647 Hamptons Rentals

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Bridle Path
$40,000

Southampton, NY
Rental
Bedrooms: 5
Bathrooms: 5
Web ID: 836027

Well appointed traditional 5 bedroom Hamptons home. Located in the private community of Bridle Path, just minutes from Village of Westhampton Beach shops, restaurants and Dune Road beaches. Beautifully furnished with a coastal aesthetic and attention to detail in every room. The main floor offers 2 bedrooms & 2 full bathrooms, including a spacious primary suite with private access to the pool deck. Eat-in chef's kitchen with Viking range, formal dining room and living room with gas fireplace for those chilly nights. Convenient, main floor laundry is adjacent to the 2 car garage for all your summer beach gear. The second floor boasts 3 spacious bedrooms and 3 full bathrooms. Situated on a half-acre with oversized, heated swimming pool & outdoor shower make this a truly welcoming place to spend your summer. Fee to access beaches responsibility of tenant. Available Summer 2025

Allison Galasso
(6312581192) ) ) ) ) ) ) ) ) )

East Hampton
$40,000

East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 3
Web ID: 737504

Rental Registration: 24-1416 - Discover your perfect East Hampton getaway in this charming home nestled on a private cul-de-sac. Set on 0.8 acres, this serene retreat is just a stone's throw away from Main Street and the LIRR train station, offering both privacy and convenience. The classic salt-box-style home features a bright, open great room with a traditional wood-burning fireplace-perfect for cozy evenings. Sliding glass doors lead to a spacious deck with outdoor seating and a gas grill, overlooking a beautifully manicured lawn, lush gardens, and a heated 40x20 saltwater pool. The home offers three inviting bedrooms: Two upstairs with queen beds and private en-suite bathrooms. A ground-floor one with a queen bed and a full bathroom conveniently located across the hallway. An additional den provides the perfect spot for afternoon relaxation or movie nights on the 55' TV. The home is situated with proximity to East Hampton Grill, Nick...

July Rental: $40,000
July / Aug Rental: $90,000
August - LD Rental: $55,000

JB Jose B DosSantos
(631) 903-6147

Amagansett
$40,000

Amagansett, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 742846

Beautifully renovated, this 3 bedrooms 2 baths cottage offers an amazing view on the ocean. Close to the beach and to Amagansett village you just found the right place to spend your summer

MD - LD Rental: $100,000
June Rental: $25,000
June/July Rental: $65,000
July Rental: $40,000
July / Aug Rental: $65,000
August - LD Rental: $45,000

Noel D Mason
(631) 903-6135

Apaucuck Point Road
$40,000

Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 822845

This Westhampton Post Modern Is A Must See! The Open Concept Great Room With Fireplace, Country Kitchen, And Dining Area Provides An Inviting Atmosphere Perfect For Relaxing Or Entertaining. A Spacious Home Offering 4 Bedrooms And Three And A Half Baths, As Well As An Office. This Agent Owned Property Boasts A Screened Porch And Patio, Expansive Decking And A 20 x 40 Heated Pool ( With Child Safety Fence If Requested ). All On 1.4 Acres Landscaped For Complete Privacy With Lots Of Lawn For Play. Conveniently Located Just A Short Distance From Village Shops, Restaurants And Beaches.

Deborah Fink
(5166172053) ) ) ) ) ) ) ) ) )

East Hampton
$40,000

East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 4
Web ID: 736934

In the heart of East Hampton's renowned Lily Pond Estate section, south of the highway and mere seconds to world-class ocean beaches, this truly spectacular 2-acre property evokes easy summer living and relaxed entertaining near the sea. There is a total of 3 bedrooms and 4 full baths on the park-like property, that includes a classic Carriage house, spacious pool house with rec room, changing room and 2 full baths, an inviting private pool, stone patio, and a secluded Har-Tru tennis court. The main house features an elegant drawing room, chef's kitchen and formal dining room with double French doors leading out to the expansive grounds. A perfect summer retreat.

March Rental: $5,000
April Rental: $5,000
May Rental: $15,000
MD - LD Rental: $95,000
June Rental: $20,000
July Rental: $40,000
August - LD Rental: $45,000

Christopher J Burnside
(516) 521-6007

Alvah S Lane
$40,000

Southold, NY
Rental
Bedrooms: 6
Bathrooms: 4
Web ID: 805043

Stunning vineyard views! Nestled in the heart of the North Fork's first vineyard is this sprawling, historic beauty. Steeped in history but with all the modern comforts and conveniences is the generous estate. Don't miss the one-of-a-kind North Fork sunrises from the primary suite or the picturesque sunsets from the gunite pool. Experience life on a working farm, while enjoying the seclusion and serenity of nearly 66 acres of a classic North Fork vineyard. Completely renovated, never lived in, and to be professionally furnished with designer grade places! July $40,000 - August-LD $40,000

Joseph Divello
(6316557999) ) ) ) ) ) ) ) ) )

East Hampton
$40,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 2.5
Web ID: 754271

On large 1.5 acre property in the most pastoral and unspoiled part of East Hampton. 2,500 square foot traditional home with living room, sunroom, kitchen, dining area and 4 bedrooms. Lovely heated pool surrounded by brick patio, great spot for outdoor entertaining, plus 2 car garage. Light, bright, and very charming. Designer decorated, beautifully landscaped for privacy. A very special property.

MD - LD Rental: $85,000
June Rental: $17,000
June/July Rental: $50,000
July Rental: $40,000
July / Aug Rental: $70,000
August Rental: $45,000
August - LD Rental: $50,000

John Scott JT Thomas
(631) 771-5327

Robert Stearns
(631) 771-5317

76 Cove Hollow Road
$40,000

East Hampton, NY
Rental
Bedrooms: 2
Bathrooms: 3
Web ID: 902031

RR#: 23694 Welcome to 76 Cove Hollow Road.This recently renovated charming cottage is just minutes from East Hampton Village makes for the perfect summer rental! Features include a large pool and outbuilding housing a fully equipped gym. The main house offers 2 bedrooms, 3 bathrooms, dining and living rooms, an open eat-in kitchen connects to an exterior bluestone patio making for easy indoor/outdoor entertaining. The large beautifully landscaped property includes a vintage barn (converted to gym) that overlooks the 77' heated gunite saltwater pool and outdoor shower. As an added bonus, there is a beautiful detached building with bonus room/full bath. Look no further for that August rental in the Hamptons! Listing ID:902031

July Rental: $40,000

Kimberly Kakerbeck
(631) 537-4351

Mary Sculley
(631) 537-4326

68 West Water Street Unit #29
$40,000

Village of Sag Harbor, NY
Rental
Bedrooms: 3
Bathrooms: 2.5
Web ID: 915565

This amazingly totally custom-made renovated waterfront townhouse has it all plus an ideal location in the center of Sag Harbor Village close to all the amenities and enjoyments this wonderful waterfront village has to offer. The townhouse is elegantly furnished with Serena and Lily, featuring open spaces and high ceilings with floor to ceiling French glass doors opening to your own water view deck equipped with beautiful outdoor furniture, dining table and BBQ. The brand-new Chefs eat-in kitchen with island has everything you need as Thermador appliances, double oven/microwave, air fryer, ice maker, wine cooler to name some... There are 3 bedrooms located on the second floor; the primary bedroom has a deck with lounge chairs overlooking the outdoors and water views, this room come up with a control panel for lighting and shades on both sides of bed with overhead reading lights; the primary bathroom...

July Rental: $40,000

Amelia M Doggwiler
(631) 204-2426

669 Hill Street
$40,000

Village of Southampton, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 883871

Nicely-decorated single story traditional, conveniently located near Village shops and restaurants. Three bedrooms, two fireplaces, Gracious landscaping maximizes privacy. Heated gunite pool and pretty blue stone patio. Enjoy the best of summer. Only one mile to Coopers Beach. Listing ID: 883871

MD - LD Rental: $75,000
June/July Rental: $45,000
July Rental: $40,000
July / Aug Rental: $70,000
August - LD Rental: $45,000
Year Round: $120,000

Marie McCullough
(631) 204-2420

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

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

38 Three Mile Harbor Drive
$40,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 906085

RR# 22-1583. Enjoy sensational views over Three Mile Harbor and beyond from this dramatic waterfront home set high atop a freshly landscaped shy acre in Settlers Landing. The residence is set back on the property to offer both privacy and an exceptional vantage point for its 180-degree vistas. Recently renovated and professionally designed, the 4,100 sq ft interior features an open concept living and dining room with a soaring double-height wall of windows that create a dramatic theatre for the surrounding natural beauty. Sliders lead to a 1000+ SF furnished deck that extends the dining, lounging and entertainment space waterfront environment outdoors. A Sonos indoor/outdoor music system is available for any vibe. Three spacious bedrooms and two full bathrooms complete the first level. An expansive ensuite primary bedroom on the second level features a sitting area with fireplace, a private balcony and floor to ceiling windows...

March Rental: $25,000
April Rental: $25,000
May Rental: $30,000
July Rental: $40,000
August - LD Rental: $80,000

Robert Stearns
(631) 771-5317

John Scott JT Thomas
(631) 771-5327

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: $45,000

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

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