398 Hamptons Rentals

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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

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

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

Rental Reg # 23-93 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!

MD - LD Rental: $42,000
June Rental: $10,000
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

Southampton
$16,000

Southampton, NY
Rental
Bedrooms: 2
Bathrooms: 2
Web ID: 906802

RR# RP240614. Come spend your summer on St Andrews Circle; a charming, quiet, great location. This light filled single story is close to amenities and the beach, the perfect gateway to an enjoyable Hamptons season. Pool and tennis and wide open spaces. This unit has a lovely private back deck area, for grilling and sun bathing. Listing ID: 906802

July Rental: $16,000
July / Aug Rental: $30,000
August - LD Rental: $17,000

Richard Finder
(631) 702-7511

Sagaponack
$15,000

Sagaponack, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 738071

RR#: RP180642 This fabulous totally renovated home is located a stone's throw to Wolffer Winery and 5 minutes to gorgeous ocean beaches, Sagg Main and Bridgehampton Village. The home boasts 4 spacious bedrooms and 3 tastefully redone bathrooms with brand new linens. Huge windows allow for ample natural light to flow through the large kitchen, dining room, family room as well as the separate living room. The entire house has been fitted with bright and beachy, all new modern furniture! Step outside to find a heated salt-water pool, mahogany deck with remote controlled retractable awning and a pool cabana with sofa. A perfect summer getaway! Listing ID: 738071

November Rental: $15,000
December Rental: $15,000

Cristina Matos
(631) 204-2408

East Hampton
$15,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 880234

Rental Reg. # 24-0,936 - East Hampton Village Fringe 4 Bedrooms, 4 Baths, swimming pool, and finished lower level available for a relaxing summer. The spacious home is conveniently located just outside East Hampton Village providing easy access to all the village has to offer, including ocean beaches and bay beaches.

Winter Rental: $15,000

JB Jose B DosSantos
(631) 903-6147

Raul Guazhambo
(631) 903-6148

Springs
$15,000

Springs, NY
Rental
Bedrooms: 3
Bathrooms: 2.5
Web ID: 754272

Rental Registration #23- 0,115 - Charming country post and beam house just a short distance to private bay beach. Cathedral ceilings in living room, country kitchen, and wraparound covered porches overlooking sparkling pool. Well-appointed and beautifully decorated. Primary suite with marble bath and jacuzzi. 2 spacious additional guest bedrooms. A peaceful country setting close to Villages, bay beach, and Amagansett Ocean beach. Listing ID 754272

MD - LD Rental: $40,000
June Rental: $10,000
July Rental: $15,000
July / Aug Rental: $32,000
August - LD Rental: $20,000
September Rental: $8,000

Philip Judson
(631) 771-5328

JB Jose B DosSantos
(631) 903-6147

Shelter Island
$15,000

Shelter Island, NY
Rental
Bedrooms: 5
Bathrooms: 3
Web ID: 895344

Designers own fabulous reconstruction and renovation of the Classic and Iconic Captain Cartwright House in Shelter Island. This classic 5 bedroom home, detached garage, covered porches, blue stone patios and heated 20 x 40 gunite pool with all the bells and whistles is centrally located between the South and the North Ferries and across the street from the 2350 acre Mashomack Preserve on Shelter Island. The very private setting is ideal for relaxing by the chic lounging areas around the pool or entertaining summer guests on the beautifully landscaped grounds perfect for intimate dinners. An oversized outdoor shower is a show stopper. This so very special summer getaway is now available for the first time and will not last.

July Rental: $15,000
Winter Rental: $4,000

Cynthia R Barrett
(631) 537-4322

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