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468 Water Mill Towd Road
$30,000

Southampton, NY
Rental
Bedrooms: 3
Bathrooms: 2.5
Web ID: 738074

RR# RP190301. This immaculate Contemporary is the perfect combination of location and charm! Located minutes to the Jitney and train, the heart of Southampton Village and bay beaches. This wonderful home sits on a private acre and has a beautiful tranquil setting. Bask in the warm summer days in the large open backyard with ample lawn, heated pool and a spacious deck perfect for entertaining. Light filled living room with tall glass windows and French doors to the backyard, in addition to a second living room with wood burning fireplace. Also on the first floor, you will find the eat-in kitchen, formal dining room and a powder room. The second floor offers a spacious, en-suite master bedroom with a brand-new master bathroom, as well as two additional bedrooms and full bath. All new furnishings and a 2-car garage. Come enjoy your Summer in this truly ideal Hamptons home!...

MD - LD Rental: $80,000
June Rental: $15,000
July Rental: $30,000
August - LD Rental: $32,000
Year Round: $100,000

Cristina Matos
(631) 204-2408

48 Skinner Street
$25,000

Village of Southampton, NY
Rental
Bedrooms: 3
Bathrooms: 1
Web ID: 907743

In the heart of Southampton Village, on a quiet tree lined street you'll find this crisp fresh 3 bed 1 bath charming cottage with eat in kitchen, living and dining rooms, laundry room with deck for outside dining overlooking a fully cleared side yard. Walk to the Village!.

May Rental: $7,000
MD - LD Rental: $50,000
June Rental: $12,000
July / Aug Rental: $44,000
August - LD Rental: $25,000

Dennis Gallagher
(631) 771-5309

49 Arbutus Road
$50,000

Shinnecock Hills, NY
Rental
Bedrooms: 5
Bathrooms: 4
Web ID: 755073

This newly renovated modern home is set on a private acre in Southampton. This architectural gem features multiple floors with beautiful decking that extends the living and entertainment space nicely to the outside. The top floor features a comfortable den/media/bonus room area with a full bath, a large lounging deck as well as a small balcony. The main floor contains a spectacular brand new chef's kitchen with outdoor dining space, a full bathroom, and large open living/dining area with direct staircase access to the pool area. The lower level offers an ensuite master bedroom as well as three additional bedrooms and a full bathroom. A large changing/wet area opens directly to the heated pool and sitting areas surrounded by lush landscaping. Listing ID 755073.

May Rental: $15,000
MD - LD Rental: $115,000
June Rental: $20,000
July Rental: $50,000
August - LD Rental: $50,000

John Scott JT Thomas
(631) 771-5327

Robert Stearns
(631) 771-5317

492 East Hampton Sag Harbor Turnpike
$185,000

Wainscott, NY
Rental
Bedrooms: 5
Bathrooms: 5.5
Web ID: 889464

Rental Registry #24-407. Ideally located between the villages of East Hampton and Sag Harbor is the perfect summer getaway for family and friends. Take the 375-foot-long private driveway to this beautiful and secluded 4,800 sq ft home, situated on a quiet 1.5 acres that has so much to offer by way of both luxury and entertainment. As you enter the house there is an expansive great room filled with natural light. The open kitchen was designed with a great open floor plan which is perfect for entertaining. The main floor primary bedroom is en suite with a private deck, walk-in-closet, double sinks and a soaking tub. There are 3 additional en suite guest bedrooms that are all nicely-appointed on the main floor. The finished lower level with full egress is a wonderful bonus. There is an oversized en suite guest bedroom, home theater, office space, wet bar, cedar closet and...

May Rental: $15,000
Year Round: $185,000

Michael Petersohn
(631) 771-5336

Cristina Matos
(631) 204-2408

5 Anthony Lane
$75,000

Quogue, NY
Rental
Bedrooms: 5
Bathrooms: 4.5
Web ID: 737855

Beautiful Quogue South home on a quiet private lane. The mahogany front porch with tranquil rocking chairs welcomes you. The first floor is open and light filled and includes a living room with a soaring cathedral ceiling, a great room with chef's eat-in-kitchen and top-of-the line appliances, a dining area and laundry room. A first floor primary suite with a sitting area completes the lower level. The second floor includes three ensuite bedrooms and a fourth guest bedroom. The backyard hosts a heated gunite pool with blue stone patio and a 100 year old barn that has been restored for your entertainment. The barn includes a pool table and outdoor shower. Close by is the Quogue Village Beach. Listing ID #737855

May Rental: $6,000
June Rental: $30,000
August - LD Rental: $75,000

Lauren A. Battista
(631) 288-5534

5 Kingstown Avenue
$25,000

Springs, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 899895

RR # 23-578 New to the rental market. This stunning 4 bedroom, 4.5 bath traditional boasts over 3000 sq feet of intelligently designed living space. Featuring a gourmet kitchen with large center island, topped with soapstone and all stainless steel appliances which graciously flows to the expansive living room, complete with cathedral ceilings and exposed beams. Each of the large bedrooms are en-suite, with baths featuring top of the line, stylish finishes. The shy half-acre is landscaped to perfection with mature landscaping and manicured grounds framing the 20x40 heated, salt water pool with bluestone coping, which one can access from the covered porch off of the kitchen. Additional amenities include central air conditioning, first floor laundry, childproof pool fencing, 2 car attached garage, and all the bedrooms have their own full bathrooms! Located moments from beautiful beaches, marinas, and some of the best waterfront restaurants in the Hamptons. Exceptional value,...

June Rental: $25,000

David Tenenbaum
(631) 771-5322

5 Clyden Road
$38,000

Wainscott, NY
Rental
Bedrooms: 3
Bathrooms: 3
Web ID: 887665

Rental Reg. #23-1345. Beautifully maintained beach house near everything in the hamlet of Wainscott. Cheerfully decorated, this home is crisp and tasteful. There is an open living room with stone fireplace, dining area, den and kitchen with stainless appliances. The first floor primary bedroom suite has a king bed and opens up to a private deck. It boasts a large TV and generous walk-in closet. Additionally, there is a guest bedroom with queen bed, an office and a full bath on the first floor. The second floor has a large bedroom with two full beds and a sitting room. The lower level which adds about 500 square feet of finished space has an exercise area that includes a Peloton, a theater room and a full bathroom. The house has central air conditioning. Outside the 20' x 40' saltwater heated pool is situated for privacy. There is lots...

July Rental: $38,000
August - LD Rental: $50,000

Leslie Hillel
(631) 771-5311

David Tenenbaum
(631) 771-5322

56 Lower Seven Ponds Road
$60,000

Water Mill, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 865878

#RP201032. Situated just shy of 2 acres and home set on a rise at the end of a 400 ft. winding driveway. Within minutes of local shopping, dining and beaches. This fresh 4 bedroom, 3 bath retreat has been completely remodeled. A newly-refurbished single-level 2.500+-/ sq. ft. interior has just been renovated with new kitchen, lounge, bed, and bath. The heated pool and new surrounding stone has outdoor showers, lounges and dining areas and is a perfect setting for entertaining guests. Listing ID: 865878

May Rental: $35,000
MD - LD Rental: $150,000
June Rental: $55,000
July Rental: $60,000
August - LD Rental: $65,000

Robert Nass
(631) 702-7506

Maritza Jimenez
(631) 204-2411

51 Cooper Street
$27,000

Village of Southampton, NY
Rental
Bedrooms: 2
Bathrooms: 3.5
Web ID: 879349

Fresh new renovation in Southampton Village. Two bedroom perfection with 3 full baths gracious floor plan, living room with fireplace, formal dining room, gourmet kitchen with a cozy breakfast nook and a first floor laundry room. Each floor has an en-suite bedroom with shower. The second floor primary has a large bath with double sinks, soaking tub and shower and a walk-in closet with a light-filled dressing area. Hedged property with blue stone patio with arbor. Listing ID: 879349

August Rental: $27,000
August - LD Rental: $27,000

Robert M. Lohman
(631) 204-2404

51 White Oak Lane
$33,000

Southampton, NY
Rental
Bedrooms: 5
Bathrooms: 3.5
Web ID: 901746

RR #RP230300 Welcome to a one-of-a-kind charming home in the Hamptons! This stunning first time rental 3800+/- sf home, boasts a perfect blend of quality and style that will take your breath away. As you step inside, you'll be greeted by a tranquil setting that immediately sets the tone for the upscale lifestyle that awaits. The classic covered front porch and cedar shingled exterior are just the beginning of the architectural beauty you'll find here. Inside, a dramatic 2-story living room, bathed in natural light from its southern exposure, features a wood-burning fireplace that creates an inviting atmosphere perfect for cozy nights in. The eat-in kitchen is a masterpiece of design, featuring marble countertops and top appliances. The first floor also includes a formal dining room, powder room, and a spacious master suite. Upstairs, accessed by front or back stairways, you'll discover four double bedrooms, two full...

MD - LD Rental: $80,000
June Rental: $20,000
July Rental: $33,000
July / Aug Rental: $65,000
August - LD Rental: $35,000

Cristina Matos
(631) 204-2408

55 Old Town Crossing
$100,000

Village of Southampton, NY
Rental
Bedrooms: 6
Bathrooms: 4.5
Web ID: 904679

Located in the most desirable location between Wyandanch Lane and Little Plains Road, sits this 6 bedroom, 4.5 bathroom classic home spanning 3,620 s/f over 3 levels. With a luxurious open space interior design boasting an abundance of natural light and furnished with meticulous detail. Featuring a captivating and fully-equipped chef's kitchen with state-of-the-art stainless steel appliances, central air conditioning and a music room with equipment for those that want to entertain and play. Outdoors, the spacious backyard features a patio, perfect for entertaining with ease, a beautiful landscape offering mature estate privet hedges with a manicured garden and a 44 x 20 heated gunite pool with outdoor shower. With only a short distance to world class shopping and world famous ocean beaches, this is an opportunity for living the Hamptons life you won't want to miss. Listing ID: 904679

August Rental: $100,000
August - LD Rental: $100,000
Two Week Rental: $45,000

John P. Vitello
(631) 204-2407

5 Scrimshaw Drive
$63,000

Sag Harbor, NY
Rental
Bedrooms: 4
Bathrooms: 4.5
Web ID: 885714

First time available for rent, this pristine 4-5 bedroom with pool and privacy abutting reserve in the premier Whalebone landing waterfront community with community bay beach, cabana pavilion, tennis and beach volleyball. The newly refurbished 4,000sf home has all that you could wish for in a seasonal getaway in the Hamptons with easy access to ocean beaches, golf courses, Elizabeth Morton Wildlife Preserve, Southampton and Sag Harbor's village restaurants and shopping. The light-filled living-room, sitting room and dining room have french doors leading out to a substantial mahogany deck for outdoor entertaining that also extends to the pool area and lawn. Also, on the first floor is an oversized den/office, and a grand master suite with an ensuite newly renovated marble bathroom. The second floor has yet another sitting room for those that want their own privacy or kids space, a second master suite plus 2...

Custom Rental: $120,000
MD - LD Rental: $120,000
July Rental: $63,000
July / Aug Rental: $100,000
August - LD Rental: $65,000

Cynthia R. Barrett
(631) 537-4322

54 Old Sag Harbor Road
$100,000

Bridgehampton, NY
Rental
Bedrooms: 5
Bathrooms: 5.5
Web ID: 912158

Located in Bridgehampton, and just 2.5+\- miles to the Village of Sag Harbor, this open, airy retreat features 5 bedrooms with 5 full and 2 half baths across 5,000+\- sf. The sophisticated modern farmhouse has been expertly crafted and is sited on an impressive 4+\- acre setting that affords complete privacy and tranquility. Large expanses of glass and elegant terraces throughout foster stunning views of forest and field. An open floor plan provides a large living room with fireplace, formal dining area, and professional chefs kitchen with a center island workspace and casual counter dining for 4. On the second level, a primary en suite with fireplace and terrace also includes a soaking tub, double sinks and walk-in closet. Two additional en suite guest rooms as well as a dedicated laundry room are offered. The lower level includes a guest bedroom, powder room, and a sauna with additional unfinished storage...

MD - LD Rental: $250,000
July Rental: $100,000
July / Aug Rental: $195,000
August - LD Rental: $100,000

Christopher J. Burnside
(516) 521-6007

Aubri Peele
(631) 252-5434

53 Sandpiper Lane
$150,000

Amagansett, NY
Rental
Bedrooms: 5
Bathrooms: 5.5
Web ID: 735911

Rental Registration #22-883. A rare oceanfront home, with large heated pool and Jacuzzi, sits just steps to a beautiful Amagansett beach. With 5 bedrooms (all with TV's) and 5 1/2 baths, this Mediterranean style palacio is ideally suited for indoor/outdoor summertime living at its best. The oceanfront terrace provides endless clear views stretching up and down the coast and over the ocean beyond. The gorgeous pool area with built in spa offers an expansive entertaining space with a Pool House w/ TV, Kitchenette, Powder Room and outdoor shower. Two additional dens offer TV rooms. Sonos sound inside and out. The generous one acre +/- property with 220 feet of oceanfront is beautifully landscaped and also offers a private community tennis court. Ideally located approximately 1 mile from the Village of Amagansett and its shops and restaurants. Bask in summer's glory. Listing ID: 735911

July Rental: $150,000

Jeannette Schwagerl
(631) 267-7113

5 Marlin Drive
$60,000

Amagansett, NY
Rental
Bedrooms: 4
Bathrooms: 2.5
Web ID: 755138

Rental Registration # 23-158. This wonderfully decorated contemporary home, located just two blocks from prime Atlantic Ocean beaches in the Amagansett Dunes, is a super chic 4 bedroom, 2.5 bathroom home. The 2-story home has an upside-down configuration affording wonderful views of the unobstructed natural dunes from the main entertaining areas. The upper level open-style great room is complimented with stylish cathedral beamed ceilings and features a brand-new kitchen, large island, separate dining area, comfortable living room with fireplace and a half bath. An expansive outdoor deck extends the living space beautifully with a large sectional sofa, sunken hot tub, built-in grilling station and outdoor dining table. The upper floor primary bedroom suite, also with high ceilings, contains a large marble bathroom, walk in closet, gas fireplace and private balcony. The main floor opens with a welcoming entry foyer, 3 spacious bedrooms each with sliding doors allowing direct access...

July Rental: $60,000
August - LD Rental: $60,000

John Scott JT Thomas
(631) 771-5327

Robert Stearns
(631) 771-5317

57 Sammy S Beach Road
$125,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 5.5
Web ID: 878838

Rental Reg. # 23-719 Offered for the first time. Stunning new construction directly on Gardiners Bay beach front. Sparkling bright interiors and high end, clean finishes and furnishings throughout. Main level has a large open concept living/ dining and kitchen, office/ den with full bath, another 1/2 bath and laundry and a custom built in bar with wine fridge. Floor to ceiling custom doors open to a massive back deck with Restoration Hardware furniture, gas and charcoal grills and outdoor shower. Step off the deck into the sand and to the path leading to the beach. Upstairs is a huge gallery landing with floor to ceiling doors leading to a large deck on the front overlooking Three Mile Harbor and Sammy's Beach Preserve and an even larger deck on the back looking out to Gardiners Bay, The North Fork, Shelter Island and Gardiners...

June Rental: $75,000
August Rental: $125,000
Two Week Rental: $62,500

Philip Judson
(631) 771-5328

561 Wainscott Northwest Road
$100,000

Wainscott, NY
Rental
Bedrooms: 7
Bathrooms: 6.5
Web ID: 910462

Rental Reg. # 22-940. Privacy abounds in this beautifully renovated Wainscott traditional home. Sited on 5.5 acres with deco turf tennis/basketball. This 4500 Sq ft with 2500 sq ft lower level, 7 bedroom, 6.5 bath home is the perfect summer rental. As you enter the grand open living areas, you are greeted with tons of natural light from a wall of French doors that open to expansive outdoor deck area. The living room flows into dining area and huge eat in renovated chef's kitchen with island seating, marble counter tops, stainless steel appliances, and breakfast area with window seating. Bedrooms and baths consist of a first floor primary suite with vaulted ceilings, access to the backyard and a renovated expansive en -suite bathroom. There is another main floor bedroom as well. The second floor boast an additional primary bedroom with double granite vanity and soaking tub and...

January Rental: $20,000
February Rental: $20,000
March Rental: $20,000
May Rental: $45,000
MD - LD Rental: $250,000
June Rental: $50,000
July Rental: $100,000
August Rental: $100,000
August - LD Rental: $100,000
September Rental: $45,000
October Rental: $20,000
November Rental: $20,000
December Rental: $25,000

David Tenenbaum
(631) 771-5322

59 North Captains Neck Lane
$60,000

Village of Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 879997

Estate-like, lush privet hedges surround this immaculate, Traditional situated on a beautiful .46-acre property on a tranquil lane in Southampton Village. Stylish, light-filled rooms, include a spacious living room, a cozy den/family room with fireplace and a separate formal dining room. A recently-renovated open kitchen with new stainless steel appliances, includes a breakfast area with sliding doors leading out to the spacious deck. The home offers 4 bedrooms, 3.5 baths, including an impressive master suite. Amenities include glistening wood floors, central air-conditioning, a full basement and an attached 2 car garage. You can relax outside enjoying the spacious lawn, mature landscaping and gather around the large sun-filled deck overlooking the 20x40 heated pool, just perfect for entertaining, or just sit on the front porch and relax your summer away. Just minutes to Coopers Beach and less than a mile to restaurants, boutiques and all that...

June Rental: $35,000
July Rental: $60,000
September Rental: $30,000

Cristina Matos
(631) 204-2408

56 Widener Lane
$20,000

Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 743667

Gorgeous and private, 4-bedroom Hamptons rental on a quiet lane in the Roses Grove area of Southampton. The property is a spacious 0.80+/- acre with heated swimming pool and spa, comfortable inside and out. Renovated in 2020, the interior spaces are open and bright. The family room includes a fireplace, is open to the fantastic kitchen as well as the dining area and offers glass sliders leading onto the entertaining deck. A great space to relax overlooking the heated swimming pool. Back inside, past the kitchen is the airy living room with cathedral ceiling. The three full bathrooms have been superbly renovated featuring a great contemporary design paired with elegant fixtures and materials. Over 2,200+/- sf of fantastic interior space. A summertime, Hamptons rental paradise centrally located between Southampton, Bridgehampton, and Sag Harbor Villages. Listing ID: 743667

July Rental: $20,000
August Rental: $25,000
August - LD Rental: $30,000

Aubri Peele
(631) 252-5434

Christopher J. Burnside
(516) 521-6007

6 Bull Path
$70,000

East Hampton, NY
Rental
Bedrooms: 6
Bathrooms: 4
Web ID: 908043

Rental Reg #: 23-372. Only short moments to Atlantic Ocean beaches, renowned shops and restaurants of both East Hampton village and Sag Harbor village, this stunning contemporary home provides 6 bedrooms and 4 bathrooms across 4,554 +\- sf of bright expansive living space. Surrounded by beautiful landscaping and mature trees, complete natural privacy is guaranteed on an oversized 2+ acre parcel. A double-height foyer opens to a great room with a fireplace, vaulted ceiling, a dining room, glass windows and sliders overlooking the heated pool, inclusive of outdoor entertainment spaces and serene backgrounds. A sleek, modern kitchen includes a large center counter island with a cooktop and casual dining. Opening directly to both the interior dining area and an exterior/al fresco dining space, either option is convenient. The main level also provides a large primary en suite with a soaking tub, an ensuite guest bedroom, a separate family/office/entertainment room, dedicated...

August - LD Rental: $70,000

Aubri Peele
(631) 252-5434

Christopher J. Burnside
(516) 521-6007

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