638 Hamptons Rentals

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44 Montauk Avenue
$30,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 2
Web ID: 914921

Nestled along the border of a wildlife sanctuary to its south, this stylish contemporary home features the perfect layout for lounging, entertaining or simply enjoying the rare sense of calm its environment bestows. The home features an ensuite primary, 3 guest bedrooms, 2 baths and an open style living and dining area. A partially open kitchen is surrounded by windows, a glass slider and a skylight above. Outside, a mahogany deck surrounds multiple seating and dining areas and an 18' x 32' ft heated pool. A wonderful lawn with a fire pit to the side blends gracefully with the endless views beyond. Close to East Hampton village and a variety of the most beautiful beaches in the world, this exclusive rental property elevates the extraordinary experience of life in the Hamptons to something truly sensational.

March Rental: $6,500
April Rental: $9,000
May Rental: $15,000
MD - LD Rental: $70,000
June Rental: $17,500
July Rental: $30,000
August - LD Rental: $30,000
September Rental: $18,000
October Rental: $7,000
November Rental: $6,000
December Rental: $6,000
Two Week Rental: $9,000

Robert Stearns
(631) 771-5317

John Scott JT Thomas
(631) 771-5327

41 Dayton Lane
$30,000

Village of East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 912380

Located on a coveted tree-lined East Hampton Village lane sits this pristine shingled classic home surrounded by gardens and mature trees. A sizeable second floor primary bedroom with separate sitting room and 2 additional bedrooms on the first floor. Formal dining room, living room with fireplace and French doors leading to a private brick patio. Two car garage. All within very close proximity to Main Street, shops, restaurants and Main beach. Listing ID: 912380

MD - LD Rental: $70,000
July Rental: $30,000
August - LD Rental: $33,000

John P Vitello
(631) 204-2407

4 Toilsome Lane
$30,000

Village of East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 2.5
Web ID: 892488

Centrally located in East Hampton village, totally renovated 3 bedroom, 2 1/2 bath townhouse offers an exquisite low maintenance rental option in a park like setting. The first floor's foyer and new kitchen lead to an open living area for easy entertaining with a fireplace, vaulted ceilings and skylights. Sliding glass doors lead out to your own private patio and bucolic community gardens surrounding the oversized community heated pool and tennis courts. Also on the first floor is a a bedroom and renovated bathroom. The second floor offers an additional two large bedrooms and a full bathroom. These townhouses are conveniently located to the train/Jitney, restaurants and access to Main and Georgica beach only a mile+- away. Will not last!

Custom Rental: $30,000
August Rental: $30,000

Cynthia R Barrett
(631) 537-4322

38 Sycamore Drive
$30,000

Springs, NY
Rental
Bedrooms: 3
Bathrooms: 3.5
Web ID: 755080

RR# 24-810 FALL, This gated, refreshed and renovated post-modern 3 Bed/3.5 Bath + lower level with additional 'slumber space' is ready for your summer enjoyment! The updated cook's kitchen with large eat-in area opens to an adjacent spacious formal dining room and comfy oversized living room with fireplace. There's a first floor primary suite with a spa tub, large walk-in shower and tons of light with direct access to the deck and pool area. Two large guest bedrooms with 2 full baths and an open office area completes the second floor. The fully finished lower level bonus space features a large den, an additional office area and plenty of space for your overflow visitors. The main attraction is the gorgeous resort-like backyard surrounded by lush mature landscaping offering full privacy to enjoy the expansive deck and patio areas that surround the heated gunite pool...it's the PERFECT SUMMER oasis!...

Custom Rental: $68,000
June Rental: $12,500
June/July Rental: $40,000
July Rental: $30,000
July / Aug Rental: $60,000
August Rental: $30,000
August - LD Rental: $30,000

Timothy C Burch
(631) 771-5315

30 Clinton Academy Lane
$30,000

Amagansett, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 887915

Amagansett Dunes Summer Rental Reg. # 24-1002 Amazing Value at the Beach! Enjoy this charming and private beach house location at 30 Clinton Academy in the desirable Amagansett Dunes where the beautiful sandy ocean beach is yours only seconds away, right at the end of the street! Offering three spacious bedrooms, two baths plus the large den with a pullout for guest overflow. Nice space for entertaining too with its open kitchen-living areas that lead to a large addition with a dining area and a work station offering lovely views of the natural dunes enhanced with native song birds. This is a great place to de-stress and relax yet it's close to the ocean, village shops and restaurants as well as transportation to NY. Listing ID#:887915

MD - LD Rental: $75,000
July Rental: $30,000
July / Aug Rental: $60,000
August - LD Rental: $35,000

James J MacMillan
(631) 267-7171

22 Huckleberry Lane
$30,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 2.5
Web ID: 919752

Enjoy the summer in the most desirable condo complex in the Hamptons. Each unit is an individual house with a garage, affording real privacy, lush landscaping, brick patios and lovely vistas. This 4 bedroom, 2 1/2 bath home, has an open floor plan with a first-floor primary bedroom and ensuite bath. The second level offers 3 guest bedrooms. Tons of light floods this bright and cheery house. The complex offers 2 tennis courts and pickleball, a club house and beautiful pool. All amenities are pristine and extraordinarily well maintained. This is a super special listing offering easy carefree summer living.

MD - LD Rental: $75,000
June Rental: $20,000
June/July Rental: $45,000
July Rental: $30,000
July / Aug Rental: $65,000
August Rental: $35,000
August - LD Rental: $35,000

Andrea L Ackerman
(631) 537-4340

Elizabeth A Phenis
(631) 537-4357

130 Town Lane
$30,000

East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 2.5
Web ID: 878709

Rental Reg. # 23-362. Ideally located between the villages of East Hampton and Amagansett and just a short distance to ocean beaches, this nicely renovated home is the perfect getaway. The house features thoughtfully designed interior spaces which include a living room with vaulted ceiling and fireplace covered in shiplap and stone, a separate den, and a media loft. The open kitchen, dining room and den have sliders that lead to the back deck and pool. The first-floor primary bedroom suite has an alcove space perfect for a small home office. A central half bath completes the first level. Two guest bedrooms on the second floor are separated for privacy and share a windowed full bath. A lovely deck extends across the back of the house and leads to the 20 x 40 ft heated pool with stone surround, gardens and an expansive lush lawn. Moments away from the...

MD - LD Rental: $70,000
June Rental: $18,000
July Rental: $30,000
August - LD Rental: $30,000

Robert Stearns
(631) 771-5317

John Scott JT Thomas
(631) 771-5327

Southampton
$29,000

Southampton, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 891783

RR# RP240820. Southampton Shores with dock and beach rights, 3 bedroom, 2 bathroom, recently-renovated and newly-furnished with high-speed Wi-Fi and a heated inground pool. Minutes to Southampton Shores private beach, tennis courts, basketball court and marina. Family room boasts views to the pool, large sectional and 75 inch TV. Covered front porch with rocking chairs and table and chairs for relaxing. Upstairs landing provides a second hang out area with TV and pull out couch. Lovely deck in the back with an 8 person teak table, retractable awning, Weber grill and smoker. Lounge chairs and outdoor teak sofa by the pool and brand new Tommy Bahama beach chairs and umbrellas included for the beach. Bikes and a kayaks are also available. Kitchen is fully-stocked and has a brand new refrigerator, dishwasher and quartz countertops. Linens and towels included and the laundry room recently updated with brand new appliances. There is...

Custom Rental: $89,000
MD - LD Rental: $79,000
June Rental: $15,000
July Rental: $29,000
July / Aug Rental: $59,000
August Rental: $29,000
August - LD Rental: $31,000
September Rental: $19,000

John P Vitello
(631) 204-2407

468 Water Mill Towd Road
$29,000

Southampton, NY
Rental
Bedrooms: 3
Bathrooms: 2.5
Web ID: 738074

RR# RP190301. This immaculate Contemporary is the perfect combination of location and charm! Located minutes to the Jitney and train, the heart of Southampton Village and bay beaches. This wonderful home sits on a private acre and has a beautiful tranquil setting. Bask in the warm summer days in the large open backyard with ample lawn, heated pool and a spacious deck perfect for entertaining. Light filled living room with tall glass windows and French doors to the backyard, in addition to a second living room with wood burning fireplace. Also on the first floor, you will find the eat-in kitchen, formal dining room and a powder room. The second floor offers a spacious, en-suite master bedroom with a brand-new master bathroom, as well as two additional bedrooms and full bath. All new furnishings and a 2-car garage. Come enjoy your Summer in this truly ideal Hamptons home!...

MD - LD Rental: $77,000
June Rental: $19,000
July Rental: $29,000
August - LD Rental: $30,000
Year Round: $85,000

Cristina Matos
(631) 204-2408

Amagansett
$28,000

Amagansett, NY
Rental
Bedrooms: 4
Bathrooms: 2
Web ID: 754731

Rental Registration #: 20-557 Charming three bedroom, 2 bath, shingled cottage, on oversized lot affording a lot of privacy. The den could be a possible 4th bedroom. Two zone air conditioning system makes for a very comfortable rental on those hot summer days. Just minutes to the beach, leave your car in the driveway. You won't need it at this adorable, and affordable summer cottage. Bikes come with the rental. Updated for 2021. Listing ID: 754731

Custom Rental: $50,000
June Rental: $28,000
June/July Rental: $50,000
July Rental: $28,000
August Rental: $28,000

Sharman S Peddy
(631) 903-6171

Water Mill
$28,000

Water Mill, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 735760

Rental Reg. # RP170296: This two-story house is privately situated on 2.50+/- acres of landscaped property with beautiful gardens. Features include a covered porch, living room, formal dining room, kitchen, four bedrooms (including first-floor master) and three baths. Additional amenities include two fireplaces, central air-conditioning, central vacuum, security system, two-car garage, hot tub for 5, full basement with pool table and beautiful pool setting. Central to all. Don't let this private, fun, summer oasis pass you by. Listing ID: 738623

March Rental: $8,000
April Rental: $10,000
May Rental: $11,000
MD - LD Rental: $72,000
July Rental: $28,000
July / Aug Rental: $55,000
August - LD Rental: $29,000
September Rental: $12,000
October Rental: $11,000
November Rental: $8,000
December Rental: $8,000

Richard Finder
(631) 702-7511

Southampton
$27,500

Southampton, NY
Rental
Bedrooms: 3
Bathrooms: 3
Web ID: 865899

RR# RP220032. Summer can start now and is easy in this fresh and bright home with stylish contemporary furnishings. This 3 bedroom home has access to a private community bay beach and tennis and pickleball courts, as well as a ballfield. Only minutes to Southampton Village and Ocean. Listing ID: 865899

MD - LD Rental: $60,000
June Rental: $18,500
July Rental: $27,500
August - LD Rental: $27,500

Gertrud Hoertnagl-Pereira
(631) 204-2425

Marie McCullough
(631) 204-2420

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

Village Of Southampton
$27,000

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

June/July Rental: $45,000
July Rental: $27,000
July / Aug Rental: $50,000
August - LD Rental: $29,000

Springs
$27,000

Springs, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 757482

Enjoy sunny summer days in this lovely contemporary home! It offers four bedrooms, three baths on just about 2,000 sq ft of living space. It features vaulted cathedral ceilings in the living room with fireplace, and home is light filled with lots of windows and sliders leading to deck and heated pool. Amenities include central-air-conditioning. Home is meticulously maintained both cosmetically and mechanically. Listing ID: 757482

MD - LD Rental: $65,000
June Rental: $16,000
July Rental: $27,000
August - LD Rental: $27,000

JB Jose B DosSantos
(631) 903-6147

East Hampton
$27,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 2
Web ID: 754993

Rental Registration #: 23-1112 This updated Contemporary is less than 2 miles from town, sits on .75+/- acres bordering a preserve in East Hampton Oaks. The first floor is an open floor plan with high ceilings and skylights with access to the outdoor deck. The updated kitchen has white Caesarstone counters and stainless appliances. There are two bedrooms and an updated full bathroom completing the first floor. Upstairs there is a large primary suite with a king size bed, high ceilings and a balcony overlooking the pool, plus a fourth bedroom. Five large flat screen TV's are throughout the house. Outside you will find a beautiful gunite pool surrounded by lush gardens and a wide mahogany deck with a Weber grill. Association tennis courts are just down the road. What more could you want?! Listing ID: 754993..

July Rental: $27,000
August - LD Rental: $29,000

Margaret Turner
(631) 771-5314

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