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Village Of Southampton
$30,000

Village of Southampton, NY
Rental
Bedrooms: 3
Bathrooms: 3
Web ID: 835449

Let this lovely completely renovated 3 bedroom townhouse home be your summer retreat. First floor consists of an open floor plan, kitchen/dining/living area, 1 bedroom with 2 twin beds, full bath and sliders open to a lovely patio. Second floor features gorgeous master bedroom and bath, en-suite guest bedroom and washer/dryer. Amenities include a heated saltwater pool and 2 professionally paved tennis/paddle ball courts. Close to all Southampton Village restaurants, shopping and Cooper's beach. This hotel-like accommodations make this townhouse a must see. Listing ID: 835449

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

43 Robin Drive
$35,000

Bridgehampton, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 907753

RR#: RP241245. Nestled on a quiet cul-de-sac in Bridgehampton, this park-like, Gambrel styled property features 2,200+/- sf of living space, 3 bedrooms, 2 baths, double-height ceilings, and an abundance of natural light, and privacy. The first floor features an open-concept floor plan, a great room with bold splashes of color with a wood-burning fireplace and skylights, an updated kitchen with stainless steel appliances, a formal dining area, and sliding glass doors leading to the 20'x40' pool, and an expansive outdoor lounge. Two bedrooms and a shared bath complete the first floor. The upper level features a spacious primary suite with a balcony overlooking the park-like grounds, a walk-in closet, and a spa-like bath. Additional amenities include a well-seized front porch, outdoor shower, central air, and hardwood floors throughout. Just 1.5+/- miles to Bridgehampton Village and 4+/- miles to ocean beaches, this property provides a tranquil backdrop for a quintessential...

July Rental: $35,000
August - LD Rental: $40,000

John P Vitello
(631) 204-2407

Tuckahoe
$45,000

Tuckahoe, NY
Rental
Bedrooms: 4
Bathrooms: 4.5
Web ID: 754942

RR# RP170335. Be the first to enjoy this newly-renovated and designer-decorated home. This 4 bedroom, 4.5 bathroom home is just minutes to Southampton Village and Atlantic ocean beaches. The living area has cathedral ceilings and opens to a new kitchen. There are master bedrooms on the first and second floors. Lovely 1.5 acre garden with heated pool. Listing ID: 754942

July Rental: $45,000
July / Aug Rental: $85,000
August Rental: $45,000

John P Vitello
(631) 204-2407

78 Pantigo Road
$150,000

Village of East Hampton, NY
Rental
Bedrooms: 5
Bathrooms: 4.5
Web ID: 894582

Fantastic location, South of the Highway, moments to East Hampton Village stores, restaurants and .9 mile the Ocean Beaches. Beautifully designed interiors with 5 bedrooms, 4.5 bathrooms on a perfectly manicured property with outdoor kitchen, gunite pool and outdoor shower.There are three wood burning fireplaces, light filled screened in porch next to eat-in kitchen, one car garage, outdoor shower and completely finished basement with a living room, large sectional,TV, extra space for an office, yoga and work out. This super quiet home at the end of a flag lot feels like you are far away from the busy village but actually, you are a couple blocks from Citarella and EH village, and a very short distance from ocean beaches. Have a beautiful summer! Listing ID:894582

July Rental: $150,000
July / Aug Rental: $300,000
August - LD Rental: $150,000

Ani Antreasyan
(631) 771-5335

Southampton
$75,000

Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 738175

RP190347 This beautiful, modern renovated home offers a great combination of comfort, recreation and location, for your Hamptons vacation. The home has a wonderful feel due to the open floor plan. Four bedrooms and 4 full bathrooms, spacious kitchen with Wolf stove and beautiful granite countertops, as well as a bright living room that opens onto the deck and pool area. Enjoy the private 1.7 +/- acres, with heated pool, private tennis court, plenty of lawn area for outdoor recreation, and a massive deck, great for relax or barbecuing and dining al fresco. The house has the perfect set-up and decor for indoor and outdoor lounging or entertaining. Located on a beautiful and quiet dead end street, the property is less than a mile from the famous Towd Point Beach, and centrally situated to the best restaurants, cafes and shops of the area. Listing ID: 738175

MD - LD Rental: $175,000
June Rental: $40,000
July Rental: $75,000
July / Aug Rental: $140,000
August - LD Rental: $80,000

Elizabeth A Phenis
(631) 537-4357

59 North Captains Neck Lane
$60,000

Village of Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 879997

Estate-like, lush privet hedges surround this immaculate, Traditional situated on a beautiful .46-acre property on a tranquil lane in Southampton Village. Stylish, light-filled rooms, include a spacious living room, a cozy den/family room with fireplace and a separate formal dining room. A recently-renovated open kitchen with new stainless steel appliances, includes a breakfast area with sliding doors leading out to the spacious deck. The home offers 4 bedrooms, 3.5 baths, including an impressive master suite. Amenities include glistening wood floors, central air-conditioning, a full basement and an attached 2 car garage. You can relax outside enjoying the spacious lawn, mature landscaping and gather around the large sun-filled deck overlooking the 20x40 heated pool, just perfect for entertaining, or just sit on the front porch and relax your summer away. Just minutes to Coopers Beach and less than a mile to restaurants, boutiques and all that...

January Rental: $12,000
February Rental: $12,000
March Rental: $12,000
April Rental: $12,000
May Rental: $15,000
MD - LD Rental: $145,000
June Rental: $29,000
July Rental: $60,000
July / Aug Rental: $115,000
August - LD Rental: $65,000
September Rental: $25,000
December Rental: $15,000

Cristina Matos
(631) 204-2408

Amagansett
$25,000

Amagansett, NY
Rental
Bedrooms: 5
Bathrooms: 3
Web ID: 832033

Rental Reg. # 24-12. Historic Amagansett Home in the Village (South of Highway) - within yards of restaurants, shops, Jitney transportation. A rental for those wishing a truly authentic Hamptons home experience.This 5 Bedrooms and 3.5 bath is charming and unique with beautiful antique furnishings. Expansive open yard with large detached garage containing bikes and beach amenities. This rental will take you back in time and offer a very relaxing summer experience.Listing ID:832033

June Rental: $15,000
July Rental: $25,000
August - LD Rental: $30,000

Kimberly Kakerbeck
(631) 537-4351

Angel Joseph
(631) 537-4332

Village Of Sag Harbor
$15,000

Village of Sag Harbor, NY
Rental
Bedrooms: 2
Bathrooms: 1
Web ID: 758745

WONDERFUL Sag Harbor Village Gem. Moments from Main Street, this light-filled 2 bedroom, 2 bath has a spacious eat-in kitchen, private yard and two parlors. This property is located on one of Sag Harbor's best streets, close to the Village's wealth of amenities, restaurants, shops and marinas.

January Rental: $5,000
February Rental: $5,000
March Rental: $5,000
April Rental: $5,000
July Rental: $15,000
August - LD Rental: $25,000
September Rental: $7,500
October Rental: $5,000
November Rental: $5,000
December Rental: $5,000
Short Term Weekly: $20,000

Kimberly Kakerbeck
(631) 537-4351

9 Johnston Road
$4,000

Shelter Island, NY
Rental
Bedrooms: 4
Bathrooms: 2
Web ID: 757973

An enchanting mid-century cedar shake cottage, beautifully restored, offering 4 bedrooms and two full baths. Outdoor shower, jacuzzi, ping pong, media room, piano, large deck, washer/dryer, 4 bikes, large front and back lawns. The house has a breezy nautical theme and a large record collection with great four-speaker sound. The .6 acre is bordered by wooded vacant land on both sides, which allows for privacy and feeling close to nature. Very near to fabulous Sylvestor Manor Farm and Hay Beach. The house is ideally located between Ram Island Road and Manhanset Road. Listing ID #757973

October Rental: $4,000
December Rental: $3,500
Two Week Rental: $7,000
Winter Rental: $6,000

Isaac Halpern
(631) 288-5500

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

16 Georgica Woods Lane
$115,000

Wainscott, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 917635

RR#24-1056 Newly renovated, 4+ bedroom rental with pool on Georgica Woods Lane in Wainscott. Step into a beautifully furnished sanctuary that exudes grace and elegance at every turn. The sun-drenched living room boasts double-height ceilings, an abundance of glass, and charming exposed beams, creating a bright and airy atmosphere. Whether you're hosting a gathering or enjoying a quiet evening, this space is sure to impress. For entertainment, the home features both a playroom and a media room, offering endless options for fun and relaxation. The large, informal eat-in kitchen and dining area are perfect for casual meals and lead seamlessly to a spacious dining deck, ideal for alfresco dining. The kitchen is a chef's dream, equipped with top-of-the-line stainless steel appliances, a large island, and breakfast bar stools for a comfortable and inviting space. Outside, you'll find a stunning 50-foot pool surrounded by pristine white stone decking,...

MD - LD Rental: $127,000
July / Aug Rental: $115,000

Craig Beem
(631) 537-4350

8 Foxglove Road
$110,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 2.5
Web ID: 880959

Rental Reg#: 23-304: Minutes to Sammy's Beach, immaculate 2021 designer-renovated, pristine 4 bedroom, 2.5 bath Modern home, with heated 38' x 20' saltwater pool, set on a private, lushly-landscaped .62 acre. The interior boasts an open floor plan great room/living area, dining with custom banquette and bar transitioning to the oversized kitchen (quartz countertops, Subzero, Wolf appliances). A spacious first floor master suite (sitting area, desk), large first floor office/fourth bedroom and the 2 additional second floor guest bedrooms have desks to accommodate work-from-home needs. The well-appointed upstairs bathroom features high ceilings and skylight. Outdoor BBQ, large IPE deck surround the sparkling pool. Enjoy relaxing on the new premier outdoor chaises poolside in a magical setting. Landscaping includes magnolia trees, Japanese maples, hydrangeas and rhododendrons. Meticulously-presented, immaculate and the perfect tranquil oasis. Listing ID: 880959

MD - LD Rental: $110,000

Tuckahoe
$65,000

Tuckahoe, NY
Rental
Bedrooms: 5
Bathrooms: 6
Web ID: 917547

Escape to Southampton Meadow Estates for an unforgettable summer retreat. This stunning 6,000+ SF home offers the perfect blend of luxury and comfort, located just minutes from Southampton Village and the beach. Featuring five spacious bedrooms, six bathrooms, and an open-concept design, this home is ideal for both relaxation and entertaining. The chef's kitchen boasts high-end appliances, while the two living rooms-including one with vaulted ceilings and a fireplace-provide ample space for everyone. The main floor includes a luxurious primary suite with dual walk-in closets, a spa-like bath, and a private study. Upstairs, you'll find four additional bedrooms, three bathrooms, and convenient laundry on both levels. The finished lower level adds even more to enjoy, with a gym, media room, full bath, and plenty of space to unwind. Outside, entertain in style with a fully equipped outdoor kitchen, a heated saltwater gunite pool and spa, and a cozy gas...

July Rental: $65,000
August - LD Rental: $75,000

Lillian A Holtzclaw
(631) 204-2430

Southampton
$50,000

Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 735766

RR #RP201720. Southampton sunny 4 bedroom beach home decorated with Hampton beach style decor has opens views to a gunite pool and spacious garden bordered by hedges and wildflowers. The house is in an ideal location of farms, orchards, and vineyards, and near to Southampton Village and Coopers and Flying Point beaches. Listing ID: 735766

Custom Rental: $35,000
January Rental: $10,000
February Rental: $10,000
March Rental: $15,000
April Rental: $15,000
MD - LD Rental: $125,000
July Rental: $50,000
July / Aug Rental: $95,000
August - LD Rental: $55,000
September Rental: $25,000
October Rental: $15,000
November Rental: $10,000
December Rental: $10,000

Cristina Matos
(631) 204-2408

5 Orchard Lane
$96,000

Springs, NY
Rental
Bedrooms: 3
Bathrooms: 2.5
Web ID: 917628

This three bedroom 2 full and 2 half bath rental sits in clear water beach. The houes features a pool, hot tub, expansive deck, garage, finished basement, and spacious living.

Year Round: $96,000

Jared Schiavoni
(631) 537-4337

Mitchel L Natter
(631) 903-6154

Village Of Sag Harbor
$90,000

Village of Sag Harbor, NY
Rental
Bedrooms: 5
Bathrooms: 6
Web ID: 911691

Welcome to this exquisite 5-bedroom, 6-bathroom home nestled in the sought-after Redwood waterfront neighborhood of Sag Harbor Village. The moment you arrive, the first thing that captures your attention is the white castle-like exterior of the residence. With meticulous attention to detail and high-end finishes, this home seamlessly blends traditional charm with modern elegance. Inside, the custom kitchen boasts top-of-the-line Sub Zero and Wolf appliances, complemented by a spacious island-a culinary enthusiast's dream. Floor-to-ceiling windows in the living room flood the space with natural light, offering serene views of the pool. Smart light switches and built-in speakers add sophistication to this brand-new home. For outdoor entertainment, the backyard oasis awaits. An outdoor kitchen with a teak dining set invites you to host gatherings around the heated gunite pool. The outdoor audio systems, along with carefully placed lighting, create a resort-like ambiance. Whether you prefer basking in the...

MD - LD Rental: $210,000
June Rental: $50,000
July Rental: $90,000
July / Aug Rental: $170,000
August Rental: $90,000

Water Mill
$45,000

Water Mill, NY
Rental
Bedrooms: 5
Bathrooms: 4.5
Web ID: 860666

RR# RP240149. Great Water Mill location with glorious 100 acres of farm views. Beautifully renovated farm house with 4 bedrooms in the main house, plus 3.5 baths, ample formal living and dining room. Detached 2 car garage with guest apartment on the top featuring the fifth bedroom, plus a full kitchen and full fourth bathroom. Main house and apartment both have CAC. Enjoy the private pool area surrounded with mature landscaping and outdoor deck. Close proximity to Southampton, Bridgehampton and Sag Harbor. Listing ID:860666

July Rental: $45,000
July / Aug Rental: $90,000
August - LD Rental: $50,000

Amelia M Doggwiler
(631) 204-2426

Village Of Southampton
$55,000

Village of Southampton, NY
Rental
Bedrooms: 5
Bathrooms: 3
Web ID: 737148

Privately located, this recently upgraded and immaculate traditional offers 5 bedrooms and 3 baths, living room, dining area off the eat-in kitchen and a large informal entertaining room/ sunroom which leads out to the pool and lushly-landscaped property. Ample room for enjoying the sun and proximity to village shops and Southampton Village beaches. Listing ID: 737148

June Rental: $35,000
July Rental: $55,000
July / Aug Rental: $115,000
August - LD Rental: $65,000

Southampton
$25,000

Southampton, NY
Rental
Bedrooms: 3
Bathrooms: 1.5
Web ID: 735814

RP#201086. Updated 1900's farmhouse offers 3 bedrooms, dining room looking out to yard, living room with TV, sunroom/office, heated gunite pool, hot tub, outdoor shower and central air on nearly half an acre. Only a few minutes to Southampton village, restaurants, shopping and ocean beaches. Great location. Listing ID: 735814

MD - LD Rental: $55,000
July Rental: $25,000
July / Aug Rental: $45,000
August - LD Rental: $30,000
Year Round: $75,000

16 Debbie Lane
$20,000

Village of Westhampton Beach, NY
Rental
Bedrooms: 4
Bathrooms: 2
Web ID: 892092

Enjoy the fall, winter, and spring at 16 Debbie Lane located in the heart of Westhampton Beach. This ideal village location is close to shops, restaurants, the Westhampton Beach Performing Arts Center, and Rogers Beach. Features include four bedrooms, two bathrooms, updated kitchen, spacious living room, and an outdoor deck. Listing ID: 892092

Winter Rental: $20,000

William F LeMaire
(631) 288-5208

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