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Beautifully renovated beach cottage on a private road in the Amagansett Dunes offers 4 bedrooms, 2 baths, dining area, main living room and media/den. Tastefully furnished in a chic beach style. This Amagansett summer rental with community only beach access will appeal to the most discerning of summer beach visitors. Additional features include 2-zone Nest CAC, first and second story decks, outside shower, full basement and detached garage. Conveniently located to train and all village amenities. [[Rental Registration # 25-743]] EH RR #: 25-743 Rental Terms: June: $25,000
…By Sotheby's International Realty - East Hampton Brokerage
East Hampton perfection, this six bedroom, five and one-half bath stylish home located on the fringe of the village features modern and clean finishes throughout. Absolutely perfect for entertaining is the open layout featuring a sitting area with a new bar, an eat-in kitchen, and dining with two walls of glass that open with a touch of a button to seamlessly blend indoor/outdoor entertaining. Relax under the custom pergola with fire table and pizza oven. Enjoy the 40' gunite pool that includes an under-coping automatic safety cover, designed to give you that extra peace of mind and a new poolside hot tub. There is also a new putting green installed this year. A junior primary suite on the first floor, and upstairs, a grand primary with its own west-facing balcony and bathroom with deep soaking tub and double vanity. Three additional bedrooms complete the second floor. 4,000+/- sq. ft. of living space with a 1,000+/- sq. ft. finished lower level complete with a movie theater, bedroom, bathroom, gym with Tonal and sauna, and a wine cellar. The home is equipped with a Crestron system throughout. Quiet and close to Village restaurants, shopping, and entertainment. Only a short distance to the train and Jitney. [[Rental Registration # 26-841]] EH RR #: 26-841 Rental Terms: July: $150,000 Other / Short Term - Weekly: $20,000 August - Labor Day: $150,000 June: $75,000 September: $50,000 July - Labor Day: $295,000 Memorial Day - Labor Day: $350,000
…By Sotheby's International Realty - East Hampton Brokerage
Part of a very unique bluff-top compound in Montauk with unforgettable views over Fort Pond Bay, sits this chic four bedroom house. The house has a private outdoor seating area and private parking with a garage. A shared outdoor garden with fire pit and fountain, the house is a short distance to the Montauket, Duryea's and the Montauk train station. Enjoy your summer months with Western facing sunset views and a private staircase with water access. A slice of magic. [[Rental Registration # 22880]] EH RR #: 22 880 Rental Terms: October: $20,000 September: $25,000 November: $12,500 Other / Short Term - Dec: $12,500
…By Sotheby's International Realty - East Hampton Brokerage
Nestled south of the highway between Bridgehampton and Water Mill, this enchanting, beautifully restored cottage offers the perfect blend of timeless Hamptons charm and modern comfort. Surrounded by lush, mature gardens and idyllic landscaping, the property provides a peaceful retreat just moments from world-renowned ocean beaches, boutique shopping, and acclaimed restaurants. Inside, the home features four inviting bedrooms and two beautifully appointed baths, along with a spacious living room centered around a cozy fireplace. The gourmet kitchen has been thoughtfully updated while preserving the home's original architectural character, seamlessly blending period details with today's modern conveniences. Step outside to enjoy the serene beauty of the grounds, where expansive lawns, colorful gardens, and a picturesque stream create an unforgettable setting. Dine al fresco beneath the stars, relax by the large oval-shaped heated pool, or simply unwind in the tranquil surroundings that define the Hamptons lifestyle. A rare opportunity to experience the romance of a classic Bridgehampton cottage with all the comforts of contemporary living, this exceptional property is available as an exclusive luxury rental. Rental Terms: August: $70,000 August - Labor Day: $70,000
…By Sotheby's International Realty - East Hampton Brokerage
Experience the ultimate East Hampton summer in this exceptional four-bedroom, two-bath waterfront retreat on the shores of Gardiner's Bay. Designed for relaxed coastal living and unforgettable family getaways, this inviting beach home offers panoramic water views and direct access to a wide sandy beach. Spend sun-filled days swimming, kayaking, boating, or simply relaxing by the water, then gather for outdoor dining and spectacular sunsets across the bay. The home features comfortable living and dining spaces, a well-appointed kitchen, and expansive waterfront recreational space ideal for morning coffee, afternoon lounging, and sunset gatherings. With plenty of space to reconnect and unwind, this true summer beach retreat captures the ease and beauty of coastal living while offering convenient access to waterfront restaurants and the charm of East Hampton Village. [[Rental Registration # 26-1156]] EH RR #: 26-1156 Rental Terms: August: $45,000 September: $20,000 November: $20,000 August - Labor Day: $50,000 July: $45,000 Memorial Day - Labor Day: $120,000 October: $20,000 June: $25,000
…By Sotheby's International Realty - East Hampton Brokerage
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
…By Sotheby's International Realty - Southampton Brokerage
Recently renovated in 2024, this beautiful 1 story home has an over-sized living area with vaulted ceilings and glass sliders leading to the deck and pool. A chefs kitchen with an amazing dining area looking out to the pool. A primary suite with an en-suite bath and walk in closet. The first guest room has a queen size with sliding doors out to the swimming pool and deck. Chefs kitchen with brand new GE Profile/Black and Decker appliances and a brand new Charbroil BBQ. Eat out with some of the best restaurant's just minutes away. Shop in East Hampton which is less than ten minutes away with its world renowned shops or visit the country's second best beach, Main Beach. [[Rental Registration # 23-914]] EH RR #: 23-916 Rental Terms: June/July: $38,000 Two Weeks: $20,000 June: $15,000 Other / Short Term - Year Round: $115,000 August - Labor Day: $38,000 July: $28,000 Memorial Day - Labor Day: $75,000 July - Labor Day: $65,000
…By Sotheby's International Realty - East Hampton Brokerage
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
…By Sotheby's International Realty - Southampton Brokerage
Part of a very unique bluff-top compound in Montauk with unforgettable views over Fort Pond Bay, sits this chic studio cottage. A shared outdoor kitchen, fire pit and fountain, the cottage is a short distance to the Montauket, Duryea's and the Montauk train station. Enjoy your summer months with Western facing sunset views and a private staircase with water access. [[Rental Registration # 22-880]] EH RR #: 22-880 Rental Terms: Memorial Day - Labor Day: $30,000 February: $3,000 June: $7,000 Other / Short Term - Year Round: $45,000 March: $3,000 November: $3,000 July: $10,000 August: $10,000 October: $7,000 May: $5,000 September: $10,000 January: $3,000 April: $3,000
…By Sotheby's International Realty - East Hampton Brokerage
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
…By Sotheby's International Realty - Bridgehampton Brokerage
A simple Sagaponack ocean beach vacation home. Three bedrooms, 2 bathrooms, central air conditioning, indoor & outdoor dining. .3 miles to Town Line Beach. Perfect for an easy, low maintenance, low expense beach focused summer vacation. Rental Terms: Memorial Day - Labor Day: $50,000 August - Labor Day: $22,000 June: $14,000 July: $18,000
…By Sotheby's International Realty - Southampton Brokerage
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
…By Sotheby's International Realty - Bridgehampton Brokerage
Located high above Hither Hills with outstanding panoramic ocean views, sits this modern new construction with top of the line finishes. Second story offers Gourmet Chef's Kitchen with stainless steal appliances, great room with fireplace and soaring height ceilings, master suite with master bathroom, all seamlessly incorporating the spectacular ocean views. Sliding doors open to expansive second story decking perfect for outdoor entertaining. First floor is comprised of two guest bedroom suites with ensuite bathrooms, and spacious living room. The property is landscaped for privacy with large heated gunite, outdoor patio, and rolling green lawn. The best Montauk has to offer! [[Rental Registration # 23665]] EH RR #: 23665 Rental Terms: June: $60,000 October: $17,500 September: $50,000
…By Sotheby's International Realty - Bridgehampton Brokerage
Hidden on 6 ultra-private rolling landscaped acres, charming European-style retreat that feels like you're in the South of France. Double-height great room within a 200 year old barn with polished concrete floors and French doors to shaded pergola overlooking pool, oversized fireplace, well-equipped chef's kitchen. Primary suite with vaulted ceiling, fireplace, and private access to the pool. Second bedroom suite with multiple windows and skylight. Enchanting romantic cottage only minutes from Bridgehampton Village, Sag Harbor, and ocean beaches available to rent for the first time. Offered Co-Exclusively Vanessa Moore and Beate V. Moore [[Rental Registration # RP251348]] EH RR #: RP251348 Rental Terms: August - Labor Day: $95,000 Two Weeks: $60,000
…By Sotheby's International Realty - Bridgehampton Brokerage
Also available: May $9k, June $12k, Sept. $15k, Oct. $4k Rental Reg#: 22-880, Expires 06/03/2024. Part of a very unique bluff-top compound in Montauk with unforgettable views over Fort Pond Bay, sits this chic two bedroom cottage. The cottage has a private outdoor seating area with majestic water views. A shared outdoor seating area with fire pit and fountain, the cottage is a short distance to the Montauket, Duryea's and the Montauk train station. Enjoy your summer months with Western facing sunset views and a private staircase with water access. A slice of magic. EH RR #: 22-880 Rental Terms: May: $10,000 June: $12,000 October: $10,000 September: $15,000 Other / Short Term - Year Round: $65,000 November: $4,000 August: $15,000 Memorial Day - Labor Day: $45,000 July: $15,000 April: $4,000 January: $4,000 February: $4,000 March: $4,000
…By Sotheby's International Realty - East Hampton Brokerage
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: June: $15,000 Two Weeks: $10,500 June/July: $40,000 July: $21,000
…By Sotheby's International Realty - Southampton Brokerage
Located approximately 1.5 +/- miles from town on.75 +/- acres bordering preserve in East Hampton Oaks, this recently updated contemporary is ready for summer. The first floor living space has an open layout with skylight, double height ceilings, and living and dining area with access to outdoor pool deck. The kitchen is adjacent with white Caesarstone counters, breakfast bar, and stainless steel appliances. There are two first floor bedrooms with flat screen tv's, one with king bed and the other with two twin beds with hallway full bath with tub, renovated in 2014. The second floor has a spacious master suite with king bed, 46-inch flat screen TV and 12-ft ceilings, balcony overlooking pool and spa-like bath. The fourth bedroom with twin bed and flat screen TV is adjacent. The pool area has a wide deck with chaise lounges, Weber grill, outdoor dining table for six. The pool is equipped with an LED light show for evening ambiance. There are five flat screen TV's, Wi-Fi, premium cable, DVR and outdoor sound. Just down the street are association tennis courts. Landlord is a NYS licensed real estate broker. Located in a quiet area with easy access to fine dining, beaches, boating, shopping and more. EH RR #: 21-642 Rental Terms: August - Labor Day: $29,000 Other / Short Term - June: $25,000
…By Sotheby's International Realty - East Hampton Brokerage
Also available August for $200K. Discover this secluded 2.3 acre waterfront property down a long meandering driveway in the Georgica Estate section of East Hampton. The panoramic views of the ocean over legendary Georgica Pond are stunning. Spectacular direct evening sunsets color the sky from all angles. A 54 foot gunite pool set off a private patio with an outdoor dining pergola and cooking area completes this perfect outdoor lifestyle. The thoughtful and whimsical architectural details are magical and instantly captivating. The open interior holds 5 bedrooms, 6 baths, with multiple expanses of glass providing continuous water views throughout and unifying the interior and exterior environments. Various porches and balconies are strategically placed to enjoy the extraordinary water views and magnificent sunsets. A private path leads to the sandy shore of Georgica Pond for kayaking over to the ocean or quiet relaxation. This is an exquisite waterfront property in a legendary location. A must see! Rental Terms: July: $200,000 Other / Short Term - June: $150,000 August - Labor Day: $225,000
…By Sotheby's International Realty - East Hampton Brokerage
Minutes to ocean and bay beaches, farmstands, and the best that Water Mill and Bridgehampton have to offer, this one-of-a-kind gated estate delivers an unparalleled blend of Hamptons luxury and Western character. Surrounded by 50+/- acres of reserve, the 18-acre property offers total privacy with equestrian amenities, including paddocks, two stalls, and a professional Grand Prix riding arena. Featured on the cover of Architectural Digest's "Country" issue, this is a stay you won't find elsewhere. The custom Montana-built log home boasts four bedrooms, five full and two half bathrooms, designer furnishings across two levels, four fireplaces, a full movie theater, and a dedicated gym. Outdoors, enjoy a heated pool; outdoor dining, bar, and grilling areas; expansive grounds; and direct access to nature. Full-time groundskeeper/barn manager on-site. [[Rental Registration # RP251906]] EH RR #: RP251906 Rental Terms: Other / Short Term - Dec: $40,000 November: $40,000 Memorial Day - Labor Day: $295,000
…By Sotheby's International Realty - Bridgehampton Brokerage
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
…By Sotheby's International Realty - Bridgehampton Brokerage
Part of a very unique bluff-top compound in Montauk with unforgettable views over Fort Pond Bay, sits this chic two bedroom cottage. The cottage has a private outdoor seating area with majestic water views. A shared outdoor seating area with fire pit and fountain, the cottage is a short distance to the Montauket, Duryea's and the Montauk train station. Enjoy your summer months with Western facing sunset views and a private staircase with water access. A slice of magic. [[Rental Registration # 22-880]] EH RR #: 22-880 Rental Terms: June: $12,000 July: $15,000 Memorial Day - Labor Day: $45,000 September: $15,000 May: $9,000 March: $4,000 April: $4,000 January: $4,000 February: $4,000 August: $15,000 Other / Short Term - Year Round: $65,000
…By Sotheby's International Realty - East Hampton Brokerage
Located in prime East Hampton Village, this newly renovated Farmhouse Classic is available for Summer 2026 & 2027. Three bedrooms, two and one half baths, hardwood and tile floors with ultimate sunlight throughout. All new bathrooms, cook's kitchen with large island incorporates outdoor dining and fun. This property has Location, Location, Location waiting for the future tenant. Call today to see. Rental Terms: August - Labor Day: $45,000 Memorial Day - Labor Day: $85,000 June/July: $50,000 July: $40,000 August: $40,000
…By Sotheby's International Realty - East Hampton Brokerage
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
…By Sotheby's International Realty - Southampton Brokerage
Your Perfect Summer Retreat Escape to this beautifully furnished, crisp, and clean 3-bedroom, 2-bath ranch located in the highly sought-after Barnes Landing neighborhood. Just steps from Gardiners Bay, this home offers a private staircase leading to your very own slice of beach paradise. Wake up to breathtaking sunrises over the water, coffee in hand, and let nature's tranquility set the tone for your day. Inside, you'll find an inviting atmosphere with spacious living areas, and outside, the screened porch is the perfect place to unwind while feeling fully immersed in the natural beauty around you. Enjoy outdoor gatherings on the charming brick deck or simply relax under the sun. With direct beach access, enjoy swimming, kayaking, paddle boarding, or simply lounging by the shore. Conveniently located just minutes from Barnes Landing Beach and only 3 miles to the shops, restaurants, and ocean beaches of Amagansett Village, this home offers the ideal blend of seclusion and accessibility. Explore nearby attractions like Balsam Farm and Amber Waves, adding to the charm of this incredible location. Make this peaceful retreat your home this summer, where relaxation and adventure are always within reach. Create unforgettable memories in a place that perfectly balances comfort, nature, and fun. [[Rental Registration # 25-955]] EH RR #: 25-955 Rental Terms: August - Labor Day: $25,000
…By Sotheby's International Realty - East Hampton Brokerage
Set on a quiet lane in Springs with private access to Gardiner's Bay, this pristine 3 bedroom, 2 bath saltbox will welcome you with its clean, open interior and beautiful landscaped grounds. Renovated in 2019, It's fresh and bright with high ceilings, and light streaming in from every window. There's a large pool set into the back deck and an additional front deck for relaxing with a morning coffee or just enjoying the moment with a few friends. There's a first floor bedroom with two guest bedrooms on second level. This beach cottage is a fun and relaxing place to be. See Gardiners Island from the beach or kayak along the Driftwood shoreline. Located not far from Gerard Drive, Louse Point and the many activities of Ashawagh Hall. [[Rental Registration # 24-1255]] EH RR #: 26-1174 Rental Terms: Other / Short Term - Year Round: $78,000
…By Sotheby's International Realty - East Hampton Brokerage
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