434 Hamptons Rentals

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Southampton
$65,000

Southampton, NY
Rental
Bedrooms: 6
Bathrooms: 5.5
Web ID: 738392

RR# RP240833. Custom built and situated on a private 1.5 acres in Southampton. This stylish 6 bedroom, 5.5 baths house is located close to Southampton Village and Cooper's beach. 1.5 +/- acres of resort outdoor space with heated gunite pool, hot tub and professional outdoor grill. Spacious chef's kitchen with stainless appliances, granite countertops and an oversized eat-in dining area. Chic master bedroom has large sitting room, ensuite bath with Jacuzzi and balcony overlooking the expansive backyard. Three of the 5 guest rooms have ensuite bathrooms. State-of-the-art electronics, HD TVs with home theater and surround sound. Extensive stone work and lush landscaping sets the tone for perfect outdoor entertaining. It is truly an entertainment paradise. Listing ID:738392

MD - LD Rental: $165,000
June Rental: $40,000
July Rental: $65,000
July / Aug Rental: $136,000
August Rental: $80,000
Year Round: $220,000

John P Vitello
(631) 204-2407

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

Bridgehampton
$65,000

Bridgehampton, NY
Rental
Bedrooms: 5
Bathrooms: 4.5
Web ID: 912142

RP #240851. This recently renovated bespoke Bridgehampton farmhouse, nestled on an immaculately landscaped acre. Featuring 2 prime bedrooms, 3 guest bedrooms and 5 baths, this residence offers the epitome of luxury and comfort. Indulge your culinary passions in the brand new, meticulously thought-out large chef's kitchen, complete with Wolf and Viking appliances, oak floors, and a central island that seamlessly blends style with utility. The kitchen effortlessly flows into the dining room, where French doors open out to the garden, creating a serene ambiance for intimate gatherings or cool nights indoors. Discover 3 distinct art-filled living areas throughout the home, including a sunroom adorned with cozy couches and a double-sided gas fireplace that also graces the adjacent sitting room, characterized by glossy white vintage wicker and floors. The main gathering space awaits in the light-filled two-story great room, boasting floor-to-ceiling windows, radiant heat floors, and a...

July Rental: $65,000
August - LD Rental: $72,000
Two Week Rental: $42,000

John P Vitello
(631) 204-2407

Water Mill
$65,000

Water Mill, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 865878

#RP201032. Situated just shy of 2 acres and home set on a rise at the end of a 400 ft. winding driveway. Within minutes of local shopping, dining and beaches. This fresh 4 bedroom, 3 bath retreat has been completely remodeled. A newly-refurbished single-level 2.500+-/ sq. ft. interior has just been renovated with new kitchen, lounge, bed, and bath. The heated pool and new surrounding stone has outdoor showers, lounges and dining areas and is a perfect setting for entertaining guests. Listing ID: 865878

MD - LD Rental: $150,000
August - LD Rental: $65,000
September Rental: $25,000

Robert Nass
(631) 702-7506

Maritza Jimenez
(631) 204-2411

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: $175,000
June Rental: $40,000
July Rental: $65,000
July / Aug Rental: $135,000
August Rental: $70,000
August - LD Rental: $70,000
Two Week Rental: $35,000

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

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: 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

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