365 Hamptons Rentals

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15 Pine Way
$40,000

Amagansett, NY
Rental
Bedrooms: 4
Bathrooms: 2
Web ID: 754286

Rental Registration #: 24-868. Nothing compares to the Amagansett Dunes. Just a minute from this retreat is private access to an expansive, white sandy beach and the great Atlantic Ocean. Located on a quiet cul-de-sac and set on a larger than average piece of property in the Dunes, enjoy the sea breezes in total privacy while entertaining your friends and family or peacefully sunbathing on its big back deck. This Beach House is crisp and clean with 4 bedrooms and 2 baths, its updated kitchen has all new stainless appliances and is open to the dining and living room areas equipped with large flat screen television. Of course, this beach house comes complete with an outdoor shower for rinsing off the salt and sand from your long days at the beach and Central Air Conditioning to keep you cool on the hottest of sizzling summer afternoons. Embrace your vacation in...

May Rental: $15,000
June Rental: $18,000
July Rental: $40,000
August Rental: $40,000
September Rental: $18,000
October Rental: $15,000

William Kuneth
(631) 771-5319

14 Indian Pipe Drive
$40,000

Quogue, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 737170

Down a private lane awaits this hidden gem. Open and filled with light the first floor hosts a great room with fireplace and built-in bookcases, a large renovated kitchen, a junior primary en suite bedroom, two guest bedrooms, hall bath and a powder room. The spacious primary suite with spa bath is set on the second floor for added privacy. An expansive deck is perfect for outdoor entertaining. A heated gunite pool, outdoor shower and a recently added outdoor pergola with a living room area create the perfect summer getaway. Access to the residents-only Quogue Village Beach. Listing ID: 737170

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

Lauren A Battista
(631) 288-5534

128 Harbor Boulevard
$40,000

Springs, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 887225

Rental Reg # 24-466 Your summer retreat awaits in this turnkey modern cottage located close to East Hampton Village, Amagansett and its pristine beaches. This 3 bedroom/2 bath A -frame house is perched on .50 acres has everything you need for your Hamptons summer. The bright and airy first floor has renovated open kitchen, modern appliances, new cabinetry, and a bedroom with en-suite renovated bathroom. The second floor has two bedrooms and renovated bath. One bedroom has a king size bed and the other with two twin beds that could be easily converted to a king. Outside you will be greeted with a heated pool, brand new deck area, fire pit area, dining area and outdoor shower. The backyard is completely fenced in offering optimal privacy. This won't last so come and take a look as summer will be here soon.

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

David Tenenbaum
(631) 771-5322

Bridgehampton
$39,000

Bridgehampton, NY
Rental
Bedrooms: 3
Bathrooms: 3
Web ID: 736459

RR #RP201823. Welcome home for the summer. This newly-renovated 3 bedroom, 3 bath contemporary is located off Lumber Lane in Bridgehampton and is just minutes to Bridgehampton town, the stunning beaches of Bridgehampton and Sagaponack, Sag Harbor Village and Channing Daughters Winery. The house has a spacious open floor plan with cathedral ceilings and a renovated kitchen which allows for easy entertaining. The living/dining area is flooded with light on 3 sides and opens onto a beautifully renovated private deck with a heated pool, BBQ and plenty of outdoor seating, including chaise lounges, day beds and an outdoor sectional sofa. On the main living level, there are 2 guest bedrooms and 2 full baths, including a bathroom directly off the pool. The master suite on the second level has a 5 fixture ensuite bath, as well as a private west facing deck for enjoying sunsets and stargazing at night....

MD - LD Rental: $79,000
July Rental: $39,000
July / Aug Rental: $69,000
August - LD Rental: $45,000

John P Vitello
(631) 204-2407

4 19th Street
$38,000

East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 3
Web ID: 738440

Rental Reg. # 24-1. Private light and bright artist's cottage offers 3 bedrooms, 3 baths and extra room for an office or storage. The centrally-air-conditioned home adjusts to any comfort level. double-height living room with loft above which features skylights for abundant natural light. A fully-equipped chef's kitchen with gas stove, stainless steel appliances and a custom Jerusalem stone kitchen counter is open to the dining area featuring double-height ceilings and spacious dining area. The beautiful private landscape created by landscape designer Jonathan Davis, features include a custom deck, lush landscaping and manicured lawns as well as flowering perennial gardens surrounding the private property. There is a 7x15 heated Vinyl lap pool. Near Bay beaches, waterfront restaurants, artist colony, and general store. Listing ID: 738440

July / Aug Rental: $38,000

Sharman S Peddy
(631) 903-6171

51 White Oak Lane
$36,000

Southampton, NY
Rental
Bedrooms: 5
Bathrooms: 3.5
Web ID: 901746

RP# 230300. Welcome to a one-of-a-kind charming home in the Hamptons! This stunning first time rental 3800+/- sf home, boasts a perfect blend of quality and style that will take your breath away. As you step inside, you'll be greeted by a tranquil setting that immediately sets the tone for the upscale lifestyle that awaits. The classic covered front porch and cedar shingled exterior are just the beginning of the architectural beauty you'll find here. Inside, a dramatic 2-story living room, bathed in natural light from its southern exposure, features a wood-burning fireplace that creates an inviting atmosphere perfect for cozy nights in. The eat-in kitchen is a masterpiece of design, featuring marble countertops and top appliances. The first floor also includes a formal dining room, powder room, and a spacious master suite. Upstairs, accessed by front or back stairways, you'll discover four double bedrooms, two full baths, and a...

MD - LD Rental: $85,000
July Rental: $36,000
July / Aug Rental: $65,000
August - LD Rental: $37,000

Cristina Matos
(631) 204-2408

Amagansett
$35,000

Amagansett, NY
Rental
Bedrooms: 4
Bathrooms: 2
Web ID: 736293

Rental Reg. # 24-127. Located one-half mile +\- to either Amagansett or Napeague Ocean beach and with private beach access for community residents, this modern classic home provides 4 bedrooms and 2 full bathrooms on 0.23+\- acre bordering reserve. The bright, open floorplan features a fully vaulted ceiling with a kitchen, living, and dining room. The living room is enhanced by glass sliders to surrounding decks and a masonry wood-burning fireplace. A primary en suite, with a recently renovated bath, includes vaulted ceilings with a skylight and a sitting porch; 3 additional spacious guest rooms, all with flat-screen televisions to complete the 1,950 +\- SF residence. Additional amenities include central air-conditioning, gas barbeque, a large outdoor walk-in shower, and ample guest parking. Listing ID: 736293

MD - LD Rental: $70,000
July Rental: $35,000
July / Aug Rental: $65,000
August - LD Rental: $40,000

Sharman S Peddy
(631) 903-6171

Village Of Southampton
$35,000

Village of Southampton, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 879998

This cozy and charming house is located a stone throw away from the Southampton Village center with its shops, restaurants, and ocean beaches. The home features 3 bedrooms and 2 full baths, in addition to a kitchen with breakfast bar, dining and living areas. Enjoy, relax and rewind outdoors on the patio, hammock, or on the adirondack chairs around the propane fire pit with perennial gardens and flowers all summer. LIsting ID: 879998

MD - LD Rental: $45,000
July / Aug Rental: $35,000

Village Of Sag Harbor
$35,000

Village of Sag Harbor, NY
Rental
Bedrooms: 5
Bathrooms: 3.5
Web ID: 743455

Five bedrooms, three and one-half baths. Victorian-style house. Four blocks to Main Street. Front and middle parlors offer plenty of sitting room to while away the summer hours. Enjoy. Listing ID:743455

July Rental: $35,000

Stacy Pennebaker
(516) 532-5765

Linley Pennebaker Hagen
(631) 725-5583

East Hampton
$35,000

East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 743602

Rental Registration #: 24-941 This freshly renovated rental located just outside East Hampton Village has close proximity to village amenities, public transportation as well as area beaches. The cottage style house has a total of 3 bedrooms, 2 baths, open living room with fireplace and dining area, kitchen with breakfast area and island, mud room and large front porch. Renovation included A/C, new kitchen, refinished hardwood floors, new furniture, flat screen televisions and washer/dryer.

MD - LD Rental: $80,000
June Rental: $20,000
July Rental: $35,000
July / Aug Rental: $68,000
August - LD Rental: $35,000
Winter Rental: $5,500

Shannan M North
(631) 903-6174

Margaret Turner
(631) 771-5314

Southampton
$35,000

Southampton, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 906625

RR# RP230283. Step into the timeless beauty of this cedar carriage house, initially crafted in 1910 by the renowned architect Grosvenor Atterbury. In 1982 this exceptional residence earned the prestigious 'House of the Year' award, celebrating its masterful blend of old-world charm and modern elegance. Meticulously restored to honor its rich history, this home is a testament to design and craftsmanship. Perched on a sprawling 1.36-acre estate, you'll be just a five-minute drive from the heart of Southampton Village and its pristine beaches. Avoiding typical Hamptons traffic, the residence is south of Highway 27. Lush gardens and mature trees create a serene and secluded ambiance, ideal for relaxation and entertaining. Inside, a unique interior featuring three bedrooms and two baths, graced by high ceilings and abundant natural light. The open floor plan connects the living, dining, and kitchen areas and boasts modern touches and high-end appliances. Two queen-sized sleeping alcoves...

June Rental: $30,000
July Rental: $35,000
August - LD Rental: $40,000

Village Of Southampton
$35,000

Village of Southampton, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 755008

Ideally located in Southampton Village, this lovely summer rental is a short distance from Village restaurants and shopping and is also very close to the most beautiful ocean beaches on the east coast. The home has three bedrooms and two updated full baths and is tastefully decorated and fully equipped. There is a heated gunite pool, plenty of outdoor entertaining space and community tennis is available within a short stroll from the house. It's the ideal summer getaway! Updated for 2020. Listing ID: 755008.

June Rental: $25,000
July Rental: $35,000
August - LD Rental: $45,000

Astrid Pillay
(631) 771-5312

Marie McCullough
(631) 204-2420

Southampton
$35,000

Southampton, NY
Rental
Bedrooms: 2
Bathrooms: 2.5
Web ID: 755150

RR#: RP230549 Southampton condo for sports lovers with new tennis courts and pool! Close to Village with 2 bedrooms and 2.5 bathrooms. Updated kitchen and bathrooms, newly furnished, plus a private patio for outdoor dining. The community also offers pickle ball and a small driving range for the golf lover. Close to Village beaches. Listing ID#: 755150

MD - LD Rental: $40,000
July / Aug Rental: $35,000
Year Round: $55,000

Southampton
$35,000

Southampton, NY
Rental
Bedrooms: 3
Bathrooms: 2.5
Web ID: 907271

RR# RP230478. Stunning is the single word to describe this unbelievable Southampton Commons 3 bedroom, 2.5 bath condo. The present owner completely gutted this unit when purchased in 2020 and transformed it into something totally exceptional and certainly unique. There is an additional room that is set up presently as an office to make your time here seamless or it can be converted to another bedroom (3rd bedroom). The chef's kitchen has all high-end stainless steel Wolf appliances, including a Wolf induction cooktop, plus marble countertops. The decor is quite dramatic, including a gorgeous chandelier over the dining room table, plus a cozy den with a steam fireplace. Too many special amenities to list. The back patio is set up for entertaining and relaxing. Included on the patio are attractive faux hedges in planters on either side of the patio and a 48' XO propane barbecue you must...

MD - LD Rental: $75,000
June Rental: $25,000
July Rental: $35,000
July / Aug Rental: $60,000
August - LD Rental: $35,000

John P Vitello
(631) 204-2407

Southampton
$35,000

Southampton, NY
Rental
Bedrooms: 3
Bathrooms: 3.5
Web ID: 832375

RR #RP180237. Easy Hamptons living in this 3 bedroom, 3.5 bath farmhouse with an open floor plan featuring a sunny kitchen, living room and dining room. Fire up the grill and dine on the deck overlooking a heated pool, the perfect setting for hot summer night. Come back from the beach and shower under the stars in the new outdoor shower. All this and only a short trip to Southampton Village's ocean beaches, dining, and shopping. Newly-finished lower level with gym, media room and steam shower. Listing ID: 832375

MD - LD Rental: $45,000
July / Aug Rental: $35,000

66 Knoll Road
$35,000

North Sea, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 898071

RR #RP241513. Located in the waterfront community of Southampton Cove and sited on 0.45 acres, this perfect summer escape providing all there is to enjoy for the finest Hamptons summer living surrounded by nature and beaches. This 4 bedroom, 3 bath Traditional home features 2650 +/- sf of an open floor plan with an abundance of natural light filling each room. The formal living room, with wood burning fireplace, is in close proximity to the family room and has a nice flow into the designer, updated kitchen with stainless steel appliances and a dining area. On the second level are 4 bedrooms and a spacious master suite with a newly-renovated master bath with radiant heated floors. The 1100 sf lower level is finished and offers a TV, entertaining area with multiple games, exercise equipment and a sauna. Enjoy your time outside on the outdoor bluestone patio...

January Rental: $7,000
February Rental: $7,000
March Rental: $7,000
April Rental: $7,000
May Rental: $10,000
MD - LD Rental: $80,000
June Rental: $18,000
July Rental: $35,000
August - LD Rental: $37,000
September Rental: $15,000
November Rental: $7,000
December Rental: $7,000

Cristina Matos
(631) 204-2408

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