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Southampton
$80,000

Southampton, NY
Rental
Bedrooms: 6
Bathrooms: 6.5
Web ID: 755843

RR#: RP240695. This wonderful, 6 bedroom, 6.5 bath home sits high on a hill overlooking Shinnecock Bay and the ocean beyond. The first floor has an open floor plan with a living room with fireplace, a dining area and a kitchen. There is a first floor bedroom plus a billiards table for hours of fun. These rooms open out onto a deck with a pool, outdoor dining, and unbelievable views. The master and 3 additional bedrooms are on the second floor and there is a finished lower level with an additional bedroom. There is an all-weather tennis court and a private path to a sandy beach all on a private 2+ acre property. Great for entertaining. Listing ID: 755843

July / Aug Rental: $120,000
August - LD Rental: $80,000

Richard Finder
(631) 702-7511

Marie McCullough
(631) 204-2420

Tuckahoe
$95,000

Tuckahoe, NY
Rental
Bedrooms: 6
Bathrooms: 5
Web ID: 880665

Enjoy the off season or plan ahead for summer 2025 with this recently built home. Featuring 6 bedrooms, including primary suite with private balcony, large walk-in waterfall shower and stand-alone soaking bathtub, 5 baths (one full in pool house), 18 x 32 gunite pool with stone surround, large, covered porch and a fantastic pool house. Additional amenities include beautiful landscaping and outdoor entertaining areas, central air, indoor/ outdoor fireplaces and garage. Tesla charging station. Extremely close access to both Southampton Village and Coopers Beach makes this an easy choice for an exceptional Hampton stay. Listing ID: 880665

May Rental: $45,000
June Rental: $70,000
July Rental: $95,000
August - LD Rental: $95,000

Kimberly Kakerbeck
(631) 537-4351

Village Of Southampton
$200,000

Village of Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 735510

JUST RENOVATED! Enjoy three acres of full privacy in one of the best waterfront 'Lake Agawam' estate areas, right in the Village of Southampton. Two-story traditional with a total of 2,800 sq.-ft., living room, den, dining area, kitchen, four bedrooms (including primary), three baths, central air-conditioning, full basement, outdoor terrace, and a heated waterside pool. Available winter months and summer 2025. Other periods upon request ID: 735510

Custom Rental: $250,000
August - LD Rental: $200,000
September Rental: $50,000
Winter Rental: $12,000
Short Term Weekly: $50,000

Amelia M Doggwiler
(631) 204-2426

Shelter Island
$55,000

Shelter Island, NY
Rental
Web ID: 905943

Enjoy the calm life on Shelter Island in this Designer/Builder's chic 2 bedroom, 2 bath dream beach house down the street from the water and Wade's Beach, one of many Shelter pristine beaches where you can also kayak, paddleboard or sail. Amenities include, a new 2 car detached garage with a charging station, and bikes for island cycle touring, Outdoor shower, outdoor dining area and grill outback. Visit the many new restaurants, Leon 1909, Vine Street Cafe,The Pridwin, The Chequit, Rams Head Inn, Isola, Sunset Beach, Slice, Ecentric Bagel, shops, Music presented by The Perlman Music Program, or visit the Historical Society, Sylvester Manor. Take day trips to the North Fork vineyards and the south fork ocean beaches and towns. Have the quintessential summer here. Not to be missed.

Custom Rental: $18,000
Winter Rental: $3,000
Year Round: $55,000

Cynthia R Barrett
(631) 537-4322

Shelter Island Heights
$50,000

Shelter Island Heights, NY
Rental
Bedrooms: 4
Bathrooms: 2
Web ID: 743879

Be in the heart of Shelter Island with the nearby Chequit, the Dory, breakfast bar, marina and liquor store and shopping while enjoying the chirping birds on the veranda of this charming four bedroom Victorian.

MD - LD Rental: $50,000

Elizabeth Wohl
(631) 903-6193

East Hampton
$120,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 907655

Rental Registration #: 23-1209 Experience the best of East Hampton living year-round in this exquisite beach house. This beautifully renovated home offers an inviting atmosphere that's perfect for all seasons. As you step inside, you'll be greeted by an open and sunlit first floor featuring an en-suite master bedroom and an additional full bath. The custom high-end eat-in kitchen seamlessly flows into a cozy TV/den area, creating an ideal space for gatherings and relaxation. Venture to the second floor, where you'll find two more bedrooms and another full bath, providing ample room for guests or family. An exciting new addition to this property includes a fourth bedroom and a sleek TV area, adding versatility to your living space. What truly sets this property apart are its remarkable outdoor entertaining spaces. At every turn, you'll discover unique spots for dining or lounging, surrounded by lush, tropical plantings. The heated gunite pool...

Year Round: $120,000

Timothy R O'Connor
(631) 771-5321

Jeffrey C Carter
(631) 771-5323

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

Village Of Sag Harbor
$45,000

Village of Sag Harbor, NY
Rental
Bedrooms: 4
Bathrooms: 2
Web ID: 754580

Newly renovated - Wonderful Village home, within a short distance to all the shops, restaurants, and Wharf of Sag Harbor. 4 bedrooms, 2 bathrooms, beautifully furnished, well appointed kitchen, and roomy living room. Great deck area with very private and secluded heated pool with a salt water aqua pure cleaning system. Great value. Great location. New BBQ grill and New 50' flat screen TV! Have the summer you always dreamed about! . Listing ID: 754580

May Rental: $15,000
June Rental: $20,000
July Rental: $45,000
August - LD Rental: $55,000
September Rental: $15,000

Philip Judson
(631) 771-5328

Linley Pennebaker Hagen
(631) 725-5583

Southampton
$235,000

Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 738002

RR# RP230940 Beautifully decorated and newly built 5 bedroom with an open living eating and kitchen area. House is well appointed an meticulously thought out for easy living. The home has a heated pool, beautiful yard and sits on a cul-de-sac with a large community green complete with a playground, tennis and basketball courts. So close to the heart of Southampton Village. Must see

Year Round: $235,000

Cynthia R Barrett
(631) 537-4322

Water Mill
$115,000

Water Mill, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 756201

Lovely home on an acre of property resides this spacious four-bedroom, three-bathroom Contemporary. The home is beautifully furnished with a large living room, sunroom, dining room, office, and a great kitchen. The lower level can be a den or play area for the kids. The grounds are beautiful with an inground heated pool and outdoor shower. The pool comes with a child safety fence if needed. Great location and close to ocean beaches. Updated for 2020. Listing ID: 756201

July / Aug Rental: $115,000

Christopher J Burnside
(516) 521-6007

Sag Harbor
$45,000

Sag Harbor, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 737667

RR#: RP241233 This newly renovated four bedroom, three and a half bath contemporary has an open floor plan, new kitchen with marble counter tops and stainless appliances, new baths and water views from the second floor. Just a short distance to Long Beach and close to Sag Harbor village too. Listing ID: 737667

May Rental: $10,000
July Rental: $45,000
August - LD Rental: $55,000
September Rental: $15,000
October Rental: $10,000
Winter Rental: $5,000

Maureen J Geary
(631) 903-6167

Amagansett
$28,000

Amagansett, NY
Rental
Bedrooms: 4
Bathrooms: 2
Web ID: 754731

Rental Registration #: 20-557 Charming three bedroom, 2 bath, shingled cottage, on oversized lot affording a lot of privacy. The den could be a possible 4th bedroom. Two zone air conditioning system makes for a very comfortable rental on those hot summer days. Just minutes to the beach, leave your car in the driveway. You won't need it at this adorable, and affordable summer cottage. Bikes come with the rental. Updated for 2021. Listing ID: 754731

Custom Rental: $50,000
June Rental: $28,000
June/July Rental: $50,000
July Rental: $28,000
August Rental: $28,000

Sharman S Peddy
(631) 903-6171

East Hampton
$50,000

East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 3.5
Web ID: 754469

Rental Registration #: 24-511. This property is very well located, close to Amagansett village, East Hampton village, and ocean beaches. Tastefully decorated in a bright and elegant style, and replete with features such as a discrete family room, formal dining room, all 3 bedrooms ensuite, a heated pool with its poolhouse, and a great screened porch. There are double ovens in the kitchen, and twin washing machines for laundry. All this on beautiful grounds with mature landscaping. Listing ID 754469

July / Aug Rental: $50,000

Philip Judson
(631) 771-5328

Water Mill
$215,000

Water Mill, NY
Rental
Bedrooms: 4
Bathrooms: 4.5
Web ID: 738888

RR# RP220731. White stucco house with red-tile roof sits on 2.3 acres of beautifully landscaped grounds with heated gunite pool, outdoor gazebo dining area equipped with barbeque grill. House architecture has a contemporary feel for airy, high ceiling rooms with lots of white color and modern shapes. It has a fire place, formal dining area, 5 bedrooms (Master Suite & Jr. Master), 6 fully renovated bathrooms, 3-zone air-conditioning, garage and additional parking space for guests. It is 10 min away from villages of Southampton, Water Mill or Bridgehampton, or any beach around. Home is furnished luxuriously, filled with contemporary art throughout the house. Listing ID: 738888

Year Round: $215,000

Michael Petersohn
(631) 771-5336

East Hampton
$20,000

East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 1.5
Web ID: 737311

Rental Registration #: 24-1354 - This very charming and completely renovated three-bedroom, one and one-half-bath two-story traditional residence is situated on a beautifully landscaped, large parcel. Features include a first-floor primary bedroom, fireplace, central air-conditioning, and garage. This property is located close to local waterfront dining, shopping and the villages of Amagansett and East Hampton. Owner would consider a two week rental for the last two weeks of August also.

July Rental: $20,000
July / Aug Rental: $42,000
August - LD Rental: $25,000

JB Jose B DosSantos
(631) 903-6147

Leslie Hillel
(631) 771-5311

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

East Hampton
$26,500

East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 739550

RR: 24-33. Perfect for sophisticated entertaining! Enjoy this pristine 3-bedroom rental with a soaring living room and beautiful light. The Kosher (optional) gourmet chef's kitchen with Viking appliances is surrounded by Caesarstone countertops. The private primary bedroom and bath feature a steam shower and large Jacuzzi. Lounge on the new outdoor deck that surrounds the heated pool. Community tennis is a short stroll. Two bikes and a myriad of beach gear round out this plug and play summer rental. Conveniently located to all shops in East Hampton Village or take a 10-minute drive to Sag Harbor or Amagansett.

January Rental: $3,500
February Rental: $3,500
March Rental: $3,500
MD - LD Rental: $78,500
June Rental: $14,000
June/July Rental: $41,000
July Rental: $26,500
July / Aug Rental: $61,000
August Rental: $33,000
August - LD Rental: $34,000
Winter Rental: $11,000

Andrea L Ackerman
(631) 537-4340

Elizabeth A Phenis
(631) 537-4357

East Hampton
$70,000

East Hampton, NY
Rental
Bedrooms: 5
Bathrooms: 5
Web ID: 736655

Newly expanded and upgraded East Hampton Village home close to ocean beaches and downtown with approximately 4100 sq. ft. of living space. The house sits on a half acre. with 5 bedrooms, 5 full baths, light-filled living room with fireplace, open kitchen, dining room, den/TV room, central air-conditioning, and 40' heated pool with waterfall and nightlights. The kitchen is fully upgraded with Subzero refrigerator, Viking range, Viking dishwasher, microwave drawer and additional under counter refrigerator. Large kitchen island and granite counter tops. New primary en-suite on second floor includes a queen bed, marble master bath with double sink, shower, bubble soak tub, and walk in closet. Additionally, upstairs, there are three additional guest bedrooms, one ensuite and two of the bedrooms have a shared bath. The laundry room located on the second floor has a new large capacity washer and dryer. Blue stone patio, wood deck and propane BBQ grill....

MD - LD Rental: $170,000
June Rental: $50,000
July Rental: $70,000
August - LD Rental: $80,000
September Rental: $50,000
Winter Rental: $20,000

JB Jose B DosSantos
(631) 903-6147

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

Sagaponack
$60,000

Sagaponack, NY
Rental
Bedrooms: 5
Bathrooms: 3.5
Web ID: 742671

Approximately 1,100+/- ft from the ocean, this Sagaponack cedar shingle traditional offers beautiful living spaces in a premier Hamptons location. The magnificent property is professionally landscaped with manicured lawn, mature trees, and tall privet hedge for privacy. The first floor features an entry foyer with custom cubbies, and a powder room. Light-filled and airy, the gourmet eat-in kitchen with stainless appliances opens to family room with tv. A separate wing on this floor offers three guest bedrooms which share a large bathroom where laundry room can also be found. Upstairs, there is a large bonus room which can be used either as a recreational space, or as a bedroom. The library leads to a primary suite with a private bath, ample closet space, and a balcony overlooking the grounds. The lower level offers a full bathroom and steam room. Charming and conveniently located, this is the perfect place to enjoy...

June Rental: $60,000

Christopher J Burnside
(516) 521-6007

Philip Judson
(631) 771-5328

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