387 Hamptons Rentals

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35 West Neck Road
$24,000

North Sea, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 912623

RR# RP230837. Completely renovated, crisp and bright this adorable home features 3 bedrooms and 2 full baths. Great kitchen with an open floor plan flowing to the living room and den with a flat screen TV providing multiple areas to relax and entertain. Spacious backyard with mature landscaping. Close to Southampton Village's best restaurants and ocean beaches makes this a perfect Hamptons vacation getaway. Listing ID: 912623

May Rental: $8,000
MD - LD Rental: $57,000
June Rental: $11,000
July Rental: $24,000
August Rental: $24,000

Cristina Matos
(631) 204-2408

Village Of Southampton
$21,000

Village of Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 1.5
Web ID: 735963

Offered for Off Season ( Nov 2-24 thru April 2025 and Located in close proximity to village shops and restaurants, this comfortable four-bedroom, one and one-half-bath village traditional offers a living room, formal dining room, eat-in-kitchen, and central air-conditioning. Enjoy the pretty yard and the Village ocean beaches within 1.5 miles. Listing ID: 735963

Custom Rental: $21,000

Bridgehampton
$20,000

Bridgehampton, NY
Rental
Bedrooms: 5
Bathrooms: 4.5
Web ID: 877470

RR# RP201309. Your own piece of heaven is ideally situated moments to the villages of Bridgehampton and Sag Harbor. Set on 2.13 acres and boasting 5 bedrooms and 4.5 bathrooms, this home is THE place to enjoy a beautiful summer's day. The outdoor entertaining space is unparalleled, offering a new built in hot-tub, grand outdoor kitchen with Sub-Zero and Wolf appliances, heated gunite pool with a 1,000 SF pergola, a gas fire-pit, as well as a wood burning one and ample lawn space. The interior is flooded with natural light that flows throughout the open floor plan of the living, dining and eat-in kitchen featuring Wolf and Sub-Zero appliances. The master suite with vaulted ceiling, large walk- in closet and gorgeous bath feels like a hotel suite you'll never want to leave. Four additional guest bedrooms ensure there will be room for everyone. The home also offers two separate...

November Rental: $20,000

Southampton
$20,000

Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 737923

RR# RA241443. Beautiful, sleek one level spacious modern 2016 fully renovated with all new furnishings and an open floor plan makes this home a very desirable rental. Located on a private 500 ft. deep. flag lot offering tranquility and privacy. The living room has a wood burning fireplace and dining area has high ceilings and open glass sliding doors to a new deck creating an impressive great room. Brand new gourmet kitchen with top of the line stainless steel appliances.The north wing of the master has an oversized master with a gorgeous marble bath with an oversized 3 head shower and soaking floating tub. In addition, this wing also offers two additional guest bedrooms with a full bath. The opposite wing has a very spacious guest studio bedroom with a private bath and separate entrance. The newly-finished lower level includes a full bath and a great play/media room....

January Rental: $20,000
February Rental: $20,000
March Rental: $20,000
April Rental: $20,000
May Rental: $20,000
November Rental: $20,000
December Rental: $20,000

Cristina Matos
(631) 204-2408

Cynthia R Barrett
(631) 537-4322

East Hampton
$20,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 912035

RR# 24-547. Owners just finished renovating this 4 bedroom 4 bathroom contemporary located near East Hampton Village and Amagansett Village. The entry way leads into the living room which has a fireplace, vaulted ceiling and four inch wide white oak floor. The dining area is drenched in light and has skylights and sliders to the deck and pool area. Monogram and Sub Zero appliances grace the open kitchen. There is seating and quartz counters & backsplash. Everything is brand new. A first floor guest bedroom/bathroom suite has sliders to the pool. The large primary bedroom/bathroom suite is also on the first floor. It has a wall of French doors leading to the deck. The primary bathroom is large with a separate stall shower that has a seating bench. There is a tub, skylight and new washer/dryer appliances. Also, there is a full bathroom on the first...

Ext. Season: $20,000

Leslie Hillel
(631) 771-5311

East Hampton
$20,000

East Hampton, NY
Rental
Bedrooms: 5
Bathrooms: 5.5
Web ID: 833139

RR#: 23-704. Spacious and light filled home, beautifully furnished offering an open floor plan, great deck and pool area and private tennis court on 2 1/2 acres! The living room has cathedral ceilings and a fireplace; there is an eat in kitchen with new stove and refrigerator in 2021 and dining area with a wet bar. The five bedrooms are all large and private. There is a Junior Master bedroom along with three other bedrooms on the first floor. Upstairs the large master suite encompasses the entire floor along with a loft. The finished lower level has a gym with Pelaton bike and game room. Plus a new laundry room. A great entertaining house and one you will truly enjoy. Listing ID: 833139

November Rental: $20,000
December Rental: $20,000

Margaret Turner
(631) 771-5314

Shannan M North
(631) 903-6174

Village Of Southampton
$20,000

Village of Southampton, NY
Rental
Bedrooms: 6
Bathrooms: 4.5
Web ID: 735509

This three-story country traditional is located in the heart of Southampton Village. Close to all shops, restaurants, movie theatre, and Agawam Park concerts, and the ocean beach. Living room, formal dining room, enclosed porch, spacious kitchen, 6 bedrooms, and 4.5 baths. Situated on a landscaped one-acre property with a deck and a heated pool. A great house for entertaining. Listing ID: 735509

June Rental: $20,000
September Rental: $20,000

John P Vitello
(631) 204-2407

Southampton
$20,000

Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 2.5
Web ID: 911714

Beautiful 4 bedroom rental in Southampton with 2 full bathrooms and 1 half bathroom. Centrally located and moments to bay beaches. Enjoy this get away, in the Hamptons for Summer 2025.

MD - LD Rental: $50,000
June Rental: $15,000
July Rental: $20,000
August - LD Rental: $25,000

Christopher J Burnside
(516) 521-6007

Aubri Peele
(631) 252-5434

Southampton
$20,000

Southampton, NY
Rental
Bedrooms: 5
Bathrooms: 3
Web ID: 736913

RR #RP201060. Enjoy the most amazing views over Shinnecock Bay from every room of this contemporary home. The home boasts a vast double height living room with a wall of windows, allowing for gorgeous bay views. There are four spacious bedrooms and three baths in this home. An ample deck invites for dining and lounging. This special property is located just minutes from Southampton Village and ocean beaches. Listing ID: 736913

November Rental: $20,000
December Rental: $20,000

68 Foster Avenue #17
$20,000

Southampton, NY
Rental
Bedrooms: 2
Bathrooms: 2.5
Web ID: 909192

Rental Reg.#RP240295 A newly built waterfront condominium community less than 5 minutes to Dune Road and its sandy beaches in Hampton Bays. This beautiful, designer furnished end unit, with a beachy concept, features two en suite bedrooms, a chef's kitchen, dining area, living room, powder room and a designated office area. Everything throughout the condo is brand new and very stylish with a neutral color palate offering an ease of living, stress free, hotel-like style. The community has a beautiful pool area and easy access to Shinnecock Bay. Close to restaurants, shops, and all the amenities for the perfect vacation stay. 2-week rental periods also available, please inquire. Be the first renters to enjoy the Hamptons summer lifestyle in this ideal retreat. Listing ID#909192

January Rental: $8,000
February Rental: $8,000
March Rental: $8,000
April Rental: $8,000
May Rental: $10,000
June Rental: $15,000
July Rental: $20,000
July / Aug Rental: $30,000
August Rental: $25,000
November Rental: $8,000
December Rental: $8,000

Gayle Osman Lopata
(631) 288-5124

32 Sag Harbor Road
$20,000

East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 736615

Rental Registration #:24-872 - This East Hampton cottage, near village and ocean beaches, offers three second floor bedrooms, two full bathrooms, a sunny living room, an adjacent eat in kitchen, and a finished basement. Set on a beautifully and privately landscaped half acre adjacent to farmland, and just a mile to Main Street. Ocean beach is less than two miles away. The back deck is furnished with chaise lounges, Weber grill, and outdoor dining table for six. Other amenities include outdoor shower, air conditioning, flat screen TVs, Wi-Fi, and premium cable. Listing ID: 736615

MD - LD Rental: $55,000
July Rental: $20,000
July / Aug Rental: $50,000
August - LD Rental: $30,000

Jeanne Hutson
(631) 903-6144

259 Abrahams Landing Road
$20,000

Amagansett, NY
Rental
Bedrooms: 4
Bathrooms: 2
Web ID: 885603

Rental Reg. # 21-1,297. Enjoy the serenity of a coveted location between the beaches of Gardiners Bay and the Atlantic Ocean. This cedar shake cape-style home features an inviting entry foyer, a sun-filled living room and a gourmet kitchen that opens to a dining area with sliding glass doors to a private patio. The first level includes a good-sized bedroom with access to a full bath and separate entrance. A second-floor primary bedroom suite and two guest bedrooms share a large bathroom with a double vanity and walk-in shower. Outside, a lovely arched trellis leads to a stone patio overlooking the endless lush lawn. There is also a convenient outdoor shower. Only minutes away from the village as well as hiking trails, organic farm stands and miles of pristine beaches, this is a sensational summer and off-season retreat.

Custom Rental: $15,000
June Rental: $13,500
July Rental: $20,000
August Rental: $20,000
August - LD Rental: $20,000

Robert Stearns
(631) 771-5317

John Scott JT Thomas
(631) 771-5327

Water Mill
$19,000

Water Mill, NY
Rental
Bedrooms: 5
Bathrooms: 2
Web ID: 736770

RR# RP241674. Hamptons retreat with 5 bedrooms and 2 full baths. Tranquil setting close to Bridgehampton, Sag Harbor and Southampton. Listing ID:736770

April Rental: $8,000
May Rental: $8,000
MD - LD Rental: $49,000
June Rental: $10,000
July Rental: $19,000
July / Aug Rental: $41,000
August Rental: $25,000
September Rental: $10,000

John P Vitello
(631) 204-2407

655 Seven Ponds Towd Road
$18,000

Water Mill, NY
Rental
Bedrooms: 6
Bathrooms: 6.5
Web ID: 754579

RR# RP240174. Situated on a private 2 acres, this 6,000 sq. ft. home has every amenity for those looking for that special summer retreat. Furnished in an English Country style with many antiques, the main living area is open and bright, with a gourmet eat in kitchen, double height living room, formal dining room. There is a primary bedroom on the first and second floor, as well as three guest rooms and private staff quarters. The full, finished basement has hardwood floors, a gym, pool table, ping pong table and children's playroom. The professionally landscaped property features a heated gunite pool and a tennis court, a large deck for outdoor dining and sunbathing. The home borders a reserve with hiking and biking trails,and is a short drive to the villages of Southampton, Water Mill and Sag Harbor. Of course, with everything this special rental has to offer, you may...

November Rental: $18,000
December Rental: $18,000

Astrid Pillay
(631) 771-5312

355 Midway Road
$18,000

Southold, NY
Rental
Bedrooms: 3
Bathrooms: 3
Web ID: 888811

This impeccable modern 3 bedroom, 3 bath home in Southold's coveted Cedar Beach district offers privacy, water views and a private neighborhood beach. The open plan includes a kitchen, dining area, den/office, and living room with fireplace. Sliding doors open to the bluestone patio with a gas grill and plenty of room for entertaining and sunning. The three bedrooms, including the primary suite, all have water views. A private beach is nearby and there's easy access to renowned North Fork wineries, farm stands, restaurants and shops. This home has everything needed for an exceptional East End retreat. Listing ID #888811

MD - LD Rental: $45,000
June Rental: $8,000
July Rental: $18,000
August - LD Rental: $20,000
September Rental: $8,000
Winter Rental: $6,000

Marianne Collins
(631) 734-2957

161 Norfolk Drive
$17,000

East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 917006

This sweet yet sophisticatedly updated Clearwater Beach Cottage is the perfect Hamptons getaway. The large open kitchen with oversized eating counter and adjacent dining offers options from casual to gourmet meal prep and dining. The comfy living room is a great space to relax and unwind or the expansive yard and covered patio area also offers shade on those hot summer days. The home has a primary bedroom with an ensuite bath and two additional guest rooms share a second full bath. The private gated residents-only Clearwater Beach Association is one of best kept secrets in The Hamptons with a stunning west facing lifeguarded sandy beach, picnic and grilling areas, plus storage for kayak/paddleboards and a launch. Summer sunsets await you!

July Rental: $17,000
July / Aug Rental: $34,000
August Rental: $17,000
August - LD Rental: $17,000

Timothy C Burch
(631) 771-5315

David Tenenbaum
(631) 771-5322

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