424 Hamptons Rentals

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5 Orchard Lane
$96,000

Springs, NY
Rental
Bedrooms: 3
Bathrooms: 2.5
Web ID: 917628

This three bedroom 2 full and 2 half bath rental sits in clear water beach. The houes features a pool, hot tub, expansive deck, garage, finished basement, and spacious living.

Year Round: $96,000

Jared Schiavoni
(631) 537-4337

Mitchel L Natter
(631) 903-6154

Tuckahoe
$95,000

Tuckahoe, NY
Rental
Bedrooms: 6
Bathrooms: 5
Web ID: 880665

Enjoy the off season or plan ahead for summer 2025 with this recently built home. Featuring 6 bedrooms, including primary suite with private balcony, large walk-in waterfall shower and stand-alone soaking bathtub, 5 baths (one full in pool house), 18 x 32 gunite pool with stone surround, large, covered porch and a fantastic pool house. Additional amenities include beautiful landscaping and outdoor entertaining areas, central air, indoor/ outdoor fireplaces and garage. Tesla charging station. Extremely close access to both Southampton Village and Coopers Beach makes this an easy choice for an exceptional Hampton stay. Listing ID: 880665

May Rental: $45,000
June Rental: $70,000
July Rental: $95,000
August - LD Rental: $95,000

Kimberly Kakerbeck
(631) 537-4351

Water Mill
$95,000

Water Mill, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 908153

RR# RP220561. Top location, secluded and peaceful on 4.5 acres, this immaculate 3,300 sq/ft traditional home features 4 bedrooms and 4 bathrooms and is surrounded by nature and all the bells and whistles! With an open floor plan, the great room offers vaulted ceilings and a wood fireplace while boasting an abundance of natural light throughout with multiple sliders leading to an expansive mahogany deck, patio and the wonderful outdoors. Great new gourmet kitchen has top-of-the-line appliances and an oversized island adjacent to the spacious dining area. Two spacious primary bedrooms with brand new renovated bathrooms complete this floor. The second floor has 2 additional guest bedrooms and a full bath. The additional 2,000 sq/ft finished lower level provides a great recreation area. The beautiful backyard is perfect for fun and entertaining with a 20x40 salt-water heated gunite pool surrounded by an expansive rolling lawn. In addition, there is a...

August - LD Rental: $95,000

Cristina Matos
(631) 204-2408

Michael Petersohn
(631) 771-5336

Wainscott
$95,000

Wainscott, NY
Rental
Bedrooms: 6
Bathrooms: 6
Web ID: 898675

Rental Registry #22-1446. This elegant new construction home is just moments from desirable Beach Lane in Wainscott. This traditional-style home is 5,200+/- sq. ft on three levels with 6 bedrooms, 6 full baths, and is situated on .59 acre in a quiet Wainscott street. Complete with chic furnishings throughout three finished levels, with great backyard for entertaining around the heated gunite pool and sun deck. Inside, through the double-height entry foyer, light shines from the walls of rear-facing sliding glass doors throughout the open-concept main level. Pristine gathering and living spaces are anchored by a freestanding fireplace and complimented by stunning shiplap accents, elegant hardwood white oak floors, and recessed lighting. The impressive eat-in kitchen features premium appliances, quartzite countertops, and a convenient adjacent dining space. On the main level, the spacious and bright Primary bedroom has arched ceilings and boasts a luxe bath with a deep soaking tub, a...

January Rental: $20,000
February Rental: $20,000
March Rental: $20,000
April Rental: $25,000
May Rental: $40,000
July Rental: $95,000
August Rental: $95,000
September Rental: $45,000
October Rental: $30,000

Jeffrey C Carter
(631) 771-5323

Timothy R O'Connor
(631) 771-5321

East Hampton
$90,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 905709

Situated on a sprawling 2.39+/- private acres in East Hampton, this stunning gated property features 4 bedrooms and 3.5 baths with a 20 X 40 heated pool, pool house, basketball and your own private tennis court. A two-story living room with a fireplace, glass sliders, and oversized windows impresses upon entering. The open-concept floor plan flows seamlessly from living room to dining area and into the modern kitchen with professional chefs kitchen with stainless steel appliances. There are two luxurious primary suites one on each floor plus two additional guest bedrooms each with two queen size beds providing ample space, comfort and luxury for family and friends. The first-floor primary suite has a gorgeous marble bath with a spa tub, stream room and glass shower and opens to the pool deck. The second-floor primary bedroom with en-suite bathroom also in marble, features a soaking tub, glass shower, and...

June Rental: $50,000
June/July Rental: $125,000
July Rental: $90,000
July / Aug Rental: $180,000
August - LD Rental: $95,000
September Rental: $50,000
October Rental: $35,000
November Rental: $30,000
December Rental: $30,000
Year Round: $225,000

James Blueweiss
(631) 903-6133

East Hampton
$90,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 2.5
Web ID: 759065

Rental Reg. # 22-1174. Spend a perfect summer or year in this clean and pristine 2000 square foot four bedroom, two and one-half bathroom, updated open-plan contemporary with central air conditioning, hot tub and heated pool. New deck and baths in 2021. New kitchen and landscaping in 2024. Located on a quiet block in the near northwest, this home is convenient to both Town and bay and ocean beaches. Update for 2024. Listing ID: 759065

November Rental: $4,000
December Rental: $6,000
Year Round: $90,000

Margaret Turner
(631) 771-5314

Village Of Southampton
$90,000

Village of Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 889908

New to the rental market, this completely renovated Village Traditional Beach Cottage is available for the summer season. A classic shingled-style home with a Dutch Gambrel gabled roofline, this property is a short distance to the Village center. A 4-bedroom, 3.5-bath home on three levels, this is the perfect spot for the summer. There is also a heated gunite pool sequestered behind high hedges providing privacy. Completing the property is a wonderful summer porch in the front of the house and a detached 2-car garage, with its cathedral ceiling, exposed beams and finished walls which can double as a charming cabana adjacent to the pool. Your opportunity to enjoy the Summer in Southampton Village. Listing ID:889908

Custom Rental: $15,000
February Rental: $6,500
March Rental: $6,500
April Rental: $10,000
August - LD Rental: $90,000

Timothy R O'Connor
(631) 771-5321

Village Of Sag Harbor
$90,000

Village of Sag Harbor, NY
Rental
Bedrooms: 5
Bathrooms: 6
Web ID: 911691

Welcome to this exquisite 5-bedroom, 6-bathroom home nestled in the sought-after Redwood waterfront neighborhood of Sag Harbor Village. The moment you arrive, the first thing that captures your attention is the white castle-like exterior of the residence. With meticulous attention to detail and high-end finishes, this home seamlessly blends traditional charm with modern elegance. Inside, the custom kitchen boasts top-of-the-line Sub Zero and Wolf appliances, complemented by a spacious island-a culinary enthusiast's dream. Floor-to-ceiling windows in the living room flood the space with natural light, offering serene views of the pool. Smart light switches and built-in speakers add sophistication to this brand-new home. For outdoor entertainment, the backyard oasis awaits. An outdoor kitchen with a teak dining set invites you to host gatherings around the heated gunite pool. The outdoor audio systems, along with carefully placed lighting, create a resort-like ambiance. Whether you prefer basking in the...

MD - LD Rental: $210,000
June Rental: $50,000
July Rental: $90,000
July / Aug Rental: $170,000
August Rental: $90,000

Sag Harbor
$90,000

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. 3 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...

Custom Rental: $90,000

Astrid Pillay
(631) 771-5312

7 Miller Lane
$90,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 898094

Rental Reg. # 23-147. Brilliantly conceived and built, this pristine four-bedroom home is perfectly sited amid an oasis of meticulous landscaping. Just outside the Village of East Hampton, the location is ideal - private enough for peaceful relaxation yet only moments to the shops, galleries and fine dining of the Village and minutes from the ocean beach. Designed for formal gatherings or casual Hamptons living, the elegant home provides spacious common room, high ceilings and extensive windows, creating a light-filled ambiance throughout. The formal living room with fireplace opens to a sun porch (with heat and a/c); the large, beautiful kitchen services a formal dining room and a casual dining area overlooking the landscaped grounds. A large primary suite is located on the first floor and includes a luxurious bath with radiant-heated marble floors. Upstairs, there is a secondary en suite and two guest bedrooms that share a full bath....

June Rental: $45,000
July Rental: $90,000
August - LD Rental: $90,000

Timothy R O'Connor
(631) 771-5321

Jeffrey C Carter
(631) 771-5323

271 Flying Point Road
$90,000

Village of Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 868902

Located South of the Highway in Southampton Village, 'THE WAVE' is a sprawling, updated and turnkey modern home that is the ideal retreat for year-round Hamptons living. With a southern exposure providing an abundance of natural light, the bright, open living spaces are ideal for entertaining. The 4 bedroom, 4 bath home benefits from oversized panels of glass that look out over the 1.30+/- acre park-like grounds, soaring ceiling heights, second floor balcony, radiant heated bluestone floors and a covered loggia. There is an impressive 2 story pool house, outdoor shower, 64' heated gunite pool, a 2 car garage and a Zen vibe that nothing can compare to. The grounds are manicured to perfection and feature a thoughtfully-designed landscape featuring mature trees and plants and room for tennis. All within very close proximity to the Hampton Jitney, the ocean and heart of the village. Listing ID:868902

August - LD Rental: $90,000

John P Vitello
(631) 204-2407

Amagansett
$88,000

Amagansett, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 756099

Rental Registration #: 23-0,021 - You can't find a more private and secluded retreat close to town. Proximity to the Amagansett farmer's market and the bay. Completely renovated throughout and beautifully maintained with large open living area, beautiful hardwood floors, custom marble bathroom, and windows surrounding the living/dining room that let the outside in and provide you with a beautiful view of the pool. There is a primary suite with a Bain Ultra jacuzzi, plus two additional bedrooms and a bathroom. Additional amenities include a fireplace, full basement, two car garage, heated outdoor shower, and an incredible 46-foot heated pool that is surrounded by two oversized wrap-around mahogany decks and lush landscaping. This home is simply beautiful! Listing ID: 756099.

Year Round: $88,000

Timothy C Burch
(631) 771-5315

JB Jose B DosSantos
(631) 903-6147

Village Of Southampton
$85,000

Village of Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 5
Web ID: 737894

Traditional home with modern elements. A state-of-the-art masterpiece. Located south of the highway on a sought after Village lane. Featuring a chef's kitchen with large center island, double height living room and a formal dining room overlooking the south facing garden. Situated on an immaculately landscaped .33-acre property with an entertaining patio and an 18' x 32' Gunite pool. Spectacular pool house with high ceilings, full bath, wet bar and a bonus room. Additionally, there is a one-car garage. Seconds to the ocean and Main Street. Listing ID:737894

MD - LD Rental: $169,000
June Rental: $28,000
June/July Rental: $100,000
July Rental: $85,000
July / Aug Rental: $149,000
August - LD Rental: $110,000
Two Week Rental: $10,000
Winter Rental: $16,000

John P Vitello
(631) 204-2407

North Haven
$85,000

North Haven, NY
Rental
Bedrooms: 6
Bathrooms: 6.5
Web ID: 736618

Total renovation just completed. 7415 sq. ft. of living space. 6 bedroom, 6 1/2 bath designer home located in exclusive North Haven Point on 2 beautiful landscaped acres with salt water pool. This elegantly appointed house features gourmet chiefs kitchen, expansive great room with fireplace, 2 master suites with one on the ground floor. Fully finished basement, featuring a media room and large recreation room. All just minutes from Sag Harbor Village and beaches. A must see. Listing ID: 736618

MD - LD Rental: $230,000
June Rental: $50,000
July Rental: $85,000
August - LD Rental: $95,000
Year Round: $300,000

Jane E Holden
(631) 725-5581

Bridgehampton
$85,000

Bridgehampton, NY
Rental
Bedrooms: 2
Bathrooms: 2
Web ID: 756424

Newly renovated In the heart of the Village of Bridgehampton, is this adorable two bedroom, 2 Bath chic cottage with gunite splash pool. Conveniently located, this almost half acre is the perfect retreat with the old fashioned country feeling! Pets allowed upon approval. Listing ID#:756424

Winter Rental: $2,800
Year Round: $85,000

Janice Hayden
(631) 702-7513

Elizabeth Wohl
(631) 903-6193

Wainscott
$85,000

Wainscott, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 736947

Rental Registration #: 23-1049 Located south of the highway in Wainscott, this spacious, designer's own modern sits on nearly an acre with lush landscaping, a large, heated pool, and extensive decking for amazing outdoor entertaining or simply soaking in the sun. The stylishly furnished 4000 SF interior features high ceilings and an abundance of natural light throughout. The living room with its stunning fireplace is open to the dining room and kitchen areas creating an open floor plan with multiple floor-to-ceiling sliding glass doors that seamlessly connect the indoor and outdoor spaces. This beautiful home offers 4 bedrooms and 4 full bathrooms, including a gorgeous first floor primary suite with high ceilings, its own fireplace, and glass sliders that lead to a private deck overlooking the pool. The first floor also features two guest bedrooms, two additional bathrooms, and an office. The second floor includes the den/media room and an...

Two Week Rental: $85,000

Jeanne Hutson
(631) 903-6144

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