404 Hamptons Rentals

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134 Middle Pond Road
$65,000

Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 5.5
Web ID: 736126

RP# 240489. Just renovated!! Spectacular 4 bedrooms, 5.5 bath Post-Modern home on a private waterfront 1.60-acre +/- property. Brand new kitchen and full bath with steam shower was added to the first floor. Features include a heated gunite pool with spa, 2 car garage, 2 fireplaces, central air-conditioning, 3,800 square-feet of living space and much more. This property faces South giving a magnificent water views of the bays all the way to the Ocean with sunrise and sunsets galore!. Enjoy the quiet and private peninsula location. Just less than 2.5 miles from the center of Southampton Village. Available Summer 2025, extended season and other specific rental periods upon request. Listing ID: 736126

MD - LD Rental: $175,000
June Rental: $30,000
June/July Rental: $100,000
July Rental: $65,000
July / Aug Rental: $145,000
August - LD Rental: $80,000
September Rental: $40,000
Two Week Rental: $40,000

Amelia M Doggwiler
(631) 204-2426

16 Hildreth Road
$63,000

Hampton Bays, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 3520986

If peace and relaxation is what you're looking for then you found the perfect summer retreat home in the Red Creek community. This beautiful home offers: Primary en-suite, renovated bath with a soaking tub to make you feel like you're in a spa. Two additional bedrooms & bath. Large Eat in kitchen with Granite counter tops, SS Appliances. Finished Attic with Vaulted Ceilings, Spacious Living room, Dining room. Vermont casting W.B. Fireplace & Sliders to 16x36 deck to soak up the sun or cool off in your saltwater heated pool. Property backs up to nature preserve with miles of walking trails in the community. Near Peconic bay for swimming and kayaking. Close to all the most gorgeous beaches & best restaurants the Hamptons have to offer.

Lisa A Cea
(6314849306) ) ) ) ) ) ) ) ) )

8 Peconic Road
$61,667

Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 5.5
Web ID: 3585839

Let your heart engage with this special, private bayfront getaway in Shinnecock Hills. Over one hundred feet of frontage directly on Shinnecock Bay with nearly 180 degree bayviews and private steps down to the beach. There is preserved land on two sides, enhancing privacy. Waterside heated pool with waterfall spa and outdoor shower. Large living room with wood-burning fireplace, open kitchen, dining room, and family room, all with water views. Bedrooms include a junior en suite primary on the first floor, along with two additional guest rooms with shared bath. The entire second floor is devoted to the primary suite: bedroom with spa bathroom, bonus sitting room with coffee bar, TV and gas fireplace, an office and an additional full bathroom. The views are spectacular from the primary suite balcony. Professional landscaping offers an elegant look for living and entertaining on the water. Outdoor amenities include BBQ, outdoor fridge, fire...

Robert Florio
(6317022000) ) ) ) ) ) ) ) ) )

Village Of Southampton
$60,000

Village of Southampton, NY
Rental
Bedrooms: 5
Bathrooms: 3.5
Web ID: 911209

Year Round: $60,000

Christopher J Burnside
(516) 521-6007

North Sea
$60,000

North Sea, NY
Rental
Bedrooms: 4
Bathrooms: 5
Web ID: 756279

Southampton summer rental; 4 bedrooms, 5 bathrooms. On a great location, 3400 sq ft home with a heated pool and bayviews. Great street and neighborhood. Listing #756279

MD - LD Rental: $125,000
July Rental: $60,000
July / Aug Rental: $100,000
August - LD Rental: $75,000

Richard Finder
(631) 702-7511

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

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

East Hampton
$60,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 4.5
Web ID: 742456

Rental Reg. # 24-188. Renovated in 2017, sublimely modern, but comfortable, this 4 bedroom, 4.5 bath house has a soaring double height open living/ dining area leading to a comfy screened porch overlooking the heated pool. First floor primary suite has a gas fireplace and an adjacent sauna. Beautifully appointed and perfect for relaxing no matter what room you're in. A gourmet kitchen completes the picture. Equidistant between East Hampton and Sag Harbor. Listing ID: 742456.

June Rental: $45,000
July Rental: $60,000
August - LD Rental: $70,000

Shannan M North
(631) 903-6174

Philip Judson
(631) 771-5328

East Hampton
$60,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 876184

Rental Registration #: 23-1,353 on a private cul-de-sac, yet just a quick drive into the village of East Hampton, this 3,000 square feet post-modern is a great summer getaway. The home features 4 bedrooms and 3.5 baths, including a sumptuous master suite, an open living space with a large dining area, perfect for entertaining and a gourmet kitchen. There is a private den for quiet or WFH. Downstairs there is gym equipment. Outside is a lovely heated pool and beautifully landscaped grounds. Call for more information and a showing. Listing ID:876184

August - LD Rental: $60,000

Michael Petersohn
(631) 771-5336

Southampton
$60,000

Southampton, NY
Rental
Bedrooms: 3
Bathrooms: 3
Web ID: 889836

RR# RP230162. Be the first to rent this newly and beautifully-decorated condo, located just a few miles from Southampton Village, close to stores, restaurants, and ocean beaches. The home boasts a bright and open living room, dining area, and fully-equipped gourmet kitchen, leading out to a private patio for outdoor dining and lounging, and relaxing in the hot tub. In addition to the spacious primary bedroom with walk in closet, the condo features 2 more spacious bedrooms and 2 full baths. On the fully-finished lower level, there is a sectional sofa to lounge or watch TV, exercise equipment, and an infrared sauna. The condo also includes a private garage. The condo amenities include a heated poo, cabana, and playgrounds. Listing ID: 889836

MD - LD Rental: $60,000

9 Ely Brook Road
$60,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 3565177

Nestled on 5.65 acres of lush, private land in the heart of East Hampton, this stunning summer rental offers the perfect blend of luxury, comfort, and recreation, bordering 150+acres of preserve. This property features four spacious bedrooms, making it an ideal haven for guests seeking a serene escape. Enjoy the airy and open feel of the living area, accentuated by breathtaking 24-foot cathedral ceilings that invite natural light to flood the space. The newly renovated kitchen is a chef's dream, equipped with top-of-the-line appliances and complemented by an outdoor smoker and gas grill, perfect for summer cookouts. The primary bedroom boasts a lavish ensuite bathroom, complete with a double shower and a relaxing Jacuzzi, offering a spa-like experience at home. For those who love to stay active, the property includes a sparkling pool, a tennis court, and a basketball court, ensuring endless entertainment and exercise options for everyone. This East...

Maida Srdanovic
(6318714142) ) ) ) ) ) ) ) ) )

89 Old Canoe Place Road
$60,000

Hampton Bays, NY
Rental
Bedrooms: 6
Bathrooms: 8
Web ID: 3578873

Nestled on a pristine acre in Shinnecock Hills, this breathtaking 6-bedroom, 7.5-bath sanctuary redefines luxury living just minutes from Southampton Village and all that Hampton Bays has to offer. Surrounded by gorgeous Ocean and Bay beaches, the home's outdoor haven boasts a heated saltwater gunite pool and an expansive bluestone patio-perfect for lounging under the sun or hosting unforgettable gatherings. Inside, sophistication meets convenience with luxurious finishes and fully equipped stay-at-home experience. The main level flows seamlessly from indoors to out, featuring two more spacious bedroom suites and stunning glass doors that open to the pool and patio, creating the ultimate indoor-outdoor experience. The lower level impresses with two elegant bedroom suites, a private gym, steam room, cinematic movie theater, wine cellar, and laundry room. The main level flows seamlessly from indoors to out, featuring two more spacious bedroom suites and stunning glass doors that open to the pool and...

Maida Srdanovic
(6318714142) ) ) ) ) ) ) ) ) )

8 Royal Oak Way
$60,000

Montauk, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 3544109

Katherine Casey
(9176452696) ) ) ) ) ) ) ) ) )

65 Westwood Road
$60,000

Wainscott, NY
Rental
Bedrooms: 3
Bathrooms: 2.5
Web ID: 742619

Rental Reg. # 24-340. Located South of the Highway near renowned Town Line and Wainscott Atlantic Ocean beaches, this elegant retreat offers 3 bedrooms, 2.5 bathrooms, and a sparkling heated pool surrounded by bluestone patio lounge areas and lush landscaping complete with a wisteria-covered pergola. A dramatic double-height, formal living room with an oversized wood-burning fireplace opens to a casual library\sitting room. The formal dining room is enhanced by French doors and a dedicated buffet alcove. A casual\breakfast dining area is set conveniently next to the professional kitchen which features granite counters, and premiere Sub-Zero/Bertolucci appliances. Also on the first level, the primary en-suite with a just-renovated bath includes a private media room. Additional amenities include a den/office, a finished basement, an outdoor patio grill, central air conditioning, an attached garage, and adequate parking for 5 cars. Listing ID: 742619

August - LD Rental: $60,000

David Blumenfeld
(631) 537-4329

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...

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

Cristina Matos
(631) 204-2408

541 Wainscott Northwest Road
$60,000

Wainscott, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 912584

Rental Reg # 24-1045 Your Summer oasis awaits. Situated minutes away from both Sag harbor and East Hampton Villages and it's beaches, this renovated 4 bedroom and 4 bathroom with Pool and basketball is ready to embrace all the fun that summer has to offer. The gourmet kitchen features Silverstone countertops, a new Viking stove and Bosch dishwasher, and overlooks the dining area large enough to seat family and guests as they enjoy one of the two gas fireplaces. There are two en-suite bedrooms with renovated bathrooms as well as two other bedrooms and a shared bathroom on the main floor. There is also a large living/family room with its own gas fireplace and patio doors that flow seamlessly to the outdoor space. It's all about the outdoor living as this home boasts an expansive resort style covered blue stone patio which features a commercial grade outdoor...

MD - LD Rental: $150,000
June Rental: $35,000
July Rental: $60,000
July / Aug Rental: $120,000

David Tenenbaum
(631) 771-5322

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