365 Hamptons Rentals

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22 Lilla Lane
$45,000

Springs, NY
Rental
Bedrooms: 3
Bathrooms: 3
Web ID: 910267

RR#: 24-402 Spectacular, 3 bedroom,3 bath home was transformed from a 1970's contemporary by Myron Shulman into a 21st century modern home designed by Brian Masuda Architect and AE Superlabs. Double height windows in the living room fill the house with light. The kitchen looks out to the dining room and through sliders to the deck, grounds and 165 acre reserve. There is a guest bedroom and full bathroom on the first floor. The attention to detail is amazing. Everything is a work of art. The light fixtures, furnishings, and small details. There is an extra wide staircase to the second floor that feels like sculpture. The second floor has two bedrooms and two bathrooms. The primary bedroom with ensuite bath has a sloping ceiling. There is a whimsical port hole window, walk in closet and custom wallpaper. The guest bedroom is set up as...

July Rental: $45,000
August - LD Rental: $50,000

Leslie Hillel
(631) 771-5311

David Tenenbaum
(631) 771-5322

Shinnecock Hills
$40,000

Shinnecock Hills, NY
Rental
Bedrooms: 2
Bathrooms: 1
Web ID: 742699

Rental Permit #: RP220740 Charming and spacious 2 bedroom guest cottage has a casual elegance that lends itself to relaxing and entertaining. French doors lead to a secluded, private patio garden surrounded by 33 acres of farm preserve. Pool access with private gate. Listing ID: 742699

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

Bridgehampton
$40,000

Bridgehampton, NY
Rental
Bedrooms: 4
Bathrooms: 2.5
Web ID: 877017

Rental Reg # RP201221 Down a long drive, this charming Hamptons classic house is situated on a professionally landscaped acre. Tucked away in a quiet community and only a stone's throw to both Bridgehampton and Sag Harbor villages. This stylish professionally decorated home is fully equipped with 4 bedrooms and 2.5 bathrooms. The first floor boasts a sun-drenched great room with designer furniture and lighting, wide plank floors and a brick fireplace. Additionally, there is a master bedroom with an en suite bathroom. The kitchen is beautifully appointed with a top of the line Lacanche oven, there is also a powder-room, large pantry, laundry and mudroom with access to the pool and back garden. The second floor has three additional guest bedrooms with beautiful views of the grounds, one of the bedrooms has a walk-in closet and on the second floor there is an oversized shared bathroom. Ideal for...

MD - LD Rental: $105,000
June Rental: $25,000
July Rental: $40,000
July / Aug Rental: $80,000
August - LD Rental: $45,000

David Tenenbaum
(631) 771-5322

Springs
$40,000

Springs, NY
Rental
Bedrooms: 4
Bathrooms: 2.5
Web ID: 755164

Rental Registration #: 23-114. Newly renovated 4 BR/ 2.5 bathroom in desirable Lions Head Association with private marina and bay beach access. Clean, spare living spaces with double height ceilings, multiple skylights, and enormous sliders allowing abundant light and views to Hog Creek. Ample decking for outdoor entertaining and a brand new heated gunite saltwater pool. Listing ID 755164

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

Philip Judson
(631) 771-5328

Amagansett
$40,000

Amagansett, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 736358

Hamptons July rental #23-51 No car required from this amazing 'Close to All' location. Charming and crisp living spaces add to the fun of this summer rental. Offering four bedrooms and three bathrooms, eat in kitchen and screened in porch, this property needs to be seen. All of the shops, restaurants, the Hampton Jitney and the train are very nearby with the beautiful ocean beach just a short distance away. Situated on a shy half acre with a heated pool , patios and lawn areas to play on. Won't last. Listing ID: 736358

July Rental: $40,000

James J MacMillan
(631) 267-7171

William Kuneth
(631) 771-5319

Village Of Westhampton Dunes
$40,000

Village of Westhampton Dunes, NY
Rental
Bedrooms: 6
Bathrooms: 5.5
Web ID: 737157

Amazing ocean views from every room in this beautifully designed contemporary residence on Dune Road in the Village of Westhampton Dunes. Everything in this home is top-of-the line to provide for an amazing oceanfront vacation. The bright, open living spaces feature floor to ceiling walls of glass for ultimate beach front vistas. There are six bedrooms, including two primary suites, and five and one-half bathrooms. Outdoors enjoy the large beachfront deck with a heated pool and spa. Listing ID #737157

November Rental: $40,000
December Rental: $40,000

Albert Weinschenk
(631) 288-5039

North Sea
$40,000

North Sea, NY
Rental
Bedrooms: 5
Bathrooms: 4
Web ID: 738419

RR# RP200048. This beautiful Water Mill home features a double height foyer leading to a spacious and bright living room, dining area and kitchen, and has an additional den. The house has five spacious bedrooms, four full baths, and a gym in the lower level. Outside there is large decking, set up for lounging and entertaining. In addition to the heated pool there is an outdoor hot tub. This amazing property is conveniently located, close to the Southampton Village, Sag Harbor and Bridgehampton. This Listing ID: 738419

MD - LD Rental: $90,000
June Rental: $20,000
June/July Rental: $50,000
July Rental: $40,000
July / Aug Rental: $80,000
August - LD Rental: $50,000
Year Round: $125,000

East Hampton
$40,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 908143

Rental Registry #: 24-557. This 4 bedroom, 3 bathroom home with lots of additional space has it all. Beautifully renovated kitchen and bathrooms. Large pool with a grassy fenced in yard. Lots of natural light and close to all the fun things in East Hampton and Sag Harbor. Lots of parking and in a private cul de sac.

MD - LD Rental: $90,000
June Rental: $15,000
July Rental: $40,000
August - LD Rental: $45,000
September Rental: $18,000
Two Week Rental: $25,000

Michael Petersohn
(631) 771-5336

94 Pembroke Drive
$40,000

Springs, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 906183

Rental Reg # 23-1290 Welcome to this beautifully renovated 4 bedroom and 3 bathroom home in Clearwater Beach East Hampton. Nestled in this peaceful and highly sought-after neighborhood with private beach access, this property offers the perfect blend of modern luxury and timeless charm. As you walk into the home, you are greeted with amazing natural light from the wall of windows in the rear of the home and skylights. There is a separated living room with fireplace that is great for lounging and entertaining. As you walk further, there is open chefs kitchen, dining area and family room. On the left of the living area there are three bedrooms and two full baths including the ensuite primary with outdoor deck and shower. On the right side of the living area is a junior ensuite primary. When you walk at back, you are greeted...

June Rental: $20,000
August - LD Rental: $40,000

David Tenenbaum
(631) 771-5322

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

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

28 Mill Hill Lane
$40,000

Village of East Hampton, NY
Rental
Bedrooms: 2
Bathrooms: 2
Web ID: 899340

Now available for year-round, winter 2024/25 and the summer season 2025, this house is an absolute jewel. On a quaint Village street, desired by many. 2 bedrooms, 2 bathrooms. Short distance to ocean and the center of the Village. Listing ID: 899340

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

Timothy R O'Connor
(631) 771-5321

Jeffrey C Carter
(631) 771-5323

256 Main Street
$40,000

Amagansett, NY
Rental
Bedrooms: 2
Bathrooms: 2.5
Web ID: 913376

Rental Registration 24-844: Here is a special location and an absolute classic Amagansett Village cottage set back from Main Street. Offering perfect privacy and just seconds to everything. The Amagansett Square, the ocean, restaurants, the Jitney, Amber Waves and the Amagansett Farmer's Market. You name it...it's all a moment from your pool. The house is adorable with 2 En-Suite bedrooms, plus a half bath for guests and an open and airy main living space. Soak in the sun poolside, or chill out in the shade under the old cherry tree out back, surrounded by a lush lawn and everblooming perennial gardens. This is the ideal Amagansett summer vacation retreat.

MD - LD Rental: $80,000
June/July Rental: $50,000
July Rental: $40,000
August - LD Rental: $40,000
November Rental: $8,000
December Rental: $8,000

William Kuneth
(631) 771-5319

196 County Road 39A
$40,000

Village of Southampton, NY
Rental
Bedrooms: 3
Bathrooms: 2.5
Web ID: 902581

Newly-renovated and redesigned 2023.This Southampton Village home is ready to move right in. Short distance to famous Southampton Village shopping and restaurants. Walk to train station and Hampton Jitney. The main floor features an open floor plan with a custom Chef's kitchen with pantry and dining room leading out to a relaxing sunporch. Separate living room with fireplace and powder room complete the first floor. There are 3 bedrooms on the second floor. First goes to 1 primary en-suite, 2 guest rooms, plus a full bath. Generous closet space throughout. The fabulous yard boasts a meticulously landscaped garden paved blue stone patio for dining and lounging poolside. Fully-outfitted pool house for additional entertainment or just relaxing. Not to be missed. Listing ID: 902581

June Rental: $35,000
July Rental: $40,000
August - LD Rental: $48,000
Two Week Rental: $20,000

Maritza Jimenez
(631) 204-2411

189 Middle Highway
$40,000

East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 2.5
Web ID: 740765

RR#: 23-1235 Located in the Northwest woods, just a few miles from the village, this stylish contemporary home has 3 bedrooms and 2.5 baths of spacious airy living and is set on a gorgeous private 3 acre lot bordering a reserve. The open floor plan allows for effortless indoor/outdoor entertaining starting with the beautifully appointed living room, dining room and den with a 65 inch flat screen TV all with sliders out to the spacious cedar deck with oversized heated pool, BBQ station, and outdoor shower. Other amenities include an indoor-outdoor audio/video system, wifi enabled lights, thermostat, and universal remote. There is a bonus room downstairs with double washer and dryers. 189 Middle Highway is your ticket to a fabulous and memorable Hamptons summer. Listing ID:740765

June Rental: $30,000
July Rental: $40,000
August - LD Rental: $45,000
Two Week Rental: $25,000

James Blueweiss
(631) 903-6133

17 Emersen Place
$40,000

Sag Harbor, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 894737

Beautifully furnished spacious four bedrooms three and a half bathroom home. The first floor has two large primary bedroom suites and the second floor offers two additional private guest rooms. Enjoy open layout living/dining and a brand-new chef's kitchen with Statuario Tucci Italian marble, a Sub-Zero refrigerator, wine fridge, Bertazzoni range and a custom hood. A separate large cathedral ceiling sunroom overlooks the heated gunite pool surrounded by a Solus Decor poured concrete gas fire pit and a honeysuckle covered pergola. The landscape is stunning with Japanese maple trees, seagrasses, hydrangeas, roses and much much more. There is a separate heated two car garage. Perfect home for year-round entertaining. The house is in a quiet cul-de-sac on a privatized +/- 1-acre property. Pets allowed at the owner's discretion; on a case-by-case basis. Available for short term: monthly rent (minimum) or six-month max term.

January Rental: $8,000
February Rental: $8,000
March Rental: $8,000
April Rental: $12,000
July Rental: $40,000
July / Aug Rental: $90,000
August Rental: $45,000
August - LD Rental: $50,000
September Rental: $20,000
October Rental: $15,000
November Rental: $8,000
December Rental: $8,000

Astrid Pillay
(631) 771-5312

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