398 Hamptons Rentals

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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

Bridgehampton
$85,000

Bridgehampton, NY
Rental
Bedrooms: 5
Bathrooms: 4
Web ID: 742578

Enjoy beautiful sunset views over farm fields from the back deck of this handsome contemporary. Stellar location just one-half mile +/- from the village of Bridgehampton. Offering five bedrooms, four baths, living room with fireplace and double-height ceilings, central air-conditioning. On over two acres featuring a heated pool and mature gardens. Listing ID: 742578

July Rental: $85,000
August - LD Rental: $90,000

Christopher J Burnside
(516) 521-6007

Wainscott
$85,000

Wainscott, NY
Rental
Bedrooms: 5
Bathrooms: 5.5
Web ID: 735469

Rental Registration # 23-1,305 - Incredible 2.2-acre property in Wainscott for rent. This newly renovated home with 5,000 +/- square feet of living space offers top quality finishes and features five bedrooms, five and one-half baths, gourmet kitchen with breakfast bar, all purpose room, formal dining room, and living room. The grounds are meticulously maintained and include a heated pool with retractable cover, a hot tub and spa, 1,800 +/- square feet of new decking and beautiful new landscaping, along with a three-car garage. This Wainscott home is an ideal summer rental.Listing ID: 735469

MD - LD Rental: $195,000
June/July Rental: $150,000
July Rental: $85,000
July / Aug Rental: $155,000
August Rental: $85,000
October Rental: $20,000

JB Jose B DosSantos
(631) 903-6147

Village Of Southampton
$85,000

Village of Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 737429

In the heart of Southampton Village, this lovely shingled traditional farmhouse exemplifies classic Hampton's style. Totally renovated and completed in July 2017 this house is the best for those who appreciate historic homes yet with all of the modern amenities. This is the first time this four bedroom four bath home will be offered for rent. Choose to relax on one of three porches in private quiet setting. On the Estate side of Southampton just off Hill Street makes for a short walk to town and quick bike ride to Coopers Beach. The first floor has an open concept design with incredible site lines. The home has its original oversized fireplace and 105-year-old restored hardwood floors that add a classic element and cozy character throughout. The open windowed kitchen, living and dining room all merge and act as one entertaining area. Nineteen...

January Rental: $6,000
February Rental: $8,000
March Rental: $15,000
April Rental: $20,000
May Rental: $30,000
June Rental: $45,000
July Rental: $85,000
August - LD Rental: $100,000
September Rental: $30,000
October Rental: $20,000

Cristina Matos
(631) 204-2408

Jennifer Linick
(631) 771-5310

East Hampton
$85,000

East Hampton, NY
Rental
Bedrooms: 6
Bathrooms: 7
Web ID: 756139

Rental Reg. # 24-231. Welcome to the perfect East Hampton summer get-away. This elegant Post modern cedar shingle home is located just minutes from East Hampton Village, ocean beaches, and Main Street shopping. Nestled on a secluded acre off a private road, this 5-star estate-like home boasts 6,500 sq ft of living space, with 6 bedrooms all en suite (separate Master and Jr suites), 7 bathrooms, home theater, fitness center, home office, and spacious finished lower level. You will find plenty of room here with the flowing open floor plan, high ceilings, hardwood floors, large living room and huge separate den. A fabulous gourmet chef's kitchen opens to your expansive outdoor mahogany decking and patio, where you will find your sun-soaked and heated gunite pool. Wireless Sonos Sound System for inside and out is ideal for entertaining. Enjoy luxurious privacy all summer long in this exclusive property. Listing ID:...

MD - LD Rental: $225,000
July Rental: $85,000

Philip Judson
(631) 771-5328

Sharman S Peddy
(631) 903-6171

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