500+ Hamptons Rentals

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Nassau Point Road
$140,000

Cutchogue, NY
Rental
Bedrooms: 4
Bathrooms: 5
Web ID: 811900

SPARKLING BAY FRONT Bay front living in prestigious Nassau Point. This spacious, newly renovated home features 4+ bedrooms, large living room with fireplace, eat-in kitchen and an office. 100 feet on the Bay and a full acre, waterside deck overlooking Peconic Bay, steps to private beach, gunite & heated pool, pool house with a kitchenette, recreation area, changing area with a full bath, half bath & outdoor shower. Enjoy spectacular views, poolside fun and relaxing days at the beach. $35,000.00 for June // $55,000.00 for July // $60,000.00 for August-LD // $140,000.00 for Memorial Day to Labor Day. Permit #: # 0097

Sheri Winter Parker
(6318487730) ) ) ) ) ) ) ) ) )

Village Of Sag Harbor
$140,000

Village of Sag Harbor, NY
Rental
Bedrooms: 7
Bathrooms: 7.5
Web ID: 736094

Located on a beautifully landscaped parcel which is just shy of an acre, in the heart of Sag Harbor's historic district, this Federal-style house dates back to 1750 and has been beautifully restored and updated with every modern amenity. The peaceful and private retreat, only seconds from wonderful shops and restaurants, boasts century old boxwoods, an allee of cherry trees, a gunite pool, bluestone terrace and pool house. The principal rooms include a lovely living room, bonus room and library, gracious dining room overlooking the garden and a gourmet chefs kitchen with 2 Bosch dishwashers, a Viking range, a SubZero refrigerator and wine cooler. The private rooms include an exquisite master suite with fireplace, cathedral ceilings and spa bathroom plus two en-suite guest bedrooms, a new private en-suite guest bedroom with queen bed, sitting area and bathroom, as well as a maid's room with separate egress and two additional...

Custom Rental: $235,000
MD - LD Rental: $425,000
June Rental: $95,000
July Rental: $140,000
July / Aug Rental: $335,000
August - LD Rental: $195,000
Ext. Season: $160,000

Stacy Pennebaker
(516) 532-5765

Linley Pennebaker Hagen
(631) 725-5583

Village Of Southampton
$140,000

Village of Southampton, NY
Rental
Web ID: 886437

Beautifully decorated four bedroom, three and half bath corner unit located in the Village of Southampton. The living room with dining has an open floor-plan with 11 foot ceilings, and an adjacent den/office. The Master Suite has two walk-in closets, shower and a free-standing bathtub. The large kitchen has stainless appliances, a Wolf Oven and Sub-Zero Fridge. Other unit amenities include a second story covered porch, laundry and a one car garage. The community offers a gunite pool with an on duty Lifeguard, two lounge areas, tennis court, covered veranda with barbecue and exterior fireplaces. Close to village, restaurants and ocean beaches. Listing ID# 886437

Year Round: $140,000

Maritza Jimenez
(631) 204-2411

Robert Nass
(631) 702-7506

38 Aqua Drive
$140,000

Shinnecock Hills, NY
Rental
Bedrooms: 6
Bathrooms: 5.5
Web ID: 738962

RR #RA241924. Situated high on a bluff with wide open views of Shinnecock Bay, Meadow Lane and beyond. This stunning shingle-style house radiates elegance and sophistication with its soothing color palettes, chic decor, beautifully handcrafted wood paneling and crisp moldings throughout. The open floor plan boasts southern exposures and an abundance of windows and French doors, drenching the space with natural light. With 5,900+/- square feet spanning 3 levels, there is plenty of separate space for everyone. Six bedrooms, 5.2 baths and an array of magnificent amenities form an airy, contemporary vibe. When you are not soaking in views from the walls of glass, you can enjoy the spacious chef's kitchen with stainless steel appliances and center island. Also included are 2 fireplaces, a luxurious master bedroom with second floor balcony, gaming area, study room, covered loggia, butler's pantry and a gym. Adding to its charm is a neatly...

Custom Rental: $175,000
July Rental: $140,000

John P Vitello
(631) 204-2407

Southampton
$135,000

Southampton, NY
Rental
Bedrooms: 7
Bathrooms: 8.5
Web ID: 736345

RR# RP241288. A rare find with pool, tennis and basketball. This fabulous sun-drenched newly-renovated and expanded home built with style and quality , 7 bedroom, 8.5 bath home, including 2 first floor en suite masters and 2 laundry rooms spacious and perfect for all occasions. Enjoy and relax in the secluded backyard with a beautiful new heated gunite pool, spa and tennis surrounded by 3 acres of beautifully landscaped grounds. In close proximity to the beach and the Village of Southampton, this should not be missed. . The perfect entertaining home and ultimate sanctuary. Designer-decorated and meticulously-appointed spaces complete this perfect oasis with 6700 SF of living space. Listing ID: 736345

August - LD Rental: $135,000

Cristina Matos
(631) 204-2408

Richard Finder
(631) 702-7511

Pleasant Avenue
$135,000

Westhampton, NY
Rental
Bedrooms: 3
Bathrooms: 3
Web ID: 3592613

Down a private drive which ends at Beaver Dam Creek, leading to Moriches Bay and beyond, you will come upon an idyllic spot upon which dreams and memories are made.. This decorator-done coastal haven with pool, dock and separate office/ yoga studio outbuilding has been created for a waterfront lifestyle of ease, quiet luxury and just plain fun. Situated just-so, to take advantage of the vista of swaying sea grasses and the azure waters. The en-suite Primary bedroom is on the main level, with two additional bedrooms, an additional full bath, and charming powder room. A love-seated book nook area, perched next to an upper level balcony, offers respite and fabulous views. The playroom and 'crow's nest' hideaway offer more rooms and cozy quarters .Paddle, sail away or anchor your boat for the season from the private dock. Escape from the world in the private entry studio above the huge...

Palmer Gaget
(9179293449) ) ) ) ) ) ) ) ) )

Mill Road
$135,000

Westhampton Beach, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 3566563

This classic Hamptons home, nestled in manicured gardens and less than a mile to the Village, is as comfortable as it is sophisticated. Enter to a beautiful open foyer with views of the dining room and sumptuous living room beyond. Completing the ground floor is an open gourmet kitchen and den and a primary bedroom ensuite with access to the deck. Upstairs are three spacious guest bedrooms and an outdoor balcony. The fun continues with a covered deck for lounging, grilling, and dining, a heated, gunite pool, soft-surface playground, gorgeous, gated gardens, and a gym and playroom on the lower level. Less than a mile to Main Street with beach rights to WHB Village beaches, Rogers and Lashley, this is the perfect Village rental!

Dawn M. Litel Murphy
(9176237696) ) ) ) ) ) ) ) ) )

Village Of Southampton
$135,000

Village of Southampton, NY
Rental
Bedrooms: 7
Bathrooms: 7.5
Web ID: 735525

Impressive village traditional, privately situated in the estate section on a dead-end street, beautifully landscaped 2-acre property with a 20' x 40' heated pool. Family room, large sun-room, formal living and dining room, eat-in gourmet kitchen, original hardwood plank floors throughout, seven bedrooms, including two primary bedrooms one in 1st floor and one on second floor, and seven and one-half baths. Additional amenities include two fireplaces, central air-conditioning, mudroom, and playroom above the garage. Now available July or August 2025. Shorter periods upon request. Listing ID: 735525

July Rental: $135,000
August Rental: $135,000

Amelia M Doggwiler
(631) 204-2426

Lillian A Holtzclaw
(631) 204-2430

Village Of Sag Harbor
$135,000

Village of Sag Harbor, NY
Rental
Bedrooms: 5
Bathrooms: 4.5
Web ID: 898592

On coveted Glover Street in the heart of Sag Harbor Village is this beautifully and recently completed custom residence with designer decorated interiors by Mitchell Gold. With water views, this property is moments to the Main Street shopping, Long Wharf, and some of the most famous restaurants In the Hamptons. This 5 bedroom 5 1/2 bath house offers a first floor as well as a second floor primary suite with a fireplace. There is a formal living room with a fireplace as well as a large family room with another fireplace, all open to the professionally outfitted kitchen and dining areas. The glassed in porch offers the 4th fireplace, for cozy relaxation, cocktails or entertaining. The lower level is finished with radiant heated floors, gym, living space, wet bar, movie theater and bedroom with full and half baths and 2nd laundry. ...

June Rental: $65,000
July Rental: $135,000
Year Round: $400,000

Andrea L Ackerman
(631) 537-4340

Elizabeth A Phenis
(631) 537-4357

Bridgehampton
$135,000

Bridgehampton, NY
Rental
Bedrooms: 5
Bathrooms: 4
Web ID: 755355

RR#: RP240195 Right in the heart of Bridgehampton, this great house is complete with 4 bedrooms, 4 baths, and 1 bedroom and 1 bath is the guest cottage. Also located on the 1.1 acres is a heated pool and mature landscaping. The beautiful grounds are about 23 acres of nature preserve. 5 T.V's, Media room, sunroom and full gym are added bonuses. The cathedral ceilings make this house even more special! Listing ID: 755355.

Custom Rental: $175,000
MD - LD Rental: $150,000
July / Aug Rental: $135,000
Year Round: $250,000

Astrid Pillay
(631) 771-5312

68 West Water Street Unit #29
$135,000

Village of Sag Harbor, NY
Rental
Bedrooms: 3
Bathrooms: 2.5
Web ID: 915565

This amazingly totally custom-made renovated waterfront townhouse has it all plus an ideal location in the center of Sag Harbor Village close to all the amenities and enjoyments this wonderful waterfront village has to offer. The townhouse is elegantly furnished with Serena and Lily, featuring open spaces and high ceilings with floor to ceiling French glass doors opening to your own water view deck equipped with beautiful outdoor furniture, dining table and BBQ. The brand-new Chefs eat-in kitchen with island has everything you need as Thermador appliances, double oven/microwave, air fryer, ice maker, wine cooler to name some... There are 3 bedrooms located on the second floor; the primary bedroom has a deck with lounge chairs overlooking the outdoors and water views, this room come up with a control panel for lighting and shades on both sides of bed with overhead reading lights; the primary bathroom...

Year Round: $135,000

Amelia M Doggwiler
(631) 204-2426

26 Georgian Lane
$135,000

Water Mill, NY
Rental
Bedrooms: 6
Bathrooms: 6.5
Web ID: 903266

RR# RP230487. Located in Water Mill, South of the Highway, on a coveted, private lane, this luminous, new shingle-style construction features 6 bedrooms, 6.5 baths and 2 fireplaces across 5,400+ sf of living space. A light-filled entry leads to an open, spacious living room in a home featuring modern Asian decor. Five ample sliding glass doors open directly to the bluestone back patio, a heated gunite 20x40 pool, and a beautifully-landscaped backyard. The home also offers 2 primary suites with separate showers and soaking tubs, 4 ensuite bedrooms, including one with its own private entrance and patio. On the second floor, there are a library/meditation room and a private office space. The ground floor includes a recreation room with a ping-pong table and one bay within the 2-car attached garage. Additional amenities include multiple outdoor areas for dining and entertaining, a gas-fired grill, a covered loggia, outdoor shower, and...

March Rental: $10,000
April Rental: $15,000
MD - LD Rental: $325,000
July Rental: $135,000
July / Aug Rental: $290,000
August - LD Rental: $165,000

John P Vitello
(631) 204-2407

Village Of Southampton
$130,000

Village of Southampton, NY
Rental
Bedrooms: 7
Bathrooms: 7
Web ID: 742962

Summer light and casual elegance await you in this 5,000+/- sq. ft. 7 bedroom, 7 bath Southampton Village home. Outdoor living space has been added with seating and an outdoor fireplace and outdoor shower. Chef's kitchen, central air-conditioning, heated pool with outside covered seating area with fireplace. Gym and staff quarters make this the perfect summer residence. Close to shopping and beach. Listing ID: 742962

July Rental: $130,000
July / Aug Rental: $240,000
August Rental: $135,000
August - LD Rental: $140,000
Two Week Rental: $65,000

Christopher J Burnside
(516) 521-6007

Aubri Peele
(631) 252-5434

Village Of Southampton
$130,000

Village of Southampton, NY
Rental
Bedrooms: 5
Bathrooms: 5
Web ID: 735595

Pristine 5 bedroom, 5 bath Traditional on a tranquil Village lane, moments from several village ocean beaches. French doors open out to bluestone terrace, lawn and sparkling, heated gunite pool. First floor has 1 master bedroom, 1 ensuite guest bedroom and 1 small bedroom and hall bath near stylish den. Bright living room with fireplace, eat-in-kitchen, 2 upstairs bedrooms and baths. Lower level has additional seating area and hybrid infra-red sauna. Listing ID: 735595

February Rental: $12,000
March Rental: $18,000
April Rental: $20,000
May Rental: $35,000
MD - LD Rental: $275,000
June Rental: $50,000
June/July Rental: $175,000
July Rental: $130,000
July / Aug Rental: $230,000
August - LD Rental: $130,000
Year Round: $315,000

Christine Sullivan Witker
(631) 204-2403

Maritza Jimenez
(631) 204-2411

Pheasant Run
$130,000

Quogue, NY
Rental
Bedrooms: 5
Bathrooms: 4
Web ID: 3583215

Picture your 2025 summer in Quogue. Secluded contemporary nestled on over an acre, offers so many special amenities. First floor boasts open layout with bedroom suite, dining table to sit 10 guests. Second level has 3 additional guest bedrooms, bathroom and primary suite with spacious bath and a private balcony. Lower level offers a media room, game room and additional living space, laundry room with additional refrigerator and freezer, a full bath and a gym. Outdoors an expansive deck for entertaining, heated gunite pool, hot tub, tennis court, outdoor shower, firepit and a bar area. Under 10 minutes to Quogue Village beach with offers amenities for your beach day. Don't miss this unique home for your summer pleasure., Additional information: ExterioFeatures:Tennis,Interior Features:Guest Quarters

Bridgehampton
$130,000

Bridgehampton, NY
Rental
Bedrooms: 5
Bathrooms: 4.5
Web ID: 736150

RR# RP241027. Enjoy the summer south of the highway in this beautiful home with ample space for entertaining. Five bedrooms, 4.5 baths, gourmet kitchen, and a pool house. Large patio and pool. Completely private yard; close to the ocean and Village. Entire house renovated and outfitted with beautiful furnishings. Listing ID: 736150

July Rental: $130,000
Two Week Rental: $50,000

John P Vitello
(631) 204-2407

Susan L Ratcliffe
(631) 537-4327

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