luxury real estate for rent Southampton, United States (page 2)

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

Experience refined summer living in Unit 12, a beautifully renovated (2026) residence located in 155 Whitefield, one of Southampton Village's most desirable luxury garden communities. Set on 16 acres in the prestigious Estate Section, this exclusive enclave features just 29 residences, offering privacy, serenity, and upscale Hamptons living at its best. Only two blocks from the Village shopping district and restaurants, you can avoid the traffic both to the beach and dinner. This spacious 2-story home offers 3 bedrooms, 3 full baths, and 1 half bath across 2,352 sq. ft. of bright and sophisticated living space. Thoughtfully updated with modern, designer finishes and an effortless layout, the home is ideal for summer relaxation and entertaining. Enjoy access to premier community amenities, including a swimming pool, two tennis courts, and pickleball, all surrounded by mature landscaping and meticulously cared-for grounds. The private garden area of this unit has a grill and outdoor dining area. Village beaches, dining, boutiques, and cultural attractions are just minutes away. A rare opportunity to spend the season in an elegant, turnkey home within a sought-after Southampton setting. Rental Terms: Other / Short Term - 5/22/2026 - 6/30/2026: $60,000 Two Weeks: $40,000 June: $55,000

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

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

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

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

New to the rental market, this recently updated home is on a very desirable street in the village. 4 bed, 4 1/2 baths and a bright finished lower level. There is a new salt water heated pool with underwater speaker. A pool house and finished space above the garage. Extremely convenient to the train, bus and village shops. Other / Short Term - Last two weeks in August: $25,000

Enjoy the month of July from this traditional Southampton home on prestigious Moses Lane. This charming and stylish cottage offers 3 bedroom, 1.5 baths and a separate artist studio with full bath. Recently renovated, every attention to detail has been met! Perfect flow for vacationing! Rental Terms: Other / Short Term - Year Round: $85,000

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

A rare opportunity to rent this sunlit three-bedroom townhouse in close proximity to all conveniences in Southampton Village. Renovated and in pristine condition, this beautiful home boasts French doors off of the living and dining areas which lead one to the private garden affording green views and sunlight throughout the day. Ideally planned for summer season entertaining, the modern open kitchen is spacious with a large center island with seating and high-quality, top-end appliances. The spaces are clean and modern and provide views to the garden, patio, and afternoon sunsets. There are two, large en-suite bedrooms on the second floor and one first floor bedroom with adjacent full bath. Each has large windows affording garden and tree views. The finished lower level has a large gym, home theater/recreation area and powder room. The detached one car garage is nearby. It is not often that an opportunity to rent in this lovely community becomes available. Rental Terms: Memorial Day - Labor Day: $125,000 Two Weeks: $30,000

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

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

This newly refreshed Southampton Village Home is conveniently located a short two blocks from the shops and restaurants of Main Street and Jobs Lane and only 1 mile to Little Plains Beach. The kitchen is brand new for 2025 and looks over the great room with vaulted ceilings and a dining area. The cozy living room features a fireplace and TV area. The three bedrooms on the first floor include a king-size primary suite, a queen size en-suite guest bedroom, and a queen size guest bedroom with access to a full hall bath. Laundry is also located on the first floor off of the mudroom entry. The lower level offers additional finished space and provides extra room for guests and a full bathroom. The backyard is fully-hedged and private - a perfect place for outdoor dining and swimming in the heated gunite pool. Rental Terms: March: $5,500 May: $15,000 February: $5,500 January: $5,500 April: $6,500 August - Labor Day: $45,000 July: $35,000 October: $10,000 June: $20,000 Memorial Day - Labor Day: $90,000

Newly renovated eight-bedroom home located on South Main Street, just a short distance to the village and ocean beaches. The home includes a completely updated eat-in kitchen with top-of-the-line appliances, formal dining room, living room, den, sunroom and a beautiful outdoor living room. All six bedrooms have been renovated and all have their own en suite bathroom. The property, which is nearly an acre +/-, includes a heated gunite pool, large patio area great for entertaining, a large lawn and lovely landscaping. A must-see rental! Rental Terms: February: $20,000 January: $20,000 March: $20,000 May: $25,000 April: $20,000 June: $70,000 June/July: $200,000 July: $180,000

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

Spend your vacation in this freshly renovated, five-bedroom home close to ocean beaches and moments to the village. The Traditional house was renovated on the highest level possible and tastefully furnished and decorated. Also offers a separate guest house with its own private terrace. The large covered terrace, heated pool and wonderfully landscaped garden make the perfect place to entertain. Rental Terms: June: $70,000 June/July: $160,000 August - Labor Day: $170,000 August: $160,000 May: $40,000 July: $120,000

This charming 3-bedroom, 3-bath cottage is perfectly situated in prime Southampton Village, just moments from the area's renowned beaches and world-class shopping. The home offers a bright, inviting layout with thoughtfully designed interiors that blend comfort and style. Enjoy easy access to everything that makes the village so special, from celebrated dining to picturesque streetscapes. Whether you're here for the season or a short getaway, this cottage is an ideal place to experience the best of Southampton living. Rental Terms: October: $15,000 August: $40,000 March: $5,000 February: $5,000 September: $20,000 July: $35,000 April: $5,000 January: $5,000

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

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

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