luxury houses with pool for rent Hampton Bays, United States

Custom-built, new home in a Shinnecock bay front community, now offered as a summer rental. This two-story, energy-efficient, open-plan home offers four bedrooms and three bathrooms, of which one bedroom and bathroom are located on the main floor. The covered front deck opens to the foyer and open living featuring the kitchen with quartz counters and high-end Bosch stainless steel appliances. The over-sized living area includes its own south-facing deck. Upstairs, the second floor offers three bedrooms and two baths, one of which is ensuite. At grade, the lower level houses the one-car garage with its own entry. Well-landscaped with retaining walls, the property features an in-ground, heated salt water pool, is just up the street from the bay front, and a short drive to Southampton Village and ocean beaches. An on-point Hamptons escape, this rental property's location is outside of the summer weekend traffic rush. [[Rental Registration # RP260163]] EH RR #: RP260163 Rental Terms: September: $9,000 August - Labor Day: $35,000 Two Weeks: $15,000 October: $6,000 August: $30,000

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

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

Brand new furnishings await the discerning tenant at 18 Spring Pond located in a quiet, private community. The 2 story home offers a heated, gunite swimming pool and community tennis court. The house is freshly painted, updated and boasts brand new furnishings including pool lounges. Great open floor plan from the kitchen to indoor and outdoor entertaining spaces. There is a junior en-suite bedroom on the first floor in addition to a powder room. The second floor holds the private primate suite with floor to ceiling windows overlooking the private property. There is a private balcony, shower bath, walk in closet and an adjacent den that can serve for relaxation, working. There is a third en-suite guest room with two twin beds and the laundry room on the second floor. [[Rental Registration # RP260246]] EH RR #: RP260246 Rental Terms: Other / Short Term - Dec: $15,000 April: $15,000 July: $40,000 September: $18,000 March: $10,000 November: $10,000 June/July: $60,000 May: $15,000 January: $10,000 October: $10,000 February: $10,000 Winter Season: $60,000 Per Month

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 two weeks in August. THIS PROPERTY IS NOT OFFERED ON AIRBNB, VRBO, OR ANY OTHER HOME-SHARING SITE. [[Rental Registration # RP251741]] EH RR #: RP251741 Rental Terms: Two Weeks: $35,000

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

The peacefulness and serenity of a summer on the East End awaits you in this fully renovated Southampton home. Offering breathtaking views of Peconic Bay and Bullhead Beach, this four bedroom home features 3 over-sized bedrooms each with their own private bath, an open concept main floor with a brand new kitchen, dining room, and a massive great room with vaulted ceilings, gas fireplace and wet bar. Outdoor amenities include a 20'x 40' custom inground pool surrounded by an oversized deck with lush landscaping throughout. If golf is your game, this home literally is surrounded by the top three courses on Long Island (Shinnecock Hills, Southampton and National) Luxury shopping and world class dining are both minutes away in the village of Southampton. This home is the perfect escape from hectic city life, yet it is conveniently located for those in need of a quick return to the hustle and bustle of greater New York City. [[Rental Registration # RP260397]] EH RR #: RP260397 Rental Terms: Memorial Day - Labor Day: $110,000 July: $45,000 August: $45,000 July - Labor Day: $90,000 June: $25,000 August - Labor Day: $50,000

Tucked away behind beautiful mature landscaping, this fully updated 6-bedroom, 4.5-bathroom home is the perfect summer escape. Open, airy, and filled with natural light, the spacious living areas flow seamlessly into a stunning chef’s kitchen with high-end appliances, custom cabinetry, and a large center island — ideal for relaxed summer living and entertaining. The flexible layout offers both first-floor and second-floor primary suites, providing privacy and comfort for you and your guests. The finished lower level adds even more living space along with a full laundry area. Step outside to your private backyard retreat, where a gunite pool, a private tennis court, outdoor shower, gas grill, and multiple lounge and dining areas await — all surrounded by lush, mature landscaping for a true sense of seclusion. Home is also equipped with a Tesla EV charger. Located just minutes from Quogue Village and pristine beaches, this is a rare opportunity to spend August in one of the Hamptons' most charming communities.

So bright, sunny and cheerful with all of the amenities to make this home feel like you have arrived home. Perfect retreat designed for solitude as well as entertaining ease. Living room with fireplace, high ceilings overlooking grand deck, heated pool and tennis court. Dining, open islanded kitchen and primary bedroom share the same views as well. Four separated bedrooms allow for nice privacy, Centrally located. Near it all. Wow factor! Come see! *Some images virtually staged. [[Rental Registration # RP260847]] EH RR #: RP260847 Rental Terms: Two Weeks: $16,000

Discover the finest rental that Quogue Village has to offer. A Contemporary with Zen vibes, offering 5 bedrooms, 5.5 baths an open floor plan that opens to a dining room to entertain over 10 guests. Chef's kitchen has 2 ranges, a 4-burner gas range and a Viking 6 burner gas range, sub-zero refrigerator, 2 dishwashers, and of course, a wine refrigerator. To top it?off, an island with seating for 6 adds more entertaining space. First floor ensuite bedroom, second floor, primary ensuite with private balcony, designer bathroom with soaking tub, walk-in shower. The fully furnished lower level offers media room, full scale gym, and wet bar. Outside enjoy the heated Gunite pool, tennis, and a hard court with basketball hoop. the 16x16 gazebo offers a fireplace for those special evenings in the Hamptons. Option to rent "mini moke" for those drives to the exclusive Quogue Village Beach. What a spectacular summer in Quogue. Available July 2026 only

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

Welcome to 50 Rosko Lane in The Fields, Southampton's premier luxury enclave. This west-facing new construction offers abundant natural light, and over 6,000 sq. ft. of beautifully designed living space. With 7 bedrooms, 7 baths, and a finished lower level, the home balances refined Hamptons style with modern comfort. The airy main level showcases soaring ceilings, wide-plank floors, and a chef's kitchen that flows seamlessly to the dining area, accented by a striking built-in wine display. Walls of glass open to a private backyard with a heated gunite pool, bluestone patio, and landscaped grounds. The serene primary suite features a spa-like bath and generous closets, while the lower level adds a media lounge, recreation space, guest suites, and an impressive gaming lounge with four high-end stations, Xbox Series X and PlayStation 5 consoles, and award-winning Secret lab chairs-perfect for entertaining all ages. A two-car garage, proximity to Southampton Village, and world-class beaches complete this exceptional offering-luxury, convenience, and resort living at its finest. [[Rental Registration # RP250841]] EH RR #: RP250841 Rental Terms: August - Labor Day: $125,000 September: $75,000

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

Perfectly located on a quiet flag lot in Southampton Village, just minutes from Main Street and the world-famous Coopers Beach, this meticulously maintained seven-bedroom, six-full and two-half-bath Hampton classic offers the very best of Village living. Complete with a heated gunite pool, spa, outdoor shower, 2-car garage and beautifully landscaped grounds, this elegant shingled home is designed for effortless summer enjoyment. Bright, airy interiors and seamless access to the expansive rear deck and pool area create an inviting atmosphere. An impressive double-height entry foyer welcomes you to the main level, featuring a spacious living room, formal dining room, gourmet kitchen with a large center island and multiple seating areas, a comfortable tv den, powder room and main floor laundry. Upstairs, the generous primary suite overlooks the pool and includes a luxurious ensuite bath. Four additional guest suites, one of which serves as a home office, complete the second floor. The thoughtfully designed lower level offers a media and television area, an additional guest suite and a guest bedroom. With direct access to the pool area as well as an additional powder room, the lower level is ideal for family and guests alike. Surrounded by mature hedging and lush landscaping, the private backyard is an oasis. With heated gunite pool, spa, outdoor shower, expansive deck, gas grill, vegetable garden and multiple seating areas, this property is the perfect setting for entertaining and relaxed summer living. Enjoy the summer in privacy, comfort, and convenience in one of the Hamptons' most desirable locations. Rental Terms: July: $125,000

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

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

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

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

A very complete offering in the best of locations. Attractively furnished with mature trees and gardens this very comfortable home offers a large Living /entertaining Room, a formal dining room, a panelled library, a gourmet kitchen, 7 bedrooms, 8.5 baths, including a large first floor guest suite. There is a heated pool with a pool house and a tennis court. A top quality house and location! Rental Terms: August - Labor Day: $250,000 Memorial Day - Labor Day: $495,000 July: $225,000 Other / Short Term - 6/1/2027 - 9/7/2027: $495,000

Terrific Southampton Estate Section rental property, sited one "country" block to ocean beaches offers gracious living with six bedroom suites, a full house-length patio, heated Gunite pool, pool house, and attached three-car garage. The 1.05-acre property, accessed by two driveways and semi-circular drive presents a classic clapboard, shingle-sided traditional residence, with covered, columned front entrance. The entry reception offers a powder room, and straight-line access to the residence wings on either side. Recently renovated and expanded, the south wing offers the family/game room with fireplace, that steps down to the over-sized, sun-filled living room with fireplace. The formal dining room seats 10+, and a pantry connects to the dine-in kitchen with breakfast nook and all top appliances. Numerous full-height doors open to the swimming pool area and full house-length back patio with fireplace. A second larger pantry connects to the den/office with full bath. The ground floor guest suite, garden room with dishwasher second fridge and freezer, and utility area with laundry room complete the ground floor. Up the main stair, the primary suite occupies one side, and a guest suite is on the other. The upstairs north wing offers three more guest bedroom suites and sitting/hangout space. Immaculate and spacious, this rental property is perfect for any time of the year. Rental Terms: August: $225,000 August - Labor Day: $260,000

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

This traditional and newly 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 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. Special Notice: This property is available for select short-term rental periods, including two-week stays. Pricing and availability shown under June are for reference only and do not guarantee full-month availability. Portions of June may be unavailable at the listed rate. All dates, rates, and availability are subject to change. Please inquire for confirmed pricing and specific rental dates. Rental Terms: Two Weeks: $35,000 June: $35,000