506 Hamptons Rentals

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Gardiner Avenue
$40,000

East Hampton, NY
Rental
Bedrooms: 2
Bathrooms: 2
Web ID: 3535979

This just renovated ranch centrally located in Springs offers and incredible stay to its guests. An outdoor shower to cool down from the beach just down the road, a large lawn space for hanging in the evening, and a wonderful deck with a grill to bbq. Thats not all, the inside of this house is immaculate and the layout phenomenal. You will never want to leave this modern gem.

Fallon A. Nigro
(6319033534) ) ) ) ) ) ) ) ) )

Dune Road
$40,000

Quogue, NY
Rental
Bedrooms: 5
Bathrooms: 4
Web ID: 3547471

Relaxing water views from this canal front Dune Road home with 20 x 40 heated gunite pool and spa in the charming village of Quogue. 2025: July 1- July 15 @$40,000; August 17- Sept 3 @$42,000 & Also June or September (2 wk minimum). This immaculate home includes 5 bedrooms; 3 full baths plus 1 half bath, spacious and airy living room with wood-burning fireplace, fully equipped kitchen with large island & open concept dining area. Family and guests enjoy an additional family/living area and covered deck on the first level. A spacious stone patio and a heated in-ground pool with waterfall spa and outdoor shower are perfect for relaxing after a day on the beach. Multi-level decks offer great views of both sunrises and sunsets. Located just a short distance from the shops & restaurants in both villages of Quogue and Westhampton Beach.,

Frances G. Barnes
(5163983627) ) ) ) ) ) ) ) ) )

Dovas Path
$40,000

Southampton, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 813479

Exotic Southampton Designer Rental! Spend your summer relaxing and unwinding in this beautifully appointed home located just north of Southampton village. Indian-inspired themes permeate this one-floor ranch, with tapestries adorning the walls and whimsical works of art featured among the rooms. Highlights include an open concept living/dining area with a modern kitchen and stone countertops, a separate living/sitting area, a primary bedroom surrounded by windows, with intricate doors leading to a updated and luxurious en suite bath, two guest rooms and a renovated guest bath. The property sits on just over an acre of land and the backyard enjoys a variety of spatial experiences, including a lovely pool surrounded by a patio and outdoor furniture, a large lawn, a canopy-enclosed sitting area and a Bali-inspired meditation space with lounge chairs and swinging hammock. This property is available from August - Labor Day as well as just for two weeks....

Nancy E. Pearson
(9178379173) ) ) ) ) ) ) ) ) )

Dignans Road
$40,000

Cutchogue, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 3518964

Cutchogue North Fork: Spend August-LD 2025 in this beautifully appointed & very private Long Island Sound front home at 2430 Dignans Road, Cutchogue: come find out why the owners call it North Cliff. Spectacular decks & pool set high on the cliffs overlooking the LI Sound - private easy steps to beach. On the other side forever views of Oregon Road farmland. Published in international Fashion Magazines. Chique but casual Summer home. Inside Outside living. Endless beaches to take in and at night follow the lights from Horton's Lighthouse over the crescent coastline. Primary Suite with gorgeous long water views from large private sundeck. August-LD $40,000 RP# 0579

Nicholas J. Planamento
(6312980600) ) ) ) ) ) ) ) ) )

Southampton
$40,000

Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 5
Web ID: 736065

RP241671 - Beautiful four bedroom, five-bath postmodern, privately situated on a landscaped 2.20+/- acre. Amenities include new pool and spa installed in 2024, an all-weather lighted tennis court, central air, attached one-car garage, and a finished lower level with a pool table, gym, sauna, and a full bath. Conveniently located between Southampton, Sag Harbor, and Bridgehampton. A must see.

MD - LD Rental: $105,000
June/July Rental: $60,000
July Rental: $40,000
July / Aug Rental: $80,000
August Rental: $45,000

JB Jose B DosSantos
(631) 903-6147

Village Of Southampton
$40,000

Village of Southampton, NY
Rental
Bedrooms: 3
Bathrooms: 2.5
Web ID: 755134

Located on a quiet street in Southampton Village, this lovely cottage style home is surrounded by meticulous landscaping and hedges and offers an inground pool. Three bedroom, two and one half bath home located just over a mile from Village dining and shops is ideal to spend the most desirable times in the Hamptons. Tesla supercharger available. Listing ID: 755134

August - LD Rental: $40,000

Richard Finder
(631) 702-7511

Maritza Jimenez
(631) 204-2411

Brushy Neck Lane
$40,000

Westhampton, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 3577350

Traditional Post-Modern Creekfront Home offers privacy, water access and plenty of room to entertain. Open concept living room, dining room & chef's kitchen. Main floor living spaces open to covered blue stone porch & pool area with cabana and outdoor shower. Oversized heated, saltwater pool. Four bedrooms/3.5 bathrooms, dedicated office, bonus den/tv room with Peleton bike. Direct creek access for kayaking and paddleboarding. Evening Sunsets Over Creek are incredible! Bed setup (2) kings, (1) queen (1) full. Main floor bedroom suite with private bathroom and king size bed. Primary suite on second floor with private deck overlooking waterfront. Attached 2 car garage. Beach pass responsibility of tenant. Flexible dates available. Minimum 2 week rental, Additional information: Appearance:Diamond+,Location Features:Protected Wetland, Interior Features:Separate Thermostat

Allison Galasso
(6312581192) ) ) ) ) ) ) ) ) )

Amagansett
$40,000

Amagansett, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 742846

Beautifully renovated, this 3 bedrooms 2 baths cottage offers an amazing view on the ocean. Close to the beach and to Amagansett village you just found the right place to spend your summer

MD - LD Rental: $100,000
June Rental: $25,000
June/July Rental: $65,000
July Rental: $40,000
July / Aug Rental: $65,000
August - LD Rental: $45,000

Noel D Mason
(631) 903-6135

East Hampton
$40,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 908143

Rental Registry #: 24-557. This 4 bedroom, 3 bathroom home with lots of additional space has it all. Beautifully renovated kitchen and bathrooms. Large pool with a grassy fenced in yard. Lots of natural light and close to all the fun things in East Hampton and Sag Harbor. Lots of parking and in a private cul de sac.

MD - LD Rental: $90,000
June Rental: $15,000
July Rental: $40,000
August - LD Rental: $45,000
September Rental: $18,000
Two Week Rental: $25,000

Michael Petersohn
(631) 771-5336

East Hampton
$40,000

East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 4
Web ID: 736934

In the heart of East Hampton's renowned Lily Pond Estate section, south of the highway and mere seconds to world-class ocean beaches, this truly spectacular 2-acre property evokes easy summer living and relaxed entertaining near the sea. There is a total of 3 bedrooms and 4 full baths on the park-like property, that includes a classic Carriage house, spacious pool house with rec room, changing room and 2 full baths, an inviting private pool, stone patio, and a secluded Har-Tru tennis court. The main house features an elegant drawing room, chef's kitchen and formal dining room with double French doors leading out to the expansive grounds. A perfect summer retreat.

January Rental: $5,000
February Rental: $5,000
March Rental: $5,000
April Rental: $5,000
May Rental: $15,000
MD - LD Rental: $95,000
June Rental: $20,000
July Rental: $40,000
August - LD Rental: $45,000

Christopher J Burnside
(516) 521-6007

Alvah S Lane
$40,000

Cutchogue, NY
Rental
Bedrooms: 6
Bathrooms: 4
Web ID: 805043

Stunning vineyard views! Nestled in the heart of the North Fork's first vineyard is this sprawling, historic beauty. Steeped in history but with all the modern comforts and conveniences is the generous estate. Don't miss the one-of-a-kind North Fork sunrises from the primary suite or the picturesque sunsets from the gunite pool. Experience life on a working farm, while enjoying the seclusion and serenity of nearly 66 acres of a classic North Fork vineyard. Completely renovated, never lived in, and to be professionally furnished with designer grade places! July $40,000 - August-LD $40,000

Joseph Divello
(6316557999) ) ) ) ) ) ) ) ) )

76 Cove Hollow Road
$40,000

East Hampton, NY
Rental
Bedrooms: 2
Bathrooms: 3
Web ID: 902031

RR#: 23694 Welcome to 76 Cove Hollow Road.This recently renovated charming cottage is just minutes from East Hampton Village makes for the perfect summer rental! Features include a large pool and outbuilding housing a fully equipped gym. The main house offers 2 bedrooms, 3 bathrooms, dining and living rooms, an open eat-in kitchen connects to an exterior bluestone patio making for easy indoor/outdoor entertaining. The large beautifully landscaped property includes a vintage barn (converted to gym) that overlooks the 77' heated gunite saltwater pool and outdoor shower. As an added bonus, there is a beautiful detached building with bonus room/full bath. Look no further for that August rental in the Hamptons! Listing ID:902031

July Rental: $40,000

Kimberly Kakerbeck
(631) 537-4351

Mary Sculley
(631) 537-4326

64 South Hill Street
$40,000

Village of Southampton, NY
Rental
Bedrooms: 3
Bathrooms: 2.5
Web ID: 738990

This charming home on a quiet street in the Estate Section is the perfect place to relax and enjoy the summer. Beautiful lawn, heated gunite pool, living room with fireplace,eat in kitchen, dining room, Master bedroom deck overlooking the pool and lawn. Listing ID: 738990

July Rental: $40,000
July / Aug Rental: $80,000
August - LD Rental: $45,000

Elyn W Kronemeyer
(631) 204-2432

59 South Breeze Drive
$40,000

Wainscott, NY
Rental
Bedrooms: 3
Bathrooms: 3.5
Web ID: 914344

RR# 24-1138 Bordering a nature reserve and set back off the main road, 59 SOUTH BREEZE DRIVE is an idyllic and rare Hamptons find (home). Sitting on 1.2 acres, the house's open-style interior layout, very high ceilings with skylights throughout, a sizeable outdoor pool area with countless seating options, a BBQ grill, and a dining table, are perfect for entertaining large groups of people or simply enjoying the serene outdoor green space for yourself. Available from August 1st through Labor Day, this 3-bedroom home checks off all of the boxes if you want to escape the stifling inner city heat and reconnect with nature. Located 10 minutes from the towns of East Hampton, Wainscott, and Sag Harbor, this house will not last long. Listing ID: 914344

July Rental: $40,000
July / Aug Rental: $80,000
August - LD Rental: $40,000

David Tenenbaum
(631) 771-5322

37 Scallop Avenue
$40,000

East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 2.5
Web ID: 909609

RR # 24-335Renovated from top to bottom, this 3 bedroom/ 2.5 bath contemporary has been meticulously updated. Soaring, bright living room has 15' vaulted ceilings, shiplap paneling, quartz clad fireplace and sliders to the front and back decks. Separate dining room and floor to ceiling glass sunroom offering true indoor/ outdoor living. Newly renovated kitchen with SubZero and Wolff stainless appliances. Primary en suite occupies the rear of the home with sliders to a private deck overlooking the pool and professionally landscaped grounds. Two additional bedrooms with skyights and another full bath complete the first level. The lower level is comfortably finished with a large media room, bar area with wine fridge, beverage center and ice maker, fully equipped gym, powder room and laundry. Ouside, the beautifully landscaped grounds abound with mature plantings, masses of hydrangeas, azaleas and multiple specemin trees allowing for maximum privacy. ...

July Rental: $40,000
August - LD Rental: $50,000

Philip Judson
(631) 771-5328

31 Diane Drive
$40,000

East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 2.5
Web ID: 743733

Rental Registration # 22-604. Spacious, Modern living. Full renovation completed in 2020. Located 1.5 miles from East Hampton Village and ocean beaches. In sought after East Hampton Oaks community. Private, crisp, and immaculate one floor home offers living room with wood burning fireplace, family and dining rooms, luxury galley kitchen, primary plus 2 additional guest bedrooms, 2.5 baths and laundry. Contemporary kitchen design is fully equipped with Sub-Zero, Bosche and Wolfe appliances and opens, partially, to all main living areas. Primary is ensuite with king bed, walk in closet and opens to teak deck, pool and outdoor shower. Guest bedrooms 1 & 2 offer Queen and Twin beds with shared full bath. Outdoor living space includes teak deck, professional grill, dining for 8, wood burning fireplace with seating, both overlooking the 18' x 36' gunite pool with auto closing cover and a private outdoor shower. Front facing porch is off...

June Rental: $20,000
July Rental: $40,000
July / Aug Rental: $80,000
August Rental: $40,000
September Rental: $25,000

Dennis Gallagher
(631) 771-5309

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