407 Hamptons Rentals

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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

48 Skinner Street
$20,000

Village of Southampton, NY
Rental
Bedrooms: 3
Bathrooms: 1
Web ID: 907743

In the heart of Southampton Village, on a quiet tree lined street you'll find this crisp fresh 3 bed 1 bath charming cottage with eat in kitchen, living and dining rooms, laundry room with deck for outside dining overlooking a fully cleared side yard. Walk to the Village!.

May Rental: $7,000
MD - LD Rental: $50,000
June Rental: $12,000
July Rental: $20,000
August Rental: $20,000
August - LD Rental: $20,000

Dennis Gallagher
(631) 771-5309

35 Aqua Drive
$20,000

Shinnecock Hills, NY
Rental
Bedrooms: 3
Bathrooms: 3
Web ID: 888064

RR #RP230366. Originally 1930s carriage house, this charming surf cottage has been lovingly maintained and updated for summer. Offering a total of 3 bedrooms and 3 full baths, 2 bedrooms and 2 full baths on main cottage plus a separate legal guest suite cottage with third bedroom and full bath. The home features beautiful details throughout including hardwood floors and fireplace. Outside the manicured property enjoy mature landscaping, deck with water views, just across the street from Shinnecock Bay, perfect for beach walks, paddle boarding and other water sports. Additional features include central air condition, outdoor shower, just few minutes from the center of the Village of Southampton. Available Summer 2025. Longer periods upon request. Listing ID: 888064

June Rental: $10,000
July Rental: $20,000
August - LD Rental: $25,000

Amelia M Doggwiler
(631) 204-2426

John P Vitello
(631) 204-2407

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

16 Debbie Lane
$20,000

Village of Westhampton Beach, NY
Rental
Bedrooms: 4
Bathrooms: 2
Web ID: 892092

Enjoy the fall, winter, and spring at 16 Debbie Lane located in the heart of Westhampton Beach. This ideal village location is close to shops, restaurants, the Westhampton Beach Performing Arts Center, and Rogers Beach. Features include four bedrooms, two bathrooms, updated kitchen, spacious living room, and an outdoor deck. Listing ID: 892092

Winter Rental: $20,000

William F LeMaire
(631) 288-5208

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

Village Of Sag Harbor
$18,000

Village of Sag Harbor, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 758151

This 3 bedroom, 2 bath cottage is impeccably maintained. Central air conditioning recently added to the second floor. Come and enjoy all the Hamptons has to offer. Listing ID: 758151

May Rental: $8,000
June Rental: $10,000
July Rental: $18,000
August - LD Rental: $18,000
September Rental: $10,000
Winter Rental: $4,000

Richard Finder
(631) 702-7511

Maritza Jimenez
(631) 204-2411

Shinnecock Hills
$18,000

Shinnecock Hills, NY
Rental
Bedrooms: 2
Bathrooms: 1
Web ID: 756501

RP#230024. This charming two-bedroom, one-bath Shinnecock cottage was designed and built by a Scandinavian. The painted knotty pine walls, hardwood flooring and beamed ceilings create a warm and inviting home. location is close to all. The eat-in kitchen, features hand-built cabinetry and SS appliances and is fully equipped. Enjoy outdoor dining and entertaining in the very private backyard haven. Water access one block away, very quiet location. Listing ID: 756501

MD - LD Rental: $42,000
July Rental: $18,000
July / Aug Rental: $35,000
August - LD Rental: $20,000
September Rental: $10,000
Winter Rental: $2,800

Richard Finder
(631) 702-7511

Gertrud Hoertnagl-Pereira
(631) 204-2425

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