486 Hamptons Rentals

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Springs
$30,000

Springs, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 758200

Rental Registration # 24-17 Expires January 8th, 2026 Charming picturesque country cottage surrounded by mature lush landscaping with specimen plantings and perennials on 1/2 acre. Tastefully decorated throughout. Main level offers living room with fireplace, formal dining room and gourmet kitchen that overlook beautiful backyard gardens and brick patio perfect for alfresco dining and entertaining and a generous Primary Suite with full bath. Upper Level provides privacy for 2 additional bedrooms with shared full bath. Lower Level offers family room, an authentic 'Tavern' bar and a fourth bedroom and full bath. This home is a tranquil experience perfectly situated between the bay and ocean beaches with a Marina, Maidstone Park, Springs dining and markets nearby. Listing ID: 758200

Custom Rental: $50,000
June Rental: $20,000
July Rental: $30,000
Short Term Weekly: $10,000

Dennis Gallagher
(631) 771-5309

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

Amagansett
$30,000

Amagansett, NY
Rental
Bedrooms: 4
Bathrooms: 2
Web ID: 889670

Rental Registration # 22-683. Close proximity to both the beach in the coveted village of Amagansett, this quaint 2,200+/- sq. ft. ranch on a .75 acre lot offers a fantastic location along with a simple and newly refurbished interior. Great living space for relaxing, dining and entertaining with Central air conditioning. This home offers beautifully landscaped and immaculate grounds with plenty of room outside for barbecues, bocce ball and summer enjoyment! This sought-after lane's location is literally minutes from Indian Wells and Atlantic Beaches, the iconic Stephen Talkhouse as well as many new and charming restaurants and shops. Also conveniently located from nearby towns of East Hampton or go farther east for the famous Ditch Plain Surfer hangout or lighthouse in Montauk. A delightful option for summer.

MD - LD Rental: $80,000
June Rental: $20,000
July Rental: $30,000
July / Aug Rental: $65,000
August - LD Rental: $35,000
Year Round: $95,000

Peter M Turino
(631) 903-6115

Shannan M North
(631) 903-6174

Amagansett
$30,000

Amagansett, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 735686

Rental Registration #: 24-8 Charming Beach cottage located south of the highway in the Dunes with ocean access just seconds away. Open and bright living room with fireplace, large country kitchen, laundry room, three bedrooms, two baths, central air-conditioning, and a west facing outdoor deck. Totally private setting, with views of reserve from every room and an Outdoor Shower to rinse of the sand. Available and Updated for Summer 2025.

June Rental: $20,000
July Rental: $30,000
August - LD Rental: $32,500

William Kuneth
(631) 771-5319

Shannan M North
(631) 903-6174

Sag Harbor
$30,000

Sag Harbor, NY
Rental
Bedrooms: 3
Bathrooms: 3
Web ID: 741119

RR# RP230721. Very tasteful and updated waterfront beach cottage on the outskirts of Sag Harbor Village. Offering 3 bedrooms and 3 baths in the main house and a full suite in the guest house for a total of 4 bedrooms and 4 baths. Deep water dock will accommodate up to a 30' boat with amazing 180 degree water views. Lovely large yard, outdoor shower, plein-air terrace off primary bedroom and a covered dining terrace off the great room. All the amenities, including large flat-screen televisions. Enjoy magnificent sunsets over Sag Harbor Cove. A terrific rental. Listing ID:741119

Winter Rental: $30,000

Cristina Matos
(631) 204-2408

Village Of Sag Harbor
$30,000

Village of Sag Harbor, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 758788

This charming traditional in Sag Harbor Village was built in 1850 and tastefully renovated. The kitchen is large with ample storage and a breakfast nook for intimate dining or for a larger gathering, you can enjoy a fine meal in the dining room. The first floor also includes a library, living room with fireplace and master bedroom. The second floor you will find two additional bedrooms and large bathroom and an upper deck. The lower level is finished as a media room. Outside is mature, well groomed landscaping, brick patios, outdoor shower and a cute cottage with full bath. Also for sale! Listing ID#: 758788

July Rental: $30,000
July / Aug Rental: $55,000
August - LD Rental: $35,000

Christopher J Burnside
(516) 521-6007

Aubri Peele
(631) 252-5434

94 Pembroke Drive
$30,000

Springs, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 906183

Rental Reg # 23-1290 Welcome to this beautifully renovated 4 bedroom and 3 bathroom home in Clearwater Beach East Hampton. Nestled in this peaceful and highly sought-after neighborhood with private beach access, this property offers the perfect blend of modern luxury and timeless charm. As you walk into the home, you are greeted with amazing natural light from the wall of windows in the rear of the home and skylights. There is a separated living room with fireplace that is great for lounging and entertaining. As you walk further, there is open chefs kitchen, dining area and family room. On the left of the living area there are three bedrooms and two full baths including the ensuite primary with outdoor deck and shower. On the right side of the living area is a junior ensuite primary. When you walk at back, you are greeted...

September Rental: $30,000
Two Week Rental: $20,000

David Tenenbaum
(631) 771-5322

43 Diane Drive
$30,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 898311

Rental Reg #: 23-172. This 4 bedroom 3 bath contemporary ranch, in sought-after East Hampton Oaks Association is very close to East Hampton Village and ocean beaches. Large bright double-height great room with fireplace, smart flat screen tv, ample seating for entertaining and dining and 3 oversized sliding glass doors to the secluded wrap-around deck. A second deck below surrounds the 20 x 40 in-ground pool. Tastefully decorated with beautiful accessories. The property has an expansive front lawn with ample guest parking. The back of the property is completely fenced-in and borders reserve for extra privacy. Listing ID: 898311

August Rental: $30,000
August - LD Rental: $30,000
Two Week Rental: $15,000

Dennis Gallagher
(631) 771-5309

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

31 Hartley Boulevard
$30,000

Springs, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 908423

RR24-58. Located in East Hampton, this perfect summer contemporary home with elegant and stylish new furnishings has it all! Be the first to enjoy this spacious home featuring 4 bedrooms and 4 baths. The expansive and bright living room, with 17 foot high vaulted ceilings, large glass windows and a wood burning fireplace flow seamlessly to a den and eat-in kitchen with stainless steel appliances. A guest bedroom and a renovated full bath completes the first level. On the second level is the primary bedroom with en suite bathroom and walk-in closet, 2 additional guest bedrooms and a full bath. Hardwood flooring throughout the house. Privacy is ensured in the beautiful and lush mature landscaped backyard surrounded by specimen trees and mature plantings, as well as a heated pool with outdoor firepit patio area. Amenities include solar panels, which produce a wallet-friendly power supply....

July Rental: $30,000
August - LD Rental: $35,000

Cristina Matos
(631) 204-2408

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

23 Marjorie Lane
$30,000

Noyac, NY
Rental
Bedrooms: 2
Bathrooms: 2
Web ID: 912387

RR#:RP240326 Boaters Paradise. Sunsets! Waterfront property. 2 bedroom, 2 bath cozy cottage. Eat in kitchen. Large living room and office. Outdoor covered porch and separate patio with dining. Dock and floating dock. Kayak and boat right off the property! BBQ. Outdoor shower, Peloton. Minutes to Serene Green, Long Beach and Sag Harbor Village.Listing ID:912387

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

Elizabeth C France
(631) 903-6187

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...

June Rental: $18,000
July Rental: $30,000
Two Week Rental: $18,000

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: $89,000

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

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