640 Hamptons Rentals

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64 South Hill Street
$40,000

Village of Southampton, NY
Rental
Bedrooms: 3
Bathrooms: 2.5
Web ID: 738990

This charming home on a quiet street in the Estate Section is the perfect place to relax and enjoy the summer. Beautiful lawn, heated gunite pool, living room with fireplace,eat in kitchen, dining room, Master bedroom deck overlooking the pool and lawn. Listing ID: 738990

July Rental: $40,000
July / Aug Rental: $80,000
August - LD Rental: $45,000

Elyn W Kronemeyer
(631) 204-2432

59 South Breeze Drive
$40,000

Wainscott, NY
Rental
Bedrooms: 3
Bathrooms: 3.5
Web ID: 914344

RR# 24-1138 Bordering a nature reserve and set back off the main road, 59 SOUTH BREEZE DRIVE is an idyllic and rare Hamptons find (home). Sitting on 1.2 acres, the house's open-style interior layout, very high ceilings with skylights throughout, a sizeable outdoor pool area with countless seating options, a BBQ grill, and a dining table, are perfect for entertaining large groups of people or simply enjoying the serene outdoor green space for yourself. Available from August 1st through Labor Day, this 3-bedroom home checks off all of the boxes if you want to escape the stifling inner city heat and reconnect with nature. Located 10 minutes from the towns of East Hampton, Wainscott, and Sag Harbor, this house will not last long. Listing ID: 914344

July Rental: $40,000

David Tenenbaum
(631) 771-5322

43 Robin Drive
$40,000

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...

August - LD Rental: $40,000

John P Vitello
(631) 204-2407

37 Scallop Avenue
$40,000

East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 2.5
Web ID: 909609

RR # 24-335Renovated from top to bottom, this 3 bedroom/ 2.5 bath contemporary has been meticulously updated. Soaring, bright living room has 15' vaulted ceilings, shiplap paneling, quartz clad fireplace and sliders to the front and back decks. Separate dining room and floor to ceiling glass sunroom offering true indoor/ outdoor living. Newly renovated kitchen with SubZero and Wolff stainless appliances. Primary en suite occupies the rear of the home with sliders to a private deck overlooking the pool and professionally landscaped grounds. Two additional bedrooms with skyights and another full bath complete the first level. The lower level is comfortably finished with a large media room, bar area with wine fridge, beverage center and ice maker, fully equipped gym, powder room and laundry. Ouside, the beautifully landscaped grounds abound with mature plantings, masses of hydrangeas, azaleas and multiple specemin trees allowing for maximum privacy. ...

July Rental: $40,000
August - LD Rental: $50,000

Philip Judson
(631) 771-5328

34 Clearview Drive
$40,000

Sag Harbor, NY
Rental
Bedrooms: 5
Bathrooms: 4
Web ID: 755119

Rental Reg. # RP170415 Spend your summer in this beautiful and completely renovated home with bay views. Step into the first floor of the house which features a large living room with wood burning fireplace, large dining room, and sunny gourmet eat-in kitchen with breakfast bar. Custom kitchen cabinets, Carrara marble countertops, and high-end stainless steel appliances. There is a bedroom on the main floor with sliding glass doors which opens to the deck overlooking the backyard with a gunite heated pool. The upper level has a large master bedroom suite with vaulted ceilings and 4 piece bathroom with jetted bathtub. 2 additional bedrooms at the upper level. The lower level of the house is finished and includes an additional bedroom which is ideal for a housekeeper or nanny. There are a total of 5 bedrooms in this house. The lower level has additional recreational space and laundry. All this...

MD - LD Rental: $110,000
June Rental: $25,000
July Rental: $40,000
August Rental: $45,000

Astrid Pillay
(631) 771-5312

31 Diane Drive
$40,000

East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 2.5
Web ID: 743733

Rental Registration # 22-604. Spacious, Modern living. Full renovation completed in 2020. Located 1.5 miles from East Hampton Village and ocean beaches. In sought after East Hampton Oaks community. Private, crisp, and immaculate one floor home offers living room with wood burning fireplace, family and dining rooms, luxury galley kitchen, primary plus 2 additional guest bedrooms, 2.5 baths and laundry. Contemporary kitchen design is fully equipped with Sub-Zero, Bosche and Wolfe appliances and opens, partially, to all main living areas. Primary is ensuite with king bed, walk in closet and opens to teak deck, pool and outdoor shower. Guest bedrooms 1 & 2 offer Queen and Twin beds with shared full bath. Outdoor living space includes teak deck, professional grill, dining for 8, wood burning fireplace with seating, both overlooking the 18' x 36' gunite pool with auto closing cover and a private outdoor shower. Front facing porch is off...

June Rental: $20,000
July Rental: $40,000
July / Aug Rental: $80,000
August Rental: $40,000
September Rental: $25,000

Dennis Gallagher
(631) 771-5309

20 Cutter Court
$40,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 755219

Rental Registration #: 24-1004 Located near East Hampton Village and close to renowned Atlantic Ocean beaches, this bright and airy post modern home offers an open floor plan with three bedrooms and three full baths. The living/dining great room with a vaulted ceiling and a charming fireplace overlooks a sparkling pool and spacious backyard, creating a warm and inviting ambiance. Glass sliders and sets of windows rising to the ceiling flood the great room with natural light. The primary ensuite, with a direct pool view and access, and guest bedrooms are set on opposite sides of the central living/dining rooms, ensuring comfort and privacy. The primary bathroom has a jacuzzi tub, stall shower and enclosed toilet. In addition there is a comfy den off the living room with TV, sleeper sofa and a pocket door for extra guests. The house also offers an array of luxurious amenities, including a heated...

Custom Rental: $22,000
June Rental: $25,000
July Rental: $40,000
Two Week Rental: $25,000

James Blueweiss
(631) 903-6133

1476 Scuttle Hole Road
$40,000

Bridgehampton, NY
Rental
Bedrooms: 5
Bathrooms: 3
Web ID: 911695

Rental Reg. #RP 240585 New owners on this turn of century farmhouse in Bridgehampton North. Surrounded by pastures and tree nurseries, this shy acre property is ready to be enjoyed for summer 2025! Enter the fully fenced yard and pass koi ponds and flower beds to the screened in back porch and covered front porch. This home, totally renovated by current owner in 2024, offers 5 BEDROOMS and 3 FULL BATHS - plus HEATED POOL, TONS OF PARKING & HUGE PRIVATE YARD! The first floor offers a bright & airy Living room, spacious Dining room, a huge kitchen with solid surface counters and stainless appliances, access to a screened in back porch, an entry foyer, a King size first floor bedroom with private entrance, a full bath, laundry room and home office. The second floor houses the Master Bedroom with King sized bed, an en suite...

July Rental: $40,000
July / Aug Rental: $79,000
August - LD Rental: $40,000
September Rental: $19,000
October Rental: $12,000
Winter Rental: $8,500

Todd J Buchanan,
(631) 771-5326

14 Indian Pipe Drive
$40,000

Quogue, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 737170

Down a private lane awaits this hidden gem. Open and filled with light the first floor hosts a great room with fireplace and built-in bookcases, a large renovated kitchen, a junior primary en suite bedroom, two guest bedrooms, hall bath and a powder room. The spacious primary suite with spa bath is set on the second floor for added privacy. An expansive deck is perfect for outdoor entertaining. A heated gunite pool, outdoor shower and a recently added outdoor pergola with a living room area create the perfect summer getaway. Access to the residents-only Quogue Village Beach. Listing ID: 737170

August - LD Rental: $40,000

Lauren A Battista
(631) 288-5534

138 Malloy Drive
$40,000

East Quogue, NY
Rental
Bedrooms: 5
Bathrooms: 4
Web ID: 905334

RR#: RP220216 Your quintessential Hamptons summer home awaits! The interior of the home is warm, spacious, and comfortable with nice central A/C to keep you cool on a summer's day. There is a fully finished basement to accommodate family and guests with their own private bath. The heated gunite pool with large deck is perfect for a bbq, sun-bathing, and lounging by the water. The backyard is very peaceful and quiet for solitude. You are a quick 10 minute drive from the majestic Hamptons beaches. Schedule a visit before it's too late! Listing ID: 905334

July Rental: $40,000
July / Aug Rental: $80,000
August - LD Rental: $45,000

Michael C Dougherty
(631) 702-7526

Village Of Westhampton Beach
$39,000

Village of Westhampton Beach, NY
Rental
Bedrooms: 2
Bathrooms: 2
Web ID: 735995

Boasting completely unobstructed ocean and bay views, this stylish two-bedroom, two-bath condo is located on the middle level at the Yardarm overlooking the beautiful Atlantic. Amenities include life-guarded ocean and bay pools, three tennis courts and private access to the ocean and bay beaches. There is also an onsite laundry room, bicycle storage, elevators for convenience, and full-time maintenance and management on the premises. Conveniently located near the newly revitalized Village of Westhampton Beach and all the Village has to offer. Listing ID #735995

August - LD Rental: $39,000

Albert Weinschenk
(631) 288-5039

Mark Arnstein
(631) 288-5112

200 Lumber Lane
$39,000

Bridgehampton, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 755964

RR#: RP200608 - Beautifully renovated, this 19th century Cottage on Lumber Lane is a short distance to Main Street, LIRR & Jitney and offers 4 bedrooms, 3 baths in main and guest cottage, huge open kitchen with stainless appliances (incl wine fridge) & marble counters, open Living/Dining room with walls of French doors, separate breakfast room, high ceilings, ebony stained hardwood floors, 3 full baths (2 with walk-in showers with access to outdoor showers) and tons of windows which flood the house with sunlight all day. Two guest BR's and full bath (with claw foot tub) on first floor. The entire second floor is comprised of a huge Master Suite with a wall of closets, French doors, four exposures, high ceilings, marble en suite master bath with enormous walk-in shower (as well as private, rooftop outdoor shower) and double vanity. The separate 3 room pool house (renovated 2020) has ample...

April Rental: $7,500
May Rental: $10,000
June Rental: $15,000
July Rental: $39,000
September Rental: $19,000
October Rental: $10,000
Winter Rental: $6,000

Todd J Buchanan,
(631) 771-5326

North Sea
$38,000

North Sea, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 905666

RP230799 Spend your summer entertaining or enjoying the tranquility of this over one acre, nicely landscaped three beds, two baths home with separate pool house/artist studio/office (with an additional full bathroom, kitchenette, and high ceilings), and heated pool on sought-after Water Mill Towd Rd. The beautiful and spacious fenced-in backyard/pool area has a patio with dining table, plenty of outdoor lounging, grill, and a deck. Relax and entertain in the bright & spacious great room with gorgeous high ceilings or host dinner parties in the elegant dining room with seating for ten. The spacious primary bedroom with king bed and en-suite bathroom also has a convenient washer dryer and separate outside entrance. The guest rooms offer a queen bed and two twin beds and the bright kitchen with skylight leads out to the backyard deck. Minutes to village shops and restaurants, bay and ocean beaches, Southampton...

MD - LD Rental: $78,000
June Rental: $20,000
July Rental: $38,000
July / Aug Rental: $68,000
August - LD Rental: $40,000
September Rental: $25,000

Amelia M Doggwiler
(631) 204-2426

Village Of Southampton
$38,000

Village of Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 738264

Beautiful barn-style residence, situated on a gated, landscaped property with beautiful trees, plantings, patio, and a heated Gunite pool. The spacious house features a living room with a 20 ft cathedral ceiling, dining, gourmet kitchen, four bedrooms, three baths, and central AC and a separate laundry room. Short distance to both Little Plains Beach and Main street. Listing ID: 738264

March Rental: $12,000
April Rental: $15,000
May Rental: $19,000
MD - LD Rental: $89,000
June Rental: $23,000
June/July Rental: $49,000
July Rental: $38,000
July / Aug Rental: $75,000
August Rental: $39,000
September Rental: $25,000

Gertrud Hoertnagl-Pereira
(631) 204-2425

Maritza Jimenez
(631) 204-2411

Sagaponack
$38,000

Sagaponack, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 735541

RR#: RA201011 Enjoy a summer of fun in this immaculate 4 bedroom 3 bath home located in the beautiful country of Sagaponack North. Surrounded by summer greenery and gardens, enjoy the lovely gardens and pool of this home designed for summer entertainment. Upstairs are two guest rooms with a shared bath. Downstairs are the Master Suite and a private Guest Suite. Just renovated and updated. Lovely.

MD - LD Rental: $104,000
June Rental: $20,000
July Rental: $38,000
August - LD Rental: $45,000
Two Week Rental: $22,000

Jeannette Schwagerl
(631) 267-7113

East Hampton
$38,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 735553

Rental Registration #: 22-394 Charming two-story country cottage c.1932, situated on a nicely landscaped .50-acre. Handsomely furnished, features include a living room with fireplace; den, dining room, eat-in kitchen, four bedrooms (primary suite with large, comfortable sitting area) and three baths. Additional amenities include central air-conditioning, cable television, tennis, private patio and heated Gunite pool (safety fence available). Located close to the ocean beach and East Hampton Village.

July Rental: $38,000

Peter M Turino
(631) 903-6115

Jennifer Linick
(631) 771-5310

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