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5 Spinnaker Way
$75,000

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: $75,000
July / Aug Rental: $150,000
August Rental: $80,000

Christopher J Burnside
(516) 521-6007

460 Butter Lane
$75,000

Bridgehampton, NY
Rental
Bedrooms: 5
Bathrooms: 4
Web ID: 905785

Rental Registration#:RP230406 Spend your summer holiday here in Bridgehampton relaxing in the heart of horse and wine country yet so close to Bridgehampton's Main Street , shops, restaurants, train, Jitney and pristine ocean beaches. This classic Hamptons style 5 bedroom 4.5 bath home combines the extensive outdoor living, a 20 x 40 ft heated pool multiple seating areas both covered, outdoor shower and BBQ with the indoor comforts for entertaining or relaxing. The lawn provides for a bucolic calm and ample space for a game of catch, soccer, volleyball, or basketball by the driveway. The double height ceiling entrance way continues into a striking double height ceiling in the dining room lined with french doors leading out to the back patios and pool. The first floor also includes a chef's kitchen, one bedroom, full bath, laundry room, great room and grand multi use living room also...

August - LD Rental: $75,000
Two Week Rental: $45,000

Cynthia R Barrett
(631) 537-4322

461 County Road 39 P/O
$12,000

Southampton, NY
Rental
Web ID: 916996

This is a fantastic and rare opportunity to lease a gated prime commercial lot on super accessible County Road 39 in Southampton, with additional access from Sebonic Road. The property boasts over 58,000 sq ft of open space, perfect for storing trucks, equipment, tools, supplies, or materials. Included is an 880 sq ft garage with electricity. This is a triple net lease and is available for one year, with an option to extend. Don't miss out on this incredibly unusual property.

Elizabeth A Phenis
(631) 537-4357

62 Old Montauk Highway
$25,000

Amagansett, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 736918

Hamptons Summer Rental Reg. # 24-1058 Charming renovated Hamptons Beach House in prime Amagansett South location! Have it all this summer with the village amenities and wide sandy beach just seconds away. This private hidden gem offers 3 bedrooms, 2 baths, a huge sun porch with pullout for guest overflow, open living room with vaulted ceilings, bright open marble & stainless steel kitchen, a separate formal dining room and lovely landscaping. Central air and an automatic generator too. No need for a car since the side walks lead you to the shops, transportation, restaurants and to the ocean. Beautifully decorated and very private. The most convenient location at a fantastic price.Listing ID: 736918

MD - LD Rental: $75,000
June Rental: $20,000
July Rental: $25,000
August - LD Rental: $35,000

James J MacMillan
(631) 267-7171

49 Arbutus Road
$50,000

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

Rental Reg. # RP201765: Designer modern home set on a private acre in Southampton. This architectural gem features three floors of living space, each floor with additional outdoor terrace/deck areas allowing for seamless enjoyment to the open air. The top floor offers 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 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 primary suite as well as three additional guest rooms and full bathroom. A large changing/wet area opens directly to the lushly manicured backyard, complete with heated pool and sun-soaked lounging areas. Listing ID 755073.

January Rental: $10,000
February Rental: $10,000
March Rental: $10,000
April Rental: $10,000
May Rental: $15,000
MD - LD Rental: $115,000
June Rental: $20,000
July Rental: $50,000
August - LD Rental: $50,000
September Rental: $20,000
November Rental: $15,000
December Rental: $15,000

John Scott JT Thomas
(631) 771-5327

Robert Stearns
(631) 771-5317

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...

January Rental: $6,000
February Rental: $6,000
March Rental: $6,000
April Rental: $10,000
May Rental: $15,000
MD - LD Rental: $140,000
June Rental: $25,000
July Rental: $60,000
July / Aug Rental: $100,000
August - LD Rental: $60,000
November Rental: $7,000
December Rental: $7,000

John Scott JT Thomas
(631) 771-5327

Robert Stearns
(631) 771-5317

45 Hampton Lane
$35,000

Amagansett, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 882901

Rental Registration #23-1191. Charming in the dunes, less than a block from the beach. Nice bright and private. New hot tub on rear deck too!

MD - LD Rental: $95,000
June Rental: $20,000
July Rental: $35,000
July / Aug Rental: $75,000
August - LD Rental: $42,000
Winter Rental: $42,000

Elizabeth Wohl
(631) 903-6193

James J MacMillan
(631) 267-7171

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

51 Egypt Close
$300,000

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

MD - LD Rental: $300,000
Year Round: $450,000

Dennis Gallagher
(631) 771-5309

561 Wainscott Northwest Road
$115,000

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

Rental Reg. # 24-1034. 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: $295,000
June Rental: $50,000
July Rental: $115,000
July / Aug Rental: $250,000
August - LD Rental: $135,000
November Rental: $20,000
December Rental: $25,000

David Tenenbaum
(631) 771-5322

541 Wainscott Northwest Road
$60,000

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

Rental Reg # 24-1045 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...

MD - LD Rental: $150,000
June Rental: $35,000
July Rental: $60,000
July / Aug Rental: $120,000

David Tenenbaum
(631) 771-5322

44 Montauk Avenue
$35,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 2
Web ID: 914921

Nestled along the border of a wildlife sanctuary to its south, this stylish contemporary home features the perfect layout for lounging, entertaining or simply enjoying the rare sense of calm its environment bestows. The home feature an ensuite primary, 3 guest bedrooms, 2 baths and an open style living and dining area. A partially open kitchen is surrounded by windows, a glass slider and a skylight above. Outside, a mahogany deck surrounds multiple seating and dining areas and an 18' x 32' ft heated pool. A wonderful lawn with a fire pit to the side blends gracefully with the endless views beyond. Close to East Hampton village and a variety of the most beautiful beaches in the world, this exclusive rental property elevates the extraordinary experience of life in the Hamptons to something truly sensational.

August - LD Rental: $35,000
September Rental: $18,000
Two Week Rental: $9,000

Robert Stearns
(631) 771-5317

John Scott JT Thomas
(631) 771-5327

64 Moses Lane
$170,000

Village of Southampton, NY
Rental
Bedrooms: 7
Bathrooms: 7.5
Web ID: 874353

The perfect rental home in the Hamptons! Located just north of Hill Street and in close proximity to the estate section of the Village of Southampton is this modern traditional with gunite pool, spa, and pool house built in 2016 by Farrell. It is well sited on a prime rectangular and level .81 acre +/- parcel. The house comprises 7 bedrooms, 7 full and 2 half baths. The generous entry foyer leads to double barn doors opening into a grand open floor plan which includes a spacious living room and family room with fireplace; extra height windows and oversized sliding doors allowing pure natural light via southeastern exposures. The main level includes a large master bedroom w/ ensuite bath. Featured in the gourmet chef's kitchen is a Wolf 8-burner range and Subzero refrigerator, 2 wall ovens, 2 dishwashers, wine fridge and a breakfast area with view to the backyard. The...

Custom Rental: $245,000
Winter Rental: $170,000

Kimberly Kakerbeck
(631) 537-4351

Juliana Frei
(212) 396-5886

468 Water Mill Towd Road
$34,000

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: $85,000
June Rental: $19,000
July Rental: $34,000
August - LD Rental: $38,000
Year Round: $85,000

Cristina Matos
(631) 204-2408

5 Mill Race
$25,000

Hampton Bays, NY
Rental
Bedrooms: 4
Bathrooms: 2.5
Web ID: 755870

Lovely rental in Harbor Colony that offers a private bay beach. This spacious 4 bedroom, 2.5 bath home has a large living area, open eat-in kitchen, den, dining room, and a 2 car attached garage. The large yard has a patio surrounding a heated pool and deck with a natural gas grill. The home has been newly-painted and furnished. Minutes to Ocean beaches, waterfront restaurants and town. Listing ID: 755870

MD - LD Rental: $70,000
June Rental: $20,000
July Rental: $25,000
August Rental: $30,000
August - LD Rental: $32,500

Maritza Jimenez
(631) 204-2411

43 Scrimshaw Drive
$65,000

Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 4.5
Web ID: 878680

RR# RP201758. Minutes to the beach is this fantastic Contemporary with some water views and fall in love! Located in a desirable waterfront bay beach community and completely renovated with great taste, a modern feel and all new furniture decorated from a well-known interior designer. Sited on .80 acre, this bright home filled with light offers 4 bedrooms and 4.5 baths, an open floor plan, living room with cathedral ceilings and wood burning fireplace. Primary suite on the first floor with a beautiful marble bathroom. Spacious kitchen with stainless steel appliances and stone countertops, 2 dishwashers and a wine cooler. Powder room and a mud room leading to the 2 car garage completes the first floor. The second floor offers a den with an open view to the living room, 2 additional guest bedrooms and 2 marble baths. Finished lower level with living area with TV and games, as...

July Rental: $65,000

Cristina Matos
(631) 204-2408

51 White Oak Lane
$36,000

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...

MD - LD Rental: $85,000
July Rental: $36,000
July / Aug Rental: $65,000
August - LD Rental: $37,000

Cristina Matos
(631) 204-2408

55 Old Town Crossing
$110,000

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 - LD Rental: $110,000

John P Vitello
(631) 204-2407

43 Robin Drive
$35,000

Bridgehampton, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 907753

RR#: RP241245. Nestled on a quiet cul-de-sac in Bridgehampton, this park-like, Gambrel styled property features 2,200+/- sf of living space, 3 bedrooms, 2 baths, double-height ceilings, and an abundance of natural light, and privacy. The first floor features an open-concept floor plan, a great room with bold splashes of color with a wood-burning fireplace and skylights, an updated kitchen with stainless steel appliances, a formal dining area, and sliding glass doors leading to the 20'x40' pool, and an expansive outdoor lounge. Two bedrooms and a shared bath complete the first floor. The upper level features a spacious primary suite with a balcony overlooking the park-like grounds, a walk-in closet, and a spa-like bath. Additional amenities include a well-seized front porch, outdoor shower, central air, and hardwood floors throughout. Just 1.5+/- miles to Bridgehampton Village and 4+/- miles to ocean beaches, this property provides a tranquil backdrop for a quintessential...

July Rental: $35,000
July / Aug Rental: $75,000
August - LD Rental: $40,000

John P Vitello
(631) 204-2407

5 Anthony Lane
$6,000

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 recently 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, separate office 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

January Rental: $6,000
February Rental: $6,000
March Rental: $6,000
April Rental: $10,000
November Rental: $10,000
December Rental: $6,000

Lauren A Battista
(631) 288-5534

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