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Amagansett
$40,000

Amagansett, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 736121

Rental Registration #: 22-0,458 - Beautifully sited on a quiet residential lane, close to Amagansett's ocean beaches, shops and restaurants, this bright, immaculate and stylishly appointed house is ideal. The 1.2+/- acre grounds are well landscaped, offering privacy to the newly remodeled, multi-level sun deck and the sparkling heated salt-water swimming pool. Bathed in natural light, the interior of the house features a living room with fireplace, high ceiling and glass doors to the poolside patio. An elegant dining room, new kitchen and three baths. The four bedrooms span three floors, including a primary suite with fireplace on the first and a guest room with distant ocean views on the third. Outside, there is also a detached garage, a spacious pool house with full bath and a new outdoor shower. Listing ID: 736121

June Rental: $30,000
July Rental: $40,000
July / Aug Rental: $85,000
August - LD Rental: $50,000

JB Jose B DosSantos
(631) 903-6147

Richard Finder
(631) 702-7511

Water Mill
$100,000

Water Mill, NY
Rental
Bedrooms: 5
Bathrooms: 5.5
Web ID: 758247

This 5,000 +/- sf gambrel home on 1+/- acre in the heart of Water Mill is moments away from Bridgehampton Main Street and less than 5 miles away from ocean beaches. This open-concept 5 bedroom, 5.5 bath home is filled with natural light. The first floor features a great room with double-height ceilings, a gourmet eat-in kitchen with stainless steel appliances, a formal dining room, a spacious primary suite, 2 additional bedrooms with a shared bath, and walls of glass leading to the spacious back deck. The second level features 3 ensuites with renovated marble baths. The fully finished basement offers 2 game rooms and ample storage. The grounds feature lush landscaping, a heated pool, and a har-tru tennis court. This exquisite, one-of-a-kind summer rental is not to be missed.

April Rental: $40,000
May Rental: $60,000
MD - LD Rental: $275,000
June Rental: $65,000
July Rental: $100,000
July / Aug Rental: $220,000
August - LD Rental: $120,000
September Rental: $70,000

Christopher J Burnside
(516) 521-6007

Aubri Peele
(631) 252-5434

Southampton
$50,000

Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 4.5
Web ID: 736337

RR# RP230895. This 4 bedroom 4 bath home is situated on 2.52 acres on a private road. The backyard is perfect for entertaining or just escaping it all and relaxing in your own compound. Just moments from Towd Point Beach and minutes from Southampton or Sag Harbor villages. The home features an open floor plan, hardwood floors throughout and enough room for all to enjoy. This truly is a home worth seeing. Listing ID: 736337

July Rental: $50,000
July / Aug Rental: $100,000
August - LD Rental: $53,000

Robert M Lohman
(631) 204-2404

Richard Finder
(631) 702-7511

East Hampton
$12,500

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 2.5
Web ID: 738935

Rental Registration # 23-0,473 - Recently completed renovations provide enhanced brightness with the addition of a wall of French doors opening to the backyard and allowing sunlight to flood the communal living space. The newly completed screened-in porch is perfect for summer dinner parties and leads to the fenced-in heated pool and well-manicured lawn. This bright and well-maintained home offers three bedrooms on the 2nd floor (including primary and two guest rooms) and two and one-half baths, with a brand-new marble primary bathroom, complete with separate tub and sit-in shower. On the first floor there is also a den which could serve as a fourth bedroom with its pull-out couch, eat-in kitchen with granite counter tops and living room with all new furniture, a 55-inch flat screen TV and a fireplace. The recently finished lower level offers additional recreation space with a wet bar, a 60-inch TV and...

April Rental: $8,000
May Rental: $9,750
June Rental: $15,000
July Rental: $12,500
August - LD Rental: $22,500
September Rental: $10,000

JB Jose B DosSantos
(631) 903-6147

East Hampton
$53,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 741143

This impeccable, modern house is in the charming Barnes Landing section of East Hampton, a few blocks from bay beaches and just three miles from ocean beaches and Amagansett shops and restaurants. Completely transformed, the house is a perfect example of exacting detail, hi-style fixtures, and modern interior finishes. The main floor features an open, beautiful kitchen/dining area/living room, a leading suite, and a guest bedroom, each with ensuite baths. The kitchen features Thermador appliances, and all bathrooms have top-line fixtures. A walk-out Brazilian walnut deck overlooks a 55-foot gunite lap pool, spacious lawn, and ample bluestone patio. The ground floor includes a den, a second main suite, and an additional bedroom. There is a laundry room with a state-of-the-art washer and dryer and a large circular driveway for easy entry. You will be part of the Barnes Landing Association and use the beach and kayak storage facilities nearby.

July Rental: $53,000
August Rental: $53,000
August - LD Rental: $60,000
Short Term Weekly: $13,000

Steven Dorn
(631) 771-5325

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

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

Southampton
$65,000

Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 866292

Located at the end of a quiet cul-de-sac is this pristine 5470 sq.ft. custom-built traditional on .76 acres that is constructed and finished to the highest standards. Just off the welcoming foyer is an elegant formal dining room and comfortable den. The open plan has a chef's kitchen with custom cabinetry, and high-end appliances, dining and living area with fireplace. Upstairs is a spacious en-suite primary bedroom with attached bonus office and gym. Also on the second floor are three additional bedrooms and bath. The finished lower level has a media room, den, full bath and recreation room with pool table and video games. Great entertaining outdoor space with a 20x40 heated gunite pool and spa, large slate patio with covered dining area. The property borders a preserve and is especially peaceful. The home is minutes away from the Southampton Recreation Center with pickle ball, community tennis, full gym, track,...

May Rental: $15,000
MD - LD Rental: $145,000
June Rental: $30,000
July Rental: $65,000
July / Aug Rental: $130,000
August Rental: $70,000
August - LD Rental: $75,000
September Rental: $15,000

Christopher J Burnside
(516) 521-6007

Aubri Peele
(631) 252-5434

East Quogue
$21,000

East Quogue, NY
Rental
Bedrooms: 4
Bathrooms: 2
Web ID: 917663

Recent full renovation. Beautiful ranch style cedar shingled home with wood flooring throughout offers privacy on .06 landscaped acre. With separate oversized primary suite, mail level provides sun filled great room/dining room and open full kitchen with all new appliances. Separate long hallway leads to 3 additional bedrooms and bath. Gorgeous large sunroom room off DR leads to outdoor deck and lush pool area and outdoor shower. Bonus lower level offers family room with TV and laundry room with separate access. Convenient to all shopping

July Rental: $21,000
July / Aug Rental: $40,000
August Rental: $21,000
August - LD Rental: $21,000
September Rental: $12,000
Two Week Rental: $12,000

Dennis Gallagher
(631) 771-5309

Michael Casey
(631) 288-5441

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
$60,000

East Hampton, NY
Rental
Bedrooms: 5
Bathrooms: 6
Web ID: 890636

Rental Registry# 24-0,544 - Beautiful and expansive property just moments from the heart of East Hampton Village and its fantastic shops, restaurants, and ocean beaches. The 1.26+/- acre parcel is situated at the end of a private lane and features a spotless traditional home with brand new oversized (50 feet in length) heated gunite swimming pool and spa, with retractable cover. Built in 2006 and renovated in 2022, the 5-bedroom, 6-bath home offers an open floor plan, living room with fireplace, eat-in kitchen, formal dining area, and finished lower level with state-of-the-art screening room, gym, and full bath. The kitchen is simply stunning with incredible marble countertops, custom cabinets, and high-end appliances. All bedrooms feature gorgeous en-suite bathrooms, including the first-floor junior primary suite. The outdoors features a large deck with dining area and lounge area, overlooking a sprawling back yard with lush landscaping. An East Hampton property...

MD - LD Rental: $165,000
July Rental: $60,000
August - LD Rental: $75,000

JB Jose B DosSantos
(631) 903-6147

East Hampton
$70,000

East Hampton, NY
Rental
Bedrooms: 5
Bathrooms: 4
Web ID: 880646

Rental Registry #23-0,991 - Brand new construction with five bedrooms and four full baths in the Northwest part of East Hampton has it all. Upon entering the home, to your immediate right is the sunroom with vaulted ceiling and gas fireplace. The open floor plan combines the great room with a gas fireplace, dining area, and a gourmet kitchen with Wolf and Subzero appliances that leads to the backyard where a heated gunite pool is surrounded by a bluestone patio with a professional infrared bbq grill, fire pit, eating area, lounge chairs, hot water outdoor shower, and a lush landscaping with nightscape lighting. The ensuite primary bedroom has a soaking tub with double vanities, and surround sound system. Amenities include central-air-conditioning, whole house audio system including outdoor, instant hot water plumbing, smart enabled lights throughout, surround sound system in the great room, large screen wall mounted...

MD - LD Rental: $160,000
June Rental: $40,000
June/July Rental: $100,000
July Rental: $70,000
July / Aug Rental: $130,000
August - LD Rental: $70,000

JB Jose B DosSantos
(631) 903-6147

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

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

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