424 Hamptons Rentals

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Bridgehampton
$65,000

Bridgehampton, NY
Rental
Bedrooms: 3
Bathrooms: 3.5
Web ID: 735537

Rental Reg. # RP150305 Available now -Stylish and newly renovated post modern includes three bedrooms, two baths, living room with fireplace, dining area, and kitchen. Additional amenities include air-conditioning; outdoor shower; smart TV; high speed cable; a heated 18' x 36' pool and a beautifully landscaped and very private property. Conveniently located within close proximity to village shops and restaurants, this home has it all.

MD - LD Rental: $155,000
June Rental: $30,000
July Rental: $65,000
July / Aug Rental: $125,000
August - LD Rental: $65,000

Mary Ellen McGuire
(631) 537-4324

Timothy R O'Connor
(631) 771-5321

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

Amagansett
$65,000

Amagansett, NY
Rental
Bedrooms: 5
Bathrooms: 4.5
Web ID: 736228

Beautiful and private in Amagansett! Approximately two miles to the ocean, farmstands, shops and restaurants is this well appointed classic five bedroom, four and a half bathroom 'like new' home. Enjoy the open living areas including a lovely great room with French doors leading to a stone patio which overlooks the 60-foot heated gunite pool, spacious open eat-in kitchen with large marble island and commercial grade stainless steel appliances, formal dining room and a sun-room perfect for an afternoon of reading and relaxing. The layout of this architect deigned home ensures. Also available 10/01/24 - 05/15/25 for $6,500 a month. Fun and privacy for all!

MD - LD Rental: $180,000
July Rental: $65,000
July / Aug Rental: $145,000
August Rental: $70,000
August - LD Rental: $75,000
Two Week Rental: $38,000
Winter Rental: $19,500

James J MacMillan
(631) 267-7171

North Haven
$65,000

North Haven, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 737573

This pristine North Haven four bedroom, three bath traditional on 1.8 private acres is located near the bay beach and just minutes to Sag Harbor Village. It was recently renovated with a fabulous new kitchen opening to a great room with dining and living. State of the art gym. New 20x50 heated gunite pool with 8x10 spa and stunning pergola. Listing ID: 737573

MD - LD Rental: $150,000
June Rental: $35,000
July Rental: $65,000
July / Aug Rental: $130,000
August - LD Rental: $65,000

Maureen J Geary
(631) 903-6167

643 Stephen Hands Path
$65,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 735901

Rental Registration #: 24-1271 Welcome to Camp Courtside the ultimate compound for summer sun and fun! Just minutes to East Hampton Village and world-class ocean beaches, this bright open immaculate contemporary is a sports lovers paradise. Start your day on your private tennis/pickleball/basketball court and finish lounging on your expansive mahogany deck complete with oversize crystal clear blue pool, 6 person hot tub, outdoor shower and a fire-pit with 4 cozy Adirondack chairs. Inside the brand new chef's kitchen has all the latest appliances and overlooks the living/dining great room with a double-height stone fireplace, skylights that bathe the interior in natural light and multiple glass sliders that open to the pool, lounge space and outdoor dining. There are four bedrooms (3 ensuite) all with cable TV and four new bathrooms. Behind a sliding barn door on the main floor are two well appointed guest rooms that share a hallway...

July Rental: $65,000
August - LD Rental: $70,000

James Blueweiss
(631) 903-6133

43 Scrimshaw Drive
$65,000

Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 4.5
Web ID: 878680

RR# RP201758. Minutes to the beach is this fantastic Contemporary with some water views and fall in love! Located in a desirable waterfront bay beach community and completely renovated with great taste, a modern feel and all new furniture decorated from a well-known interior designer. Sited on .80 acre, this bright home filled with light offers 4 bedrooms and 4.5 baths, an open floor plan, living room with cathedral ceilings and wood burning fireplace. Primary suite on the first floor with a beautiful marble bathroom. Spacious kitchen with stainless steel appliances and stone countertops, 2 dishwashers and a wine cooler. Powder room and a mud room leading to the 2 car garage completes the first floor. The second floor offers a den with an open view to the living room, 2 additional guest bedrooms and 2 marble baths. Finished lower level with living area with TV and games, as...

July Rental: $65,000

Cristina Matos
(631) 204-2408

33 Horseshoe Drive
$65,000

East Hampton, NY
Rental
Bedrooms: 6
Bathrooms: 5.5
Web ID: 759373

Rental Registration #: 24-914.Owners have transformed this 6 bedroom 5.5 bath house into a family paradise. Stephen Saint-Onge has designed the home with simple elegance yet sophisticated glamour. The flow is perfect for summer living with an open first floor plan that makes entertaining easy. The living room with fireplace flows into the dining area which is open to the chef's kitchen and family room with bar. There are floor to ceiling accordion glass doors that lead to the outside deck with its' outdoor dining area. A few steps down is the brick patio and oversized pool. First floor has master bedroom and a bathroom with a soaking tub and steam shower. Additionally, two guest bedrooms share a bathroom. Upstairs from the entry hall there are two bedrooms and a bathroom. And a second staircase leads to an en suite bedroom....

MD - LD Rental: $165,000
June Rental: $40,000
July Rental: $65,000
July / Aug Rental: $135,000
August - LD Rental: $75,000

Leslie Hillel
(631) 771-5311

Philip Judson
(631) 771-5328

26 North Drive
$65,000

North Haven, NY
Rental
Bedrooms: 5
Bathrooms: 3.5
Web ID: 743644

Rental Reg. # 2023-034. Amazing location in North Haven Shores community! Stunning waterfront traditional 5 BR home for rent with breathtaking views of Shelter Island and Sound. Two living areas (one off the kitchen and the other with plenty of glass offering panoramic views of the Sound). 5 beds, 3 full baths. No pool no problem!!! This property has a private beach! There is also a private dock for those with a boat, har-tru tennis and expansive back deck and yard to enjoy the views and sunsets. Additionally, there's a children's play room on the main floor. Easy access to the Shelter Island Ferry. Don't miss out on this rental opportunity! Listing ID: 743644

February Rental: $7,500
March Rental: $7,500
April Rental: $15,000
May Rental: $15,000
June Rental: $20,000
June/July Rental: $80,000
July Rental: $65,000

Kimberly Kakerbeck
(631) 537-4351

Sarah Ferguson
(631) 903-6124

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

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

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

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

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