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468 Water Mill Towd Road
$25,000

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: $25,000
August - LD Rental: $29,000
Year Round: $100,000

Cristina Matos
(631) 204-2408

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.

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

49 Floyd Street
$55,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 736876

Rental Registration #: 24-843 Located on a quiet street under a mile from the village of East Hampton, this newly renovated 4 bedroom, 3 bath farmhouse with open kitchen and living area is ready for the summer. Upstairs there are three attractive bedrooms including the perfect kids room, and 2 full baths and laundry room. Downstairs bedroom is located next to a full bathroom. Outdoor bluestone patio for dining, large gunite heated pool and oversized enclosed outdoor shower. This property has an expansive scenic back yard and overlooks a 16 acre reserve. Close to Nick and Toni's and North Main Street shopping. Listing ID:736876

July Rental: $55,000
August - LD Rental: $65,000

Kathleen Mulcahy
(631) 725-5582

Roxanne A. Briggs
(631) 903-6121

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...

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 awaits. A refresh of new furniture, rugs, curtains, and paint was just completed. 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

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

Lauren A. Battista
(631) 288-5534

5 Clyden Road
$32,000

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: $32,000

Leslie Hillel
(631) 771-5311

David Tenenbaum
(631) 771-5322

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 Marlin Drive
$45,000

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...

January Rental: $6,000
February Rental: $6,000
March Rental: $6,000
April Rental: $10,000
May Rental: $15,000
July Rental: $45,000
July / Aug Rental: $90,000
August - LD Rental: $50,000
September Rental: $12,000
October Rental: $10,000
November Rental: $10,000
December Rental: $8,000

John Scott JT Thomas
(631) 771-5327

Robert Stearns
(631) 771-5317

5 Scrimshaw Drive
$45,000

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...

August - LD Rental: $45,000

Cynthia R. Barrett
(631) 537-4322

5 Spinnaker Way
$45,000

Southampton, NY
Rental
Bedrooms: 6
Bathrooms: 6.5
Web ID: 736830

Located on an oversized 2.42+/- acre parcel on a cul-de-sac in the North Sea area of Southampton, this stunning traditional with a lake view and bright, modern interiors is the perfect Hamptons vacation home. It offers proximity to North Sea Beach, Southampton Village, and renowned Atlantic Ocean Beaches. The residence features 6 en suite bedrooms, 6.5 full baths and a chef's kitchen which opens to an exceptional family room with a wood burning fireplace below a 75' wall mounted TV monitor. Proper living and dining rooms are provided for more formal entertaining. The residence has sound throughout and has numerous smart TV's as well as multiple Sub Zero / Wolf appliances integrated within custom kitchen cabinetry. A pristinely finished lower level features a media room with Sonos surround sound, a foosball table and workout equipment as well as a complete, separate bedroom/ensuite bath with private...

July Rental: $45,000
July / Aug Rental: $90,000
August - LD Rental: $80,000

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
Two Week Rental: $14,000

Robert M. Lohman
(631) 204-2404

51 Egypt Close
$45,000

Village of East Hampton, NY
Rental
Bedrooms: 5
Bathrooms: 4
Web ID: 899212

Rare find. Located on coveted quiet lane SOH. Moments to all village amenities, ocean beaches and Maidstone Golf Club. Complete remodel in 2023, interior and exterior, tastefully decorated w/all new furnishings and accessories. Formal living/dining room, eat-in kitchen, gym/yoga room, bar room, Primary, Jr Primary and Guest bedrooms all en-suite on main level, 2 additional bedrooms, fully bath and office located on upper level. Beautifully landscaped with tall mature perimeter privet ensures privacy for expansive front and back lawns. Stone patio with built-in grill, fireplace, 20' x 40' heated gunite pool, spa and enclosed outdoor shower.Listing ID:899212

October Rental: $45,000
November Rental: $45,000
December Rental: $45,000

Dennis Gallagher
(631) 771-5309

51 White Oak Lane
$35,000

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

RP# 230300. 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 baths, and a...

August - LD Rental: $35,000

Cristina Matos
(631) 204-2408

52 Manor Lane South
$40,000

Springs, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 758200

Rental Registration # 24-17 Expires January 8th, 2026 Charming picturesque country cottage surrounded by mature lush landscaping with specimen plantings and perennials on 1/2 acre. Tastefully decorated throughout. Main level offers living room with fireplace, formal dining room and gourmet kitchen that overlook beautiful backyard gardens and brick patio perfect for alfresco dining and entertaining and a generous Primary Suite with full bath. Upper Level provides privacy for 2 additional bedrooms with shared full bath. Lower Level offers family room, an authentic 'Tavern' bar and a fourth bedroom and full bath. This home is a tranquil experience perfectly situated between the bay and ocean beaches with a Marina, Maidstone Park, Springs dining and markets nearby. Listing ID: 758200

Custom Rental: $55,000
June Rental: $25,000
July Rental: $40,000
Two Week Rental: $19,000

Dennis Gallagher
(631) 771-5309

53 Sandpiper Lane
$100,000

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

Rental Registration #24-873. 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

Custom Rental: $100,000

Jeannette Schwagerl
(631) 267-7113

54 Old Sag Harbor Road
$85,000

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...

July Rental: $85,000
July / Aug Rental: $170,000
August - LD Rental: $85,000

Christopher J. Burnside
(516) 521-6007

Aubri Peele
(631) 252-5434

541 Wainscott Northwest Road
$55,000

Wainscott, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 912584

Rental Reg # 22-1177 Your Summer oasis awaits. Situated minutes away from both Sag harbor and East Hampton Villages and it's beaches, this renovated 4 bedroom and 4 bathroom with Pool and basketball is ready to embrace all the fun that summer has to offer. The gourmet kitchen features Silverstone countertops, a new Viking stove and Bosch dishwasher, and overlooks the dining area large enough to seat family and guests as they enjoy one of the two gas fireplaces. There are two en-suite bedrooms with renovated bathrooms as well as two other bedrooms and a shared bathroom on the main floor. There is also a large living/family room with its own gas fireplace and patio doors that flow seamlessly to the outdoor space. It's all about the outdoor living as this home boasts an expansive resort style covered blue stone patio which features a commercial grade outdoor...

August - LD Rental: $55,000

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

June Rental: $55,000
July Rental: $60,000

Robert Nass
(631) 702-7506

Maritza Jimenez
(631) 204-2411

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
July Rental: $100,000
September Rental: $45,000
October Rental: $20,000
November Rental: $20,000
December Rental: $25,000

David Tenenbaum
(631) 771-5322

57 Sammy S Beach Road
$100,000

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...

August Rental: $100,000
Two Week Rental: $62,500

Philip Judson
(631) 771-5328

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