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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
$50,000

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: $150,000
June Rental: $34,000
July Rental: $50,000
July / Aug Rental: $105,000
August Rental: $65,000
September Rental: $25,000

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

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

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

Wainscott
$60,000

Wainscott, NY
Rental
Bedrooms: 5
Bathrooms: 4
Web ID: 742991

Wainscott hidden Gem - Tranquility at its finest! , 5 BR/ 4 BA w/ Pool, Tennis & putting green on 2.4 acres. This is a stunning meticulous light & bright five bedroom (2 up, 3 down), four bathroom home. Features three en-suite bedrooms, including two master suites. The open concept living room is sun-filled with open gourmet kitchen dining area with French doors leading outside to beautiful grounds featuring a heated 20 x 40 gunite pool, a secluded tennis court with basketball and putting green and sand trap. Conveniently located, only a 5-minute drive to Sag Harbor's Main Street and bay & ocean beaches and 7-minute drive to East Hampton & Bridgehampton. This beautifully landscaped property offers colorful gardens. A private serene retreat, perfect property for entertaining as well as relaxation. Features 6 smart TVs, surround sound music, Sonos zones inside & out, and high speed Internet. Listing ID: 742991...

April Rental: $15,000
May Rental: $15,000
MD - LD Rental: $150,000
June Rental: $20,000
July Rental: $60,000
August Rental: $65,000
September Rental: $20,000
Year Round: $225,000

Tracy Carey
(631) 537-4360

Amagansett
$245,000

Amagansett, NY
Rental
Bedrooms: 6
Bathrooms: 6.5
Web ID: 736679

Rental Registration #: 23-1,318. Be the lucky person to enjoy this beautiful custom home that has just been completed and professionally decorated. The first floor boasts a wall of glass overlooking the garden, pool and pool house. A veranda that has a drop down movie screen (for private viewing ) is just outside the first floor den. The second floor has a master suite with see through fireplace between the bedroom and the large master den/study. In addition, there are three ensuite large bedrooms perfectly appointed. The finished basement has a media room, another large ensuite bedroom, and a large entertainment room. Listing ID: 736679

MD - LD Rental: $535,000
June/July Rental: $340,000
July Rental: $245,000
July / Aug Rental: $445,000
August - LD Rental: $255,000
September Rental: $125,000

Mary Ellen McGuire
(631) 537-4324

Timothy R O'Connor
(631) 771-5321

Water Mill
$60,000

Water Mill, NY
Rental
Bedrooms: 4
Bathrooms: 2
Web ID: 742628

Beautiful farmhouse located in Water Mill South on Calf's Creek. The house is situated on a stunning piece of property with lush landscaping and mature trees. CAC, heated oval gunite pool. Close to the bay and ocean beaches. A special Hamptons country setting. Charming, unique, cozy, historical 'English style' cottage, built in 1750, with additions: 1 mile South of Sunrise Highway; take a stroll to the beach, 5 bedrooms; 4 in main house plus large guesthouse; 3 bedrooms open onto 1 acre garden (in total, sleeps 12 people: 1 king bed, 4 queen beds, 2 single beds), 3 bathrooms (2 ensuite; 1 bath, 2 showers) plus outdoor shower. Dining room seats 10. Kitchen seats 8; Sub Zero appliances. Pool is not fenced. Mature garden, large trees. 3 working fireplaces, A/C throughout the house, Wifi throughout. Large washing machine + large dryer.

May Rental: $35,000
MD - LD Rental: $160,000
June Rental: $50,000
July Rental: $60,000
July / Aug Rental: $125,000
August - LD Rental: $70,000
September Rental: $35,000

Stephanie J Louise
(631) 537-4345

Richard Finder
(631) 702-7511

North Sea
$84,000

North Sea, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 878417

Spend your summer entertaining or simply enjoying the tranquility of this nearly one acre, beautifully landscaped three bed, two bath home with private pool and outdoor shower. The backyard patio has a large dining table and an outdoor living room and grill and the pool area is fully enclosed, allowing for that extra peace of mind. The indoor living room offers plenty of seating for movie night or entertaining, adjacent to a large open eat-in kitchen with skylight and glass sliding doors opening out to the back patio. Relax next to the wood burning fireplace in the den with skylight, high ceilings, and glass sliding doors looking out to the back yard and pool area. The first-floor primary has an en suite bath, while both guest (queen size) bedrooms share the nearby guest bath. At the end of a long tree-lined driveway, this private property offers plenty of space...

Year Round: $84,000

Amelia M Doggwiler
(631) 204-2426

Wainscott
$65,000

Wainscott, NY
Rental
Bedrooms: 5
Bathrooms: 4.5
Web ID: 738944

Rental Registration #: 24-657 This newly renovated Hamptons home invites you in with a beautifully landscaped driveway. The home has a open floor plan setting with a large living room, kitchen and dining area. There are a total of four bedrooms with a first floor media/bonus room for a converted fifth bedroom. The home has four and half baths and a finished basement with family room/den, wet bar ad separate office. The property has beautiful gunite salt-water pool surrounded by fabulous backyard setting with mature plantings. Listing ID: 738944

MD - LD Rental: $165,000
June Rental: $30,000
July Rental: $65,000
August Rental: $65,000
Year Round: $220,000

Rachel Rushforth-Worrell
(631) 903-6160

Jeanne Galante
(631) 903-6184

Village Of Southampton
$100,000

Village of Southampton, NY
Rental
Bedrooms: 5
Bathrooms: 7.5
Web ID: 735873

Oceanfront property with ocean and bay views. Private master bedroom suite with 2 fireplaces, 2 baths, sauna, sitting room, oceanfront and bayfront balconies with gorgeous views. Guest wing with 4 en-suite bedrooms and an additional sauna. Multiple entertaining spaces. Flat screen TVs throughout. Heated gunite pool and hot tub. Listing ID: 735873

Short Term Weekly: $100,000

John P Vitello
(631) 204-2407

Wainscott
$85,000

Wainscott, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 736947

Rental Registration #: 23-1049 Located south of the highway in Wainscott, this spacious, designer's own modern sits on nearly an acre with lush landscaping, a large, heated pool, and extensive decking for amazing outdoor entertaining or simply soaking in the sun. The stylishly furnished 4000 SF interior features high ceilings and an abundance of natural light throughout. The living room with its stunning fireplace is open to the dining room and kitchen areas creating an open floor plan with multiple floor-to-ceiling sliding glass doors that seamlessly connect the indoor and outdoor spaces. This beautiful home offers 4 bedrooms and 4 full bathrooms, including a gorgeous first floor primary suite with high ceilings, its own fireplace, and glass sliders that lead to a private deck overlooking the pool. The first floor also features two guest bedrooms, two additional bathrooms, and an office. The second floor includes the den/media room and an...

Two Week Rental: $85,000

Jeanne Hutson
(631) 903-6144

Wainscott
$60,000

Wainscott, NY
Rental
Bedrooms: 6
Bathrooms: 5.5
Web ID: 738399

Rental Registration #: 22-1,499 - Come enjoy your summer days in this beautiful, well-kept traditional home in East Hampton. There are six bedrooms, (junior suite on the first floor), five and one-half baths. The home is filled with light from everywhere. Open floor living room with high ceilings and fireplace, kitchen, and breakfast/dining area. There is also a TV-Rec room. Amenities include central air conditioning, heated swimming pool, pool cabana, and tennis. Listing ID: 738399

May Rental: $20,000
June Rental: $40,000
July Rental: $60,000

JB Jose B DosSantos
(631) 903-6147

Jennifer Linick
(631) 771-5310

Water Mill
$495,000

Water Mill, NY
Rental
Bedrooms: 6
Bathrooms: 7.5
Web ID: 743200

This elegant English Country estate is privately secluded on 3.50+/- acres of waterfront property. The well appointed house features a gracious living room, formal dining room, eat-in kitchen and breakfast area; seven bedrooms and six and one-half baths (includes first-floor master and servant's quarters). Additional amenities include four fireplaces, central air-conditioning, hardwood floors, elevator, three-car garage; all-weather tennis and a 20' x 40' heated Gunite pool with spa. Located on Mohawk Creek with views of Mecox Bay. Rented for 2013. Please contact us for similar listings.

Year Round: $495,000

Peter M Turino
(631) 903-6115

Shannan M North
(631) 903-6174

Sag Harbor
$75,000

Sag Harbor, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 756508

This private and recently renovated architectural marvel on nearly 3 acres, and adjacent to preserve, will surprise and delight you with its charm and unique setting. Entering the first floor of this 3 story home you will find a spacious living room with 2 bedrooms and bath -- up to the 2nd floor where you'll love the open living/dining and kitchen area with fireplace as well as a convenient deck looking out to the beautifully landscaped grounds and oversized pool. From here you can enjoy year round sunsets from home, pool or hot tub! The master suite and bath on the 3rd floor are divine and also include a cozy deck with distant water views of Peconic Bay. There are koi ponds with waterfall to enchant you and nearby walking trails for the nature lover in you. New furnishings plus great mid-century to modern art will add to your great...

Year Round: $75,000

Richard Finder
(631) 702-7511

Maureen J Geary
(631) 903-6167

Bridgehampton
$40,000

Bridgehampton, NY
Rental
Bedrooms: 4
Bathrooms: 2.5
Web ID: 877017

Rental Reg # RP201221 Down a long drive, this charming Hamptons classic house is situated on a professionally landscaped acre. Tucked away in a quiet community and only a stone's throw to both Bridgehampton and Sag Harbor villages. This stylish professionally decorated home is fully equipped with 4 bedrooms and 2.5 bathrooms. The first floor boasts a sun-drenched great room with designer furniture and lighting, wide plank floors and a brick fireplace. Additionally, there is a master bedroom with an en suite bathroom. The kitchen is beautifully appointed with a top of the line Lacanche oven, there is also a powder-room, large pantry, laundry and mudroom with access to the pool and back garden. The second floor has three additional guest bedrooms with beautiful views of the grounds, one of the bedrooms has a walk-in closet and on the second floor there is an oversized shared bathroom. Ideal for...

MD - LD Rental: $105,000
June Rental: $25,000
July Rental: $40,000
July / Aug Rental: $80,000
August - LD Rental: $45,000

David Tenenbaum
(631) 771-5322

Amagansett
$120,000

Amagansett, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 913196

YOUR PRIVATE OCEAN BEACH ACCESS JUST A FEW HUNDRED FEET AWAY! Designed by the renowned architectural firm Stelle, Lomont, Rouhani, this exclusive modern beach home is set against 1.4 acres of rolling sandy dunes. Its dynamic facade combines Zinc and Cedar, showcasing a 4-bedroom, 4-bathroom private retreat. Floor-to-ceiling glass frames picturesque views of the private dunes and adjacent dune reserve. The sleek interiors feature a Poggenpohl kitchen with Quartz countertops, Subzero and Miele appliances, wide-plank White Oak floors, and a Spark modern gas fireplace. A total of 1,000 square feet of exterior decking surrounds the 30-foot infinity edge pool on the first level and serves as a viewing platform from the second floor, creating the perfect outdoor oasis. Situated on the highly coveted and private Mitchell Dunes Lane in Amagansett, this property offers private beach access and resident tennis courts. YOUR DREAM OF THE TRUE HAMPTONS BEACH LIFE IS HERE!

July Rental: $120,000
July / Aug Rental: $240,000
August Rental: $120,000
August - LD Rental: $120,000

Timothy C Burch
(631) 771-5315

Village Of Sag Harbor
$18,000

Village of Sag Harbor, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 758151

This 3 bedroom, 2 bath cottage is impeccably maintained. Central air conditioning recently added to the second floor. Come and enjoy all the Hamptons has to offer. Listing ID: 758151

May Rental: $8,000
June Rental: $10,000
July Rental: $18,000
August - LD Rental: $18,000
September Rental: $10,000
Winter Rental: $4,000

Richard Finder
(631) 702-7511

Maritza Jimenez
(631) 204-2411

Bridgehampton
$70,000

Bridgehampton, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 736160

RR#: RP220641 Spend the summer near the Village of Bridgehampton in this brand new Bruce Nagel designed home furnished with exceptional taste to the very last details. Every room is airy and bright starting from the double height foyer with a dramatic spiraling staircase. On the ground floor is a living room with fireplace, a den with flat screen television, and a state-of-the-art kitchen (Viking and Sub-Zero appliances) attached to a formal dining area. Upstairs are four bedrooms, including two master suites, and two guest bedrooms-one with twin beds. All the bathrooms are fitted with Waterworks fixtures, and there is stereo and wireless throughout. The first floor was renovated in Spring 2022. Outside is a relaxing covered back porch with a dining table, an enclosed heated pool set in a private deep yard with lots of privacy, and a newly built pool house. This beautiful summer house...

MD - LD Rental: $177,500
June Rental: $32,500
June/July Rental: $100,000
July Rental: $70,000
July / Aug Rental: $145,000
August - LD Rental: $80,000

Clare J Tenkarian
(631) 725-5586

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