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Southampton
$30,000

Southampton, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 736281

RR# RP220199. Lovely 3 bedroom, 2 bathroom home situated on a beautifully landscaped .34 acres in Southampton. Welcoming front porch, living room with fireplace, eat-in kitchen, large dining/sunroom with wood burning stove, and windows on 3 sides looking over deck, back and side yards. Recently-renovated with new bathroom, in-ground heated pool and screened porch. Full walk out basement, with many possibilities. Garage, laundry, central air. Stroll to Shinnecock Bay. Listing ID:736281

August - LD Rental: $30,000

East Hampton
$25,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 4.5
Web ID: 735593

Rental Registration #: 24 - 0,773 - Two-story traditional situated in a lovely woodland setting offers four ensuite bedrooms (including primary with fireplace) plus a sleeping loft, and four and one-half baths. Living room with fireplace, formal dining room, and well-appointed kitchen. Comfort is a priority with three-zone heat and air-conditioning. The private 1.47+/- acre property borders a 21+/- acre reserve and is one-half mile from the beach. 20'x 40' heated vinyl pool with bluestone trim, an outdoor shower and extensive decks round out this offering. Listing ID: 735593

June Rental: $25,000
Short Term Weekly: $25,000
Year Round: $185,000

JB Jose B DosSantos
(631) 903-6147

Southampton
$55,000

Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 735801

RR #RP240241. This charming and private waterfront cottage features a living room with vaulted ceilings and fireplace, as well as a library, dining area, and new country kitchen. The decor is light and airy for a peaceful experience. All rooms open to an aged patio with teak furnishings. This beautiful home also includes a heated gunite pool, hot tub, and 20' dock. Separate guest bungalow comes complete with one bedroom and one bathroom. Two-car detached garage. The views offer vistas of open space that are mesmerizing. Lush vegetation in the backyard ensures privacy. Listing ID: 735801

MD - LD Rental: $99,000
July / Aug Rental: $85,000
August - LD Rental: $55,000
Year Round: $159,900

John P Vitello
(631) 204-2407

Water Mill
$360,000

Water Mill, NY
Rental
Bedrooms: 4
Bathrooms: 7.5
Web ID: 736788

Majestic, private Architectural Digest cover home, situated on 20 acres surrounded by 30 more, a perfect retreat to connect with nature during these times Your own full-time staff and groom for the horses, if you choose to ride. Super pristine with all handmade custom details, must be seen to truly appreciate this work of art. Surrounded by 50 acres of the reserve for total privacy, this elegant house offers 4+ bedrooms and 7+ baths, a family room, a dining room, an amazing kitchen, a movie theater, a gym, 3-car garage, and 4 fireplaces. The property provides a heated pool, riding trails, horse barn and paddock. This is one of the most beautiful, one of kind properties in the Hamptons. Listing ID: 736788

February Rental: $29,000
March Rental: $29,000
Year Round: $360,000

Andrea L Ackerman
(631) 537-4340

Donna L Landry
(631) 725-5573

Village Of Southampton
$175,000

Village of Southampton, NY
Rental
Bedrooms: 6
Bathrooms: 6.5
Web ID: 738850

This spacious home on .36 acres is just moments from the center of the village and ocean beaches. Beautifully decorated with 6 bedrooms, 6.5 baths, 5 fireplaces, a gourmet kitchen, home theater with reclining chairs, a billiard room and custom built bar. There is also a pool house with 2 rooms and full bath, heated gunite pool and exquisite landscaping. A perfect spot to spend the Summer! Listing ID: 738850

MD - LD Rental: $375,000
June Rental: $100,000
July Rental: $175,000
July / Aug Rental: $325,000
August - LD Rental: $225,000

John P Vitello
(631) 204-2407

Village Of Southampton
$80,000

Village of Southampton, NY
Rental
Bedrooms: 5
Bathrooms: 5.5
Web ID: 737306

Stylish Southampton Village 5-bedroom home less than a mile from ocean beaches. Just moments from the Village center and its world-class shopping and dining. The home is new (built in 2016), modern and immaculate. The 2-story home offers 5,000+/- sf of living space with a contemporary and open floor plan. Sun-filled great room and professional kitchen (with breakfast room) form the central hub. Glass hallways radiate out from the great room leading to well-appointed en suite bedrooms, dining room, and sitting rooms. The beautiful interiors flow effortlessly to the outside entertaining spaces including the outdoor dining area with pergola, bluestone patio, and the 20' by 40' heated gunite swimming pool. Manicured and perfect. Additional interior amenities include 3 fireplaces and CAC. New, turnkey, Southampton Village home moments from the very best the Village has to offer. Listing ID: 737306

May Rental: $20,000
June Rental: $65,000
July Rental: $80,000
August Rental: $150,000

Village Of Southampton
$10,000

Village of Southampton, NY
Rental
Bedrooms: 5
Bathrooms: 4.5
Web ID: 755857

Be the first to enjoy this recently renovated Southampton Village Traditional located only about a half of a mile from both Southampton Village and Little Plains Beach, the location alone makes this summer rental an outstanding value! The main house offers four bedrooms and two and one half bathrooms with an additional bathroom located in the detached accessory apartment that the new owners have turned into a useful 'bunk room'! This private flag lot offers nearly an acre of land, with the main house carefully situated in the middle of the property offering ample room for outdoor entertaining. Both the living room and kitchen open out to new mahogany decks. Two sets of French doors in the living room open out to the deck that overlooks the fenced in yard and pool area to the east side of the house, and the sliding door in the kitchen opens out to...

March Rental: $10,000
April Rental: $10,000
May Rental: $20,000

East Hampton
$15,000

East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 754506

Rental Registration #: 22-89. Lovely contemporary home with spacious, private master suite, two additional lovely bedrooms, heated pool and a large deck w/retractable awning! There are three fireplaces, a large chefs kitchen with a 9-foot granite island perfect for entertaining. A finished basement with billiards table adds to the fun. Moments from the buzzy new Springs restaurants SiSi and Rita's Cantina. This home has a fabulous location just off of Three Mile Harbor Road, close to the beautiful bay beaches and just 5 minutes to East Hampton and less than 10 to Amagansett and the Ocean beaches Atlantic and Indian Wells. Listing ID 754506.

September Rental: $15,000

Robert Stearns
(631) 771-5317

Michael Petersohn
(631) 771-5336

Southampton
$24,000

Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 2.5
Web ID: 875885

Rental Reg. # RP201446. This bright and light-filled house is located on a shy half acre in Shinnecock Hills. The beautifully renovated home features an open floor plan, including a beautiful kitchen with granite counter tops and stainless steel appliances, living room and formal dining area. In addition to the private master bedroom suite, the house has 3 more bedrooms and 1.5 baths. The home includes extensive decking overlooking the heated pool. Listing ID: 875885

August - LD Rental: $24,000

Bridgehampton
$85,000

Bridgehampton, NY
Rental
Bedrooms: 5
Bathrooms: 4
Web ID: 742578

Enjoy beautiful sunset views over farm fields from the back deck of this handsome contemporary. Stellar location just one-half mile +/- from the village of Bridgehampton. Offering five bedrooms, four baths, living room with fireplace and double-height ceilings, central air-conditioning. On over two acres featuring a heated pool and mature gardens. Listing ID: 742578

July Rental: $85,000
August - LD Rental: $90,000

Christopher J Burnside
(516) 521-6007

Bridgehampton
$25,000

Bridgehampton, NY
Rental
Bedrooms: 2
Bathrooms: 1
Web ID: 738072

RP#: 160508 This charming, bright and open furnished cottage features a newly-vaulted ceiling in the living room with a Great Shell chandelier, fireplace, dining area, kitchen with new white stone counter, two bedrooms and a bath with wainscot walls and new glass and tiled walk-in shower and fixtures. A new stone private patio with elegant English metal tables and chairs are surrounded by mature Yew hedges. Listing ID: 738072

February Rental: $4,500
March Rental: $4,500
April Rental: $4,500
MD - LD Rental: $60,000
June Rental: $15,000
July Rental: $25,000
August - LD Rental: $25,000
September Rental: $4,500
Winter Rental: $36,000
Year Round: $80,000

Mary Ellen McGuire
(631) 537-4324

Maritza Jimenez
(631) 204-2411

Bridgehampton
$100,000

Bridgehampton, NY
Rental
Bedrooms: 5
Bathrooms: 4.5
Web ID: 736789

Conveniently located and close to Bridgehampton Village. You must see this pristine traditional in a great Bridgehampton location. This home features 4100 sq. ft.-4 bedrooms/4.5 baths...Sheek Dining Room, Living Room with Fireplace, Gourmet Kitchen, 2 Master suites, Den, plus finished lower level with den, Game Room, and Wine Cellar. When you need a break from our beautiful beaches, relax by the tastefully furnished pool area and spa. The landscaped grounds set the stage for an enchanted evening of dining under the pergola. It's simply perfect!

July Rental: $100,000
August Rental: $120,000
Two Week Rental: $50,000

Christopher J Burnside
(516) 521-6007

Aubri Peele
(631) 252-5434

Village Of East Hampton
$35,000

Village of East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 738418

Classic single-level traditional in the village of East Hampton, situated on a beautifully landscaped property with a sparkling 16' x 32' pool (not heated) and hot tub. Living room, dining room, kitchen, three bedrooms, two baths, full basement, wood burning stove, central air-conditioning, and ceiling fans throughout. Close to all the village has to offer.Listing ID: 738418

MD - LD Rental: $80,000
June Rental: $25,000
July Rental: $35,000
July / Aug Rental: $70,000
August - LD Rental: $35,000
September Rental: $10,000
October Rental: $10,000

JB Jose B DosSantos
(631) 903-6147

Village Of Sag Harbor
$25,000

Village of Sag Harbor, NY
Rental
Bedrooms: 2
Bathrooms: 2.5
Web ID: 899555

Gorgeous, recently renovated Main St duplex apartment in the heart of Sag Harbor Village. The apt is located in the rear of the house and has exclusive use of the beautiful backyard and plunge pool - affording wonderful privacy. The chic, light-filled 2 bedroom, 2.5 bath is equipped w/ stainless Fisher Paykel appliances, designer furnishings and a washer/dryer. Second floor offers a large primary, with luxurious bathroom and a guest bedroom with bath. There is a second living room off the upstairs bedrooms. Close proximity to all Historic Downtown Sag Harbor's shops, restaurants and Marina's. Don't miss this perfect setting! Listing ID: 899555

August - LD Rental: $25,000

Kimberly Kakerbeck
(631) 537-4351

North Sea
$60,000

North Sea, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 755716

RR# RP170661. This beautiful 4-bedroom, 3.5-bathroom home is just moments to Southampton Village shops, restaurants, and ocean beaches. It is sited on over 3 private acres and surrounded by fruit orchards and horse farms. Fabulous kitchen for entertaining, a gym, sunny pool area, plus other wonderful amenities. Listing ID#: 755716

May Rental: $20,000
MD - LD Rental: $160,000
June Rental: $34,000
July Rental: $60,000
July / Aug Rental: $120,000
August Rental: $65,000
September Rental: $27,000

Maritza Jimenez
(631) 204-2411

Southampton
$50,000

Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 754920

A paved gated driveway leads you to an elegantly appointed 4 bedroom, 3.5 bath home in the heart of Southampton Village. On the ground floor, you'll find a pristinely kept living room with fireplace, two bedrooms with plush queen sized beds, a spacious kitchen with stainless steel appliances as well as a laundry room with access to the garage. The open dining area seats 8, and opens up to a large pool side deck and bricked BBQ area perfect for al fresco dining. Entertain in the lower level equipped with a mini bar, pool table, piano and plush sitting area with a large flatscreen TV. On the second floor is a spacious master suite with walk in closets and spa-like bathroom. A second bedroom with en suite bathroom and walk in closet sits adjacent. Relax outdoors on the private and beautifully landscaped yard surrounding an in-ground heated pool. All of...

MD - LD Rental: $120,000
July Rental: $50,000
July / Aug Rental: $100,000
August - LD Rental: $55,000

Richard Finder
(631) 702-7511

Southampton
$27,000

Southampton, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 737415

RR#:RP201267 Attractive 3 bedroom, 2 bath home with a sunny yard and heated pool is is conveniently located close to everything. Crisply furnished and ultra-clean, it is the perfect summer getaway. Listing ID: 737415

MD - LD Rental: $65,000
July Rental: $27,000
July / Aug Rental: $55,000
August - LD Rental: $32,000

Gertrud Hoertnagl-Pereira
(631) 204-2425

Richard Finder
(631) 702-7511

Amagansett
$45,000

Amagansett, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 908887

Rental Reg. # 23-1177. Fully renovated Amagansett Dunes 3 Bedroom, 2 Bathroom cottage with oak flooring, renovated kitchen featuring Viking appliances. Mako Lane is conveniently located off of Bluff Road, minutes to the town of Amagansett. Great outdoor spaces with dining under a pergola, outdoor seating, a fire pit and outdoor shower. Direct ocean beach access. Listing ID: 908887

MD - LD Rental: $135,000
July Rental: $45,000
August - LD Rental: $50,000

Roxanne A Briggs
(631) 903-6121

East Quogue
$85,000

East Quogue, NY
Rental
Bedrooms: 5
Bathrooms: 4
Web ID: 905334

RR#: RP220216 Your quintessential Hamptons summer home awaits! The interior of the home is warm, spacious, and comfortable with nice central A/C to keep you cool on a summer's day. There is a fully finished basement to accommodate family and guests with their own private bath. The heated gunite pool with large deck is perfect for a bbq, sun-bathing, and lounging by the water. The backyard is very peaceful and quiet for solitude. You are a quick 10 minute drive from the majestic Hamptons beaches. Schedule a visit before it's too late! Listing ID: 905334

July / Aug Rental: $85,000

Michael C Dougherty
(631) 702-7526

Springs
$30,000

Springs, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 758200

Rental Registration # 24-17 Expires January 8th, 2026 Charming picturesque country cottage surrounded by mature lush landscaping with specimen plantings and perennials on 1/2 acre. Tastefully decorated throughout. Main level offers living room with fireplace, formal dining room and gourmet kitchen that overlook beautiful backyard gardens and brick patio perfect for alfresco dining and entertaining and a generous Primary Suite with full bath. Upper Level provides privacy for 2 additional bedrooms with shared full bath. Lower Level offers family room, an authentic 'Tavern' bar and a fourth bedroom and full bath. This home is a tranquil experience perfectly situated between the bay and ocean beaches with a Marina, Maidstone Park, Springs dining and markets nearby. Listing ID: 758200

Custom Rental: $50,000
June Rental: $20,000
July Rental: $30,000
Short Term Weekly: $10,000

Dennis Gallagher
(631) 771-5309

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