luxury houses with pool for rent East Hampton, United States (page 5)

5BR/ 6.5 BA w/ Tennis on 5 + acres with Pool, Hot Tub, Sauna & Basket Ball Court! Open plan living / dining room / Kitchen and so much more! Escape Out East to Sag Harbor! Live the good life on this remarkable, 5.4 acre gated compound. There's no doubt you'll fall in love with the Hamptons, as you enjoy a peaceful stay at this private retreat! This stunning contemporary home sleeps 12, with five en-suite bedrooms, including three primary suites, one on the first level with a sauna and a private deck. The sun-filled open concept living room features a cathedral ceiling, skylights, a gas-burning fireplace, and an open dining room with French doors leading to a covered porch. The spectacular state of the art kitchen features Subzero and Wolf appliances as well as a miele and nespresso machines. Additional highlights include a fully finished lower level with ping pong and pool tables, tennis ball machine office set up and an additional queen pull out bed. You and your guests will love the convenience of the 7 smart TVs, 5 separate Sonos zones inside and a 6th outside, the Mesh wifi system (gigabyte internet) by Optimum, and the Samsung dryer and washer. In the sun-filled study guests will find a fully functioning office setup complete with a laser printer and IMac computer. Additional features include top of the line mattresses on each of the beds, a peloton bike and brand new furniture throughout. The north wing master suite features a wood burning fireplace, a private study, a jacuzzi tub and a double shower. In the south wing primary suite, you will find 20 foot ceilings, a surround sound system, an additional gas burning fireplace, soaking tub and a double rain head shower. Step outside for some fresh air and enjoy beautiful views of the large grounds featuring a heated gunite pool plus a 10 seat hot tub, a new secluded and lighted tennis court, with separate covered entertaining space as well as a fire pit area. Guests can enjoy the use of adult and children's bicycles, beach chairs, a paddleboard and even a kayak. The home is surrounded by miles of nature preserve trail systems and private ponds to discover. Prepare to fall in love with the Hamptons lifestyle, as you experience it at its very best! This property is a 5 minute drive to Sag Harbor's Main Street and 7 minutes to East Hampton. [[Rental Registration # RR-25-1159]] EH RR #: RR-25-1159 Rental Terms: Other / Short Term - Year Round: $500,000 Memorial Day - Labor Day: $295,000 July - Labor Day: $225,000 July: $125,000 June: $85,000 August - Labor Day: $135,000

Renovated both inside and out, this beautiful Amagansett Dunes cottage has it all! Located just around 400 feet to ocean beach walkway, this charming house has just been completely landscaped including a brand new lawn, blue stone patio in back with all new outdoor furniture including dining table and chairs, gas BBQ, and entertaining area with sofa and chairs. The new blue stone walkway leads both around the house and heated pool. Pristine and recently updated, the interior first floor includes living room with fireplace and large screen TV, kitchen and dining area that overlook the back patio, a full bathroom, den/office with sofa sleeper. Separated for privacy, the large primary ensuite bedroom opens to an expansive deck with heated pool, lounge chairs and second entertaining area. The second floor includes two additional guest bedrooms, 1 with Queen bed, the other with twin beds, and a full guest bathroom. [[Rental Registration # 24-1987]] EH RR #: 24-1987 Rental Terms: July - Labor Day: $130,000 August - Labor Day: $70,000 July: $60,000

Moments from the heart of Sag Harbor Village, this exceptional designer residence offers a rare opportunity to experience a seamless blend of modern sophistication and timeless coastal living. Privately sited on a beautifully landscaped 0.47± acre, the property delivers a serene and elevated summer retreat in one of the Hamptons' most desirable locations. Spanning approximately 4,500± square feet, the home is thoughtfully designed with expansive, light-filled interiors and an effortless flow throughout. The main level features a gracious open-concept layout, anchored by a beautifully appointed chef's kitchen with premium appliances and custom finishes. Adjacent living and dining spaces are designed for both relaxed living and refined entertaining, complemented by a separate lounge with fireplace that provides an intimate setting for quieter moments. The second level is highlighted by a well-proportioned primary suite offering a private sitting area and spa-inspired bath, creating a true retreat within the home. Additional guest bedrooms are generously sized and finished with the same attention to detail, offering comfort and flexibility for a variety of living arrangements. The outdoor setting is equally compelling, with meticulously maintained grounds that create a sense of privacy and calm. A heated pool is surrounded by expansive lounging and entertaining areas, ideal for enjoying the full Hamptons lifestyle-from sun-filled afternoons to evening gatherings under the stars. A fully finished lower level enhances the offering, providing additional space for recreation, media, or wellness use-thoughtfully designed to support both relaxation and entertainment. Ideally located just minutes from Sag Harbor Village, the property offers convenient access to renowned dining, boutique shopping, marinas, and local beaches, while maintaining a peaceful residential setting. An exceptional rental offering defined by design, comfort, and location-crafted for a sophisticated Hamptons summer experience. Rental Terms: May: $35,000 June: $40,000 Other / Short Term - Year Round: $265,000 August: $87,500 September: $30,000 July: $85,000

Located in the desirable Amagansett Dunes, this impeccable modern beach house designed by the renowned architectural team from Stelle, Lomont, Rouhani, is just a moments to the ocean beach. The main floor features a spectacular kitchen with a center island and top-of-the-line appliances, seamlessly flowing into the dining area and living room, complete with a cozy fireplace. Floor-to-ceiling windows and sliders flood the space with natural light while offering stunning views of the dunes. Completing the first floor is a private junior master suite with an ensuite bathroom, perfect for guests or family. A striking floating staircase leads to the second level, where you'll find the primary bedroom wing along with two additional ensuite bedrooms, each with access to a deck overlooking the backyard. Outdoors, enjoy a heated gunite pool surrounded by a spacious deck, a fire pit area, a barrel sauna, and an outdoor shower. With community tennis and a beach path at the end of the road, this is the ultimate beach retreat! [[Rental Registration # 25-714]] EH RR #: 25-714 Rental Terms: July - Labor Day: $225,000 Other / Short Term - 6/15/2027 - 9/6/2027: $250,000 August - Labor Day: $130,000 July: $120,000

Delightful traditional in exceptional condition with 4 bedrooms, 4 1/2 baths, central air, heated pool, beautiful deck and garage. Furnished beautifully inside and has new teak deck furniture for the outdoors. Centrally located and ideal for summer or year-round living. Excellent opportunity. [[Rental Registration # 22-1531]] EH RR #: 24-1328 Rental Terms: July: $55,000 Other / Short Term - Year Round: $155,000

Discover refined Hamptons living in this beautifully designer-finished Sag Harbor Village retreat, just moments from shops, dining, and the waterfront. This 5-bedroom, 4.5-bath home features an open, light-filled layout where a sophisticated living and dining area flows effortlessly into a well-appointed kitchen with a large center island and counter seating, perfect for casual entertaining. Two ensuite bedrooms are conveniently located on the first floor, ideal for guests, while the second level hosts three additional bedrooms, including a spacious primary suite with a private deck overlooking the serene backyard. The finished lower level adds versatile space with a media and entertainment area, as well as a dedicated home office. Outdoors, enjoy a private oasis with a heated gunite pool, a stylish cabana with lounge seating and television, and a separate dining area for eight-perfect for effortless summer entertaining. With its prime village location, elevated designer style, this Sag Harbor home is an ideal Hamptons getaway-offering both tranquility and access to all the excitement of Sag Harbor Village. Rental Terms: Other / Short Term - 8/24/2026 - 9/7/2026: $50,000 June: $50,000

Rental Registration #: 24-114 expires February 2, 2026 Impeccable and private, this home is located South of the Highway down a wooded lane that feels worlds away from the city and town, but is in fact very conveniently located near Wainscott village and East Hampton, and a quick bike ride to the beaches and historic estates around the corner. An open concept in the barn-inspired great room offers plenty of style and serenity, yet there is plenty of fun set aside in the adjoining wing, with a game room/family room and two bedrooms that can act as it's own guest suite or a perfect extension of the home for the kids. Large level yard with pristine pool and covered patio will be your pride and joy for the summer, welcoming family and friends. Another two ensuite bedrooms are on the upper level, allowing for dramatic views of the beamed great room. When you need your retreat within the retreat, enjoy the master suite with beautiful barn door leading to a simply elegant spa style bath. [[Rental Registration # 26-1]] EH RR #: 26-1 Rental Terms: Other / Short Term - 5/25/2026 - 6/30/2026: $60,000 May: $16,000 August - Labor Day: $110,000 November: $16,000 October: $16,000 September: $16,000

Available 1st two weeks of July 2026. Renovated to the highest standards this beautiful traditional home is waiting for your summer enjoyment. The house consists of 4 bedrooms, 4.5 baths, living room/dining room, open gourmet kitchen with top-of-the-line appliances, family room and 3 cozy fireplaces. On the main floor the 4th bedroom set up as office with pull-out couch and full bath. Romantic cottage for (legal) sleeping has king bed and full bath. Savant sound system throughout main rooms, outdoors and the primary bedroom which has a fireplace and covered porch with tranquil views of the pool, mature gardens and specimen trees. The heated gunite pool comes equipped with underwater speakers and spa, the patio offers long summer days of sunbathing and dining. Charming stone pump house conceals pool equipment. [[Rental Registration # 25-477]] EH RR #: 25-477 Rental Terms: Two Weeks: $65,000

Discover this modern gem of a beach house on 3 private acres with 355 feet of water frontage on Gardiner's Bay. The private path over a dune leads to an oasis of wide sandy beach perfectly situated for sensational direct evening sunsets. The open interior has walls of glass for continuous water views and to invite in warm coastal breezes throughout. There are 5 bedrooms, 6 baths, den and separate studio. The waterside heated pool and hot tub are surrounded by expansive decking. Architect designer Joe D'Urso worked on the design of the compound which consists of the main house, an art studio, guest house and pool. The house was designed "upside down" by having the bedrooms on the first floor and the living room, dining room and kitchen on the second floor. [[Rental Registration # 24-1298]] EH RR #: 24-1298 Rental Terms: August - Labor Day: $100,000 Two Weeks: $55,000

In the Village of Sag Harbor, with a large veranda and a summer porch, a heated gunite saltwater pool with Jacuzzi, surrounded by a private garden, comfy lounge chairs, outdoor dining with Umbrellas and double Barbecue grill, and an entertaining barn to hang out and play ping pong in. Inside the furnishings are magazine wonderful. There is an open dining room that flows into a living room with an overstuffed white couch and chairs, which opens into a den/TV room/ library with a fireplace. Light-filled and spacious, the brand-new country kitchen is a great hangout, featuring a Sub-Zero Fridge, a Viking Stove, a farm sink, a pantry, and a new washer and dryer. The new oversized Primary Bedroom addition is gorgeous, featuring a new bath with a separate tub, shower, and double sinks. There is an extra full bath downstairs with a tub. Upstairs are 3 spacious bedrooms and another full bath. Central AC, this house has all the perks and tons of charm. The gardens have exploding flowers, a lush green yard, old-world trees, and a fenced saltwater heated pool. On a quiet street, but close to everything, parks, Main St., dining, and bay beaches. Featured in design publications, this is the perfect essential retreat. Comes with bikes too. Please feel free to contact me for a video tour. Rental Permit R-25-0058 expires 06/14/2027 Rental Terms: August - Labor Day: $58,000 August: $55,000

Totally renovated with the finest historic details, offering spacious, light-filled double parlors, a grand chef's entertaining kitchen fully opens to an expansive porch with built in heating for chilly nights, a private dining patio, gunite pool, spa, poolhouse bar, powder room & outdoor grotto shower. Three floors offer 5+ bedrooms, 7 baths, luxe library, butler's pantry, 7 fireplaces, viewing balcony decks on the 2nd floor. Perfect entertaining home in the heart of Sag Harbor village, close to theater, restaurants and marina. [[Rental Registration # landlordrequested]] EH RR #: landlord requested Rental Terms: Other / Short Term - Year Round: $550,000 Winter Season: $270,000 Per Month Memorial Day - Labor Day: $325,000

In a most sought after location only a block from the beach, this 6000+/- sq. ft. exquisite modern beach house with center courtyard offers the best in clean yet sophisticated modern design, and features second level master wing with sitting salon/library giving to panoramic views of the perfectly manicured grounds, 3 en-suite guest bedrooms, open dining room and gourmet kitchen with top-of-the-line appliances, custom cabinetry, and large stainless steel island/bar, den/media room, living room with wood burning fireplace and large theater screen, second level office/den with gas ribbon fireplace, and gym. The home reflects the finest in workmanship, materials and technology throughout including use of glass with floating slatted walls, radiant heated slate floors, wide-plank pine floors, LED lighting, Crestron technology and back-up generator. Pool house with large wood hot tub, shower and bath opens directly to oversized heated gunite pool. EH RR #: 24-965 Rental Terms: September: $100,000

147 Wainscott Harbor Road presents a stunning retreat designed by the acclaimed architect Robert A.M. Stern. This renovated home, situated on 2.8+/- acres, spans 3,600 SF+/- and offers five bedrooms, three full bathrooms, and one half bath. Its prime location provides effortless access to Bridgehampton, East Hampton, Sag Harbor Villages, and the area's picturesque ocean beaches. Every detail of the home has been crafted for both comfort and style. The first level features inviting spaces for seamless entertaining, including a gracious dining room and a living room anchored by a cozy fireplace. Both rooms open to an expansive screened-in porch with ample seating for relaxing or gathering with guests. The eat-in kitchen is a chef's dream, outfitted with top-of-the-line Viking appliances, a central island, and a sunny breakfast area. The first-floor primary suite is a serene retreat, bathed in natural light from oversized windows. The spa-like primary bathroom includes dual vanities, a freestanding soaking tub, and a separate glass-enclosed shower. Upstairs, four additional bedrooms, two full baths and a bonus space offer beautifully designed interiors and flexible living options. The sprawling grounds include lush, manicured lawns, a large heated gunite pool and spa and a DecoTurf all-weather tennis court. 147 Wainscott Harbor Road nestled in near Sagaponack North is the epitome of refined Hamptons living, blending thoughtfully designed interiors and exceptional outdoor amenities in a premier location. Rental Terms: Two Weeks: $55,000 October: $30,000 Other / Short Term - 5/22/2026 - 6/15/2026: $40,000 September: $40,000 May: $30,000 Winter Season: $10,000 Per Month

Spend the summer in Sag Harbor-arguably the Hamptons' most vibrant and sought-after destination. Set on half an acre just moments from the village, this five-bedroom home is being offered as a rental for the first time, presenting a rare opportunity to experience Sag Harbor living at its best. With effortless access to the village's renowned restaurants, shops, and marinas, the home offers the ideal balance of privacy and convenience, complemented by stunning views over the bay. Designed for summer living, the open-concept main level flows seamlessly from kitchen to dining to outdoor entertaining, with multiple sets of glass doors opening to the grounds. A separate living room with fireplace provides a quiet counterpoint to the home's airy, social spaces. Upstairs, the primary suite offers a private retreat with its own deck overlooking the property and capturing beautiful water views, while additional bedrooms are thoughtfully arranged across two wings for comfort and flexibility. Outside, a heated gunite pool anchors the grounds-perfect for long afternoons, casual gatherings, and easy evenings under the stars. Ideally positioned for both relaxation and access, this is a turnkey Sag Harbor rental designed to capture the very best of the Hamptons summer. Rental Terms: Other / Short Term - 5/28/2027 - 6/30/2027: $50,000 June: $45,000 Two Weeks: $48,000 November: $12,000

This spectacular Sagaponack estate offers the best of Hamptons luxury lifestyle. Designed by a renowned interior designer, the graciously appointed interior flows easily to an outdoor living/dining patio, heated gunite pool, hot tub, tennis court, and exquisitely landscaped garden and lawn. The main floor has a living room, great room open to eat-in kitchen, formal dining room, butler's pantry, powder room, and en-suite bedroom. Upstairs has an additional primary suite, and three bedrooms ensuite with a sitting room and three bathrooms. The lower level includes a large luxury bedroom with an excavated, landscaped window well, a den/media room/exercise room and a staff bedroom and bathroom. Amenities include a fully enclosed lot with driveway gate, an attached garage, ample outdoor parking, double laundry room, speaker system, Wi-Fi, and security system. [[Rental Registration # 20251042]] EH RR #: 20251042 Rental Terms: Two Weeks: $120,000 June: $135,000 July: $195,000 June/July: $295,000 Other / Short Term - Year Round: $850,000 Memorial Day - Labor Day: $500,000 August - Labor Day: $225,000

A private oasis in the heart of Sag Harbor. Located on a beautifully landscaped shy acre in the heart of Sag Harbor's historic district, this Federal-style house dates back to 1780 and has been beautifully restored and updated with every modern amenity. Featured in Elle Décor and The New York Times, this peaceful and private retreat, only a short stroll from Sag Harbor's wonderful shops and restaurants, boasts century old boxwoods, an allée of cherry trees, a gunite pool, bluestone terraces, a Carriage House reimagined as a pool house, and even a Chicken Coop. The principal rooms include a library, living room, mudroom, double height great hall perfect for entertaining, a TV room and office, dining room overlooking the garden and a gourmet chef's kitchen with cathedral ceiling, 2 Bosch dishwashers, a Viking range, a SubZero refrigerator, wine cooler and fireplace. The private rooms include an exquisite primary suite with fireplace, cathedral ceiling and spa bathroom, two en-suite guest bedrooms, staff quarters with separate egress, as well as two additional private guest areas each featuring an en-suite bedroom with living room for a total of six bedrooms, six fireplaces and seven bathrooms. Beautifully designed for gracious living and entertaining, this property is truly the jewel of Sag Harbor. Rental Terms: Other / Short Term - Extended Season: $145,000

Also Available May 24 - Jul 31 $235K, Sep 4 - Nov 30 $160K Historic Sag Harbor, brilliantly renovated, offers sophisticated, relaxed stylish living. The 1750 Main house offers delightful, light, entertaining public spaces, luxurious en-suite bedrooms and staff quarters. The Carriage house offers added entertaining space with rare architectural features. This rare, near acre, village compound includes an oversized gunite pool, stone terracing, gracious garden dining and entertaining surrounded by a classic garden featuring historic box hedges, cherry trees and wonderful privacy. Rental Terms: Memorial Day - Labor Day: $425,000 July - Labor Day: $335,000 July: $140,000 August - Labor Day: $195,000 Other / Short Term - May 24 - Jun 30: $95,000

Available for US OPEN! Tucked behind a gated drive, this magazine-featured estate offers an exclusive escape for discerning guests. Four expansive king suites provide comfort and privacy, each thoughtfully appointed with high-end furnishings and serene views. The open-concept layout is anchored by a dramatic double-height living room, flowing seamlessly into a newly renovated chef's kitchen and a striking dining area complete with wet bar and wine fridge-perfect for elevated entertaining. Three spa-inspired bathrooms, including two en-suites, blend modern elegance with functionality. Step outside to five exceptionally designed acres with native plantings curated by a world-renowned landscape designer. Enjoy a fully fenced oversized pool and dining area, north-south tennis court with basketball hoop, a wooden playset, two fire pits, an outdoor shower and bathroom, and a 7-person luxury spa-all designed for effortless entertaining or tranquil evenings under the stars. This is more than a rental-it's a private resort experience. *Added Bonus: High Speed Fiber Internet [[Rental Registration # RP251104]] EH RR #: RP251104 Rental Terms: July: $90,000 Two Weeks: $35,000

A rare Sagaponack compound, offering 7 bedrooms in total, designed by Val Florio on +/-1.6 acres of curated landscaped grounds. Surrounded by open sky and farmland vistas, the main residence offers sun-filled living spaces, elegant detailing with casual beachy interiors and generous proportions throughout. Gathering rooms open to expansive mahogany decking and manicured lawns, creating a natural flow for summer living. The fully equipped guest cottage provides an additional three bedrooms, ideal for hosting extending family, staff, or friends while maintaining privacy and comfort. The homes are connected through a tunnel in the finished lower level. The heated gunite pool is complimented by a stylish pool pavilion and sunken pickle-ball court. Located across from Wolffer Estate Stables, Sagaponack's premier horse farm, around the corner from Wolffer Vineyard, and close to world class Sagg Main Beach. This compound delivers the ultimate Hamptons experience minutes from the best of Bridgehampton and Sag Harbor. Rental Terms: June: $75,000 Other / Short Term - 10/1/2026 - 4/30/2027: $55,000 July - Labor Day: $300,000 August - Labor Day: $175,000 July: $150,000

Experience summer in this elegant 7-bedroom, 9.5-bath estate set behind tall privets in one of Sagaponack North's most desirable neighborhoods. Spanning approximately 11,000 square feet on the largest fully cleared property on the street, this impressive home offers exceptional privacy, scale, and classic Hamptons living. Manicured grounds feature expansive bluestone terraces, an oversized 20x45 heated pool, spa, and sprawling lawn with ample space for recreation. The setting is both refined and bucolic, bordered by open farmland and a nearby 7-acre horse riding facility, with close proximity to Wolffer Estate Vineyard, Sagaponack Farm Distillery, golf courses, farm stands, and garden nurseries. Inside, 11-foot ceilings highlight the first floor, featuring a grand living room and family room, each with a fireplace and views of the sun-filled backyard. A formal dining room, Bakes & Kropp chef's kitchen with butler's pantry, and breakfast room offer seamless entertaining. The first level also includes a secondary primary suite, an additional en-suite guest bedroom or office, mudroom, laundry, pool bath with sauna, and three-car garage. The second floor features a luxurious primary suite with private terrace, sitting room or office, wet bar, walk-in closets, and a marble bath. Four additional en-suite bedrooms, a mahogany deck, and second laundry complete the upper level. The finished lower level offers a theater, 1,400-bottle handcrafted mahogany wine cellar with tasting room, expansive living and entertaining space, full bath, and additional bonus room. Ideally located just minutes to Bridgehampton, Wainscott, Sag Harbor, and ocean beaches, this timeless Sagaponack estate offers every amenity for an exceptional Hamptons summer. [[Rental Registration # Pending]] Rental Terms: Other / Short Term - 8/1/2026 - 8/8/2026: $40,000 August - Labor Day: $190,000

Set on 1.11 acres of exquisitely landscaped grounds, this sophisticated post-modern retreat offers a seamless blend of contemporary design and Hamptons elegance. Built in 1995, the single-story residence spans approximately 2,800 square feet and is ideally positioned moments from Bridgehampton and just over a mile to pristine ocean beaches. The outdoor setting is a true sanctuary, featuring a heated pool, beautifully appointed pool house, expansive rolling lawn, and a shaded dining pavilion complete with a barbecue, perfect for effortless summer entertaining. Inside, the home is bathed in natural light, with airy interiors defined by crisp white tones, clean architectural lines, and modern finishes. The main living room centers around a striking brick fireplace, while the open-concept dining area flows seamlessly into a fully updated kitchen designed for both everyday living and hosting. The residence offers4 total bedrooms and 4 full baths, including a luxurious primary suite and a junior primary suite with its own fireplace. Each bathroom is fully renovated in marble, delivering spa-like comfort throughout. Additional amenities include central air conditioning and high-end furnishings, with the home elegantly appointed in all-new pieces from Restoration Hardware. A refined Sagaponack escape offering style, comfort, and proximity to the very best of the Hamptons. [[Rental Registration # RP230701]] EH RR #: RP230701 Rental Terms: September: $22,500 October: $25,000 Memorial Day - Labor Day: $205,000 July - Labor Day: $190,000 April - Labor Day: $215,000 August - Labor Day: $110,000 June: $35,000 Other / Short Term - Year Round: $220,000 July: $95,000

Beautiful Bucolic Waterfront -- Best Sunsets in the Hamptons. Overlooking Noyak Bay, this newly constructed, triple-mint, modern manor boasts breathtaking water views and stunning sunsets. The soaring floor to ceiling windows, expansive decking, heated gunite waterside pool, plush outdoor furniture, cozy fire pit, outdoor shower and Lynx professional grill, adorn the water side veranda, creating a grand and sumptuous Hamptons experience. So, too, this property has a rare and coveted private deep water dock for backyard paddle boarding, kayaking or...bring your own boat. Ideal for entertaining, this home is appointed with an Il Forno pizza oven, sous vide technology, an outdoor herb garden and an enviable array of Japanese chef's knives, surely to fascinate the boldest of home chef's. With rich oak, warm walnut and modern steel finishes this property exudes serenity and grace and is sure to impress. Impeccably decorated and beautifully appointed, this modern retreat is mired among majestic marine sea grasses which, like a metronome, sway in time to the warm coastal breezes. Conveniently located in the up and coming beach community of Pine Neck. Minutes from ocean beaches, a stone's throw from historic downtown Sag Harbor and a short drive from Bridgehampton, this 5200 square foot, 5 bed room, 6 bath jewel is not to be missed. [[Rental Registration # RP220659]] EH RR #: RP220659 Rental Terms: Two Weeks: $140,000 August: $250,000 August - Labor Day: $275,000 Other / Short Term - Weekly: $70,000 Memorial Day - Labor Day: $550,000 July: $250,000

Welcome to 54 Bay View Drive East, Sag Harbor, where modern luxury meets waterfront living. This stunning, award-winning modern estate is a boater's paradise, boasting a deep water dock and breathtaking sunset views over Sag Harbor Cove. With 4 bedrooms, 4.5 modern baths, and 3100 square feet of sleek living space, this home offers the epitome of waterfront elegance. A primary suite on the first floor and an additional secondary primary bedroom suite on the second floor with endless water views complement this unique offering. Enjoy the convenience of a water view Chef's kitchen, multi-level decks, and a heated Gunite infinity pool. The property features geothermal heating and cooling, ensuring comfort with minimal environmental impact. Custom fixtures from Italy and an outdoor wood-burning pizza oven add distinctive charm. Located near Sag Harbor's amenities, a 10 min walk to Long Beach, and the Shelter Island Ferry, this home offers a unique summer retreat. Don't miss the opportunity to experience waterfront luxury at its finest. [[Rental Registration # 251021]] EH RR #: 251021 Rental Terms: August: $185,000 August - Labor Day: $225,000

Also available: July $40k, Aug $45k, Sept $12k Beautifully renovated 4 bedroom, 3.5 bath contemporary with bay views from second floor living room. Open floor plan, with professional kitchen, marble counter tops, and stainless steel appliances. Additional office space with futon. Bathrooms are also all recently renovated. Short distance to Long Beach and minutes from Sag Harbor Village. RP # 200736 exp. 6/18/24 EH RR #: rp241233 Rental Terms: August - Labor Day: $50,000 May: $10,000 July: $45,000 Memorial Day - Labor Day: $110,000 Winter Season: $30,000 Per Month Other / Short Term - Year Round: $145,000 June: $20,000

No expense was spared on this Brand-New, 10,000+/- sq. ft. gated, Custom Construction. Available for the first time for June/July, 2024. This is perhaps the nicest estate rental offering available just outside Sag Harbor Village, only a 1/2 mile to Long Beach. The home itself is magnificent, custom designed, with no detail overlooked. It has every amenity--7 ensuite bedrooms, elevator, magnificent custom-designed Kitchen, glass Breakfast Room, oversized Great Room and Living Room with Wet-bar. The first floor also features a luxurious Bar Room/Butler's Pantry and a large 1st-floor Office with TV. The lower level offers a Gym, Game Room, and Hotel-like Spa, with Steam Shower, Soaking Tub, Shower, and Sauna. The majestic property offers 1.5+/- acres of full lawn--gated and fully enclosed. It includes a Pickleball Court, Basketball, 45' Pool, Hot Tub, Outdoor Living Room, and Outdoor Kitchen/Bar. The property is perfect for family outdoor living and entertaining. And for local daily activities, the offering is also only moments to Community Tennis, two gorgeous Beaches, Sag Harbor Marinas and the Shelter Island Ferry. Rental Terms: November: $30,000 Other / Short Term - Year Round: $650,000 Winter Season: $135,000 Per Month