blocks to all shops and restaurants as well as the beach! Spacious entertaining areas, library and home office with privacy pocket doors, front sitting room with a wood-burning fireplace, formal dining room, and gourmet eat-in Kitchen including new Subzero fridge, Miele Coffee machine, Miele speed oven, wine beverage center and new stove with adjacent family room w/ wood-burning fireplace overlooking the garden. Light and bright this house has it all! The master suite with a sunny outdoor deck overlooking the garden and 3 additional bedrooms with 2 full baths are on the 2nd floor along with a laundry room. Lots of closets! Completing the main floor is a large and cozy 2nd family room with a full bathroom and French doors that open up to the patio. The entire home and backyard are set up with Bluetooth SONOs speakers. In the private backyard, there is a heated and new resurfaced gunite pool, a covered terrace with sofa seating, outdoor dining, and a built-in state of the art BBQ. Deep driveway for ample parking and a one-car garage complete with bicycles and beach chairs. Rental Terms: August - Labor Day: $115,000 August: $110,000 Other / Short Term - Year Round: $250,000

New to the 2021 rental market: 6 BR, 5 bath modern Hampton home with fabulous pool house and an inground, heated gunite swimming pool. Several outdoor entertaining spaces and in- and outdoor fireplace. This home offers an open concept floor plan with a large gourmet chef's kitchen, dining area that flows effortlessly into the living/family area with fireplace. On the second floor are 5 bedrooms, 3 bathrooms including the sumptuous master suite with soaking tub and rain shower. Only minutes to Village shopping, restaurants and ocean beaches. [[Rental Registration # RP251145]] EH RR #: RP251145 Rental Terms: August - Labor Day: $90,000 September: $25,000 May: $50,000 June: $40,000 Memorial Day - Labor Day: $249,000 Other / Short Term - Year Round: $290,000

This chic designer decorated 4BD, 4 1/2 BA with around 3,000 sq ft living space over three floors offers coveted location and stunning features throughout. Located on a charming and quiet one-way street in Southampton Village and just minutes from Main Street, this sophisticated and modern house thrills with millwork that creates an effortless flow throughout. From the moment you enter, you'll be engaged by the bright and light feel and open floor plan, the perfect backdrop for a fabulous summer vacation. The first floor includes a professional kitchen with large island, dining area, butler's pantry, powder room, and generous living room with an inviting gas fireplace, perfect for a cool evening. The second floor includes three beautifully appointed bedrooms, the primary offering an en-suite bathroom and walk-in closet. The second-floor landing provides a bonus, light-filled study/workspace. The tastefully appointed finished lower level provides a generous media/entertainment room, 4th bedroom, full bath and laundry room. Outside, enjoy the perennial gardens and beautiful grounds that provide privacy for the heated gunite pool and pool house. The pool house is complete with a kitchenette, daybed and full bath, as well as an outdoor shower. This spectacular offering truly embodies the perfect Hamptons retreat! Please call with any questions or to set up an appointment to view. No pets sorry. Rental Terms: July: $60,000 Other / Short Term - 6/25/2026 - 7/30/2026: $65,000

This one has it all! Spectacular Southampton waterfront offers heated pool with spa and rolling manicured lawn leading to large private dock. Situated on 1.2 acres of privacy, home includes 5 bedrooms, 4 baths, living room with amazing view, fireplace and exquisite art work, a true chef's kitchen with top of the line commercial appliances, incredible glass enclosed dining, extensive decking, central air, well equipped gym, gazebo and garage. Primary suite has it all: water views, balcony, additional private gym, sauna, jacuzzi, wet bar, private bath, office and walk-in closet. There's even an electric vehicle (EV) charger in the driveway! Sought after community offers private beach, tennis courts, basketball and baseball diamond. Bring your boat, kayaks are waiting. [[Rental Registration # RP170421]] EH RR #: RP170421 Rental Terms: Other / Short Term - Year Round: $275,000 August - Labor Day: $85,000 July: $85,000 August: $80,000

Wonderfully decorated, 7,000 +/- square foot, seven-bedroom, eight-bath Gambrel Traditional is located in the world-famous Southampton Estate Section. A well-considered floor plan, superb finishes and all new elegant decor are combined to provide the ultimate in summer comfort and elegance. A lovely paneled entry leads to a living room, den, custom kitchen with a welcoming sitting area, dining room and screened porch. Upstairs, the generous master with double baths and closets is augmented by three additional guest suites. A new added guest wing offers 2 additional bedrooms with ensuite baths, a well equipped gym and a large office/sitting area. Outdoors, the one-acre +/- property offers a large heated gunite pool, stone patios and a spacious lawn. Mere minutes to legendary Southampton Village ocean beaches, chic shops, and fine dining. Rental Terms: June: $85,000 July: $150,000 August: $200,000

Escape to this stunning Southampton village rental, where coastal elegance meets modern luxury. This beautifully appointed 3-bedroom, 2.5-bathroom home is your gateway to a serene Hamptons lifestyle. Located just moments from both the world famouse beach and Village, this Southampton gem offers the best of both worlds-seclusion and proximity to the ocean's beauty. Don't miss your chance to experience Hamptons living at its finest. Rental Terms: June/July: $80,000 Memorial Day - Labor Day: $165,000 July: $60,000 July - Labor Day: $130,000 August - Labor Day: $80,000 August: $75,000 June: $35,000

Extraordinary oceanfront estate on coveted Meadow Lane presents a rare opportunity to experience true Hamptons waterfront living. Set on 2.3± private acres with 200 feet of pristine ocean frontage, the property captures sweeping Atlantic views and offers direct beach access just beyond its private dune. Perfectly positioned south of the highway, it combines exceptional privacy and scale with close proximity to Southampton Village. The 5,900± square foot main residence, designed by Beyer Blinder Belle with interiors by renowned French designer Andrée Putman, blends classic English influence with clean, contemporary interiors. Spanning three levels, the home features seven bedrooms, seven full baths and one half bath, along with multiple living and entertaining spaces anchored by five fireplaces. Hardwood flooring runs throughout, while expansive decking and private ocean-view terraces create seamless indoor-outdoor living. The grounds are equally impressive, offering a heated gunite pool with spa, a private tennis court, detached garage, and studio space, all set against a rolling lawn that stretches to the ocean. Located on prestigious Meadow Lane in Southampton, this is a rare opportunity to rent a true oceanfront compound offering privacy, design pedigree, and the very best of Southampton summer living. Rental Terms: Winter Season: $500,000 Per Month Other / Short Term - Year Round: $2,000,000

This newer construction is a rare find. The inside features high-end, custom furnishings rarely available in a rental at this price. Gorgeous architecture, interior design and mature landscaping will impress. The 7 Bedroom home (all with ensuite baths) spans 5800 feet above ground, plus 2550 feet of finished lower level. The First floor features a dramatic 2-story foyer, 2 spacious living rooms, a chef's kitchen, bar area. There is a Junior Primary, and a mudroom with pool bath. The Second Floor features a Primary suite with terrace, fireplace, and luxurious white marble bath. There are 4 additional ensuite bedrooms and a second laundry. The lower level offers expansive entertainment space, including a theater, living room, and playroom with ping pong. There is a 7th ensuite bedroom with 2 queen beds. Outside, a South-facing large terrace with overlooks a beautifully landscaped, 1-acre property, with farm views. The yard is private and includes a 40' pool, new sunken hot tub and generous patio space for entertaining. The house sits in a very quiet cul de sac of newer homes, 2 miles to Southampton Village, with Southampton beaches just beyond. The property is a short bike ride or walk to the Southampton Rec Center (SYS) which offers a fantastic children's camp, tennis, gym, basketball, track, yoga, and pilates. Its also 1.5 miles to Towd Point Beach, one of the Hamptons prettiest bay beaches. [[Rental Registration # RP230864]] EH RR #: RP230864 Rental Terms: April: $15,000 February: $15,000 Other / Short Term - 1/1/2027 - 4/30/2027: $60,000 November: $25,000 September: $45,000 October: $30,000 January: $15,000 March: $15,000 Winter Season: $90,000 Per Month

Experience the best of Southampton Village living from this beautifully renovated Gin Lane estate rental, ideally located south of the highway just one block from the ocean. Set on 4 lush acres at the corner of Little Plains Road and iconic Gin Lane, this private summer retreat offers timeless Hamptons style, expansive entertaining spaces, and exceptional proximity to the beach, village boutiques, and renowned restaurants. Recently renovated in 2020, the 8-bedroom, 6-bath traditional residence spans approximately 5,800 +/- sq. ft. and features a bright open-concept layout designed for effortless summer living. Interior highlights include a spacious living room with fireplace, great room with open dining area, updated chef's kitchen with staff area, den/office, first-floor primary suite, and multiple gathering spaces ideal for entertaining guests or extended stays. Outdoor amenities include a heated 40' x 20' Gunite pool, expansive west-facing patio ideal for outdoor dining and entertaining, covered porch, mature landscaping, attached 2-car garage, and sweeping manicured lawns set across 4 private acres. Offering exceptional privacy in a premier Southampton Village location, the property is moments from ocean beaches, world-class shopping, and acclaimed village restaurants. Perfectly suited for Hamptons summer rentals, extended seasonal stays, or year-round living, this Southampton Village estate combines location, scale, privacy, and classic Hamptons charm in one of the area's most coveted ocean-block settings. Rental Terms: Other / Short Term - Year Round: $500,000