500+ Hamptons Rentals

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Union Avenue
$40,000

Aquebogue, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 815416

Your Dreams of a Full Season, Fun-Filled North Fork Summer can come true! Enjoy this fully furnished home with heated in-ground pool, spacious fenced backyard, and a separate ensuite guest bedroom. Skip the traffic further east and take advantage of this convenient location with its nearby beaches, golf courses, wineries, shopping and farm-to-table dining options.

Deborah A. Kusa
(6313772871) ) ) ) ) ) ) ) ) )

Shinnecock Hills
$40,000

Shinnecock Hills, NY
Rental
Bedrooms: 2
Bathrooms: 1
Web ID: 742699

Rental Permit #: RP220740 Charming and spacious 2 bedroom guest cottage has a casual elegance that lends itself to relaxing and entertaining. French doors lead to a secluded, private patio garden surrounded by 33 acres of farm preserve. Pool access with private gate. Listing ID: 742699

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

Three Mile Harbor Road
$40,000

East Hampton, NY
Rental
Bedrooms: 2
Bathrooms: 1
Web ID: 3592299

Escape to tranquility in this beautifully renovated cottage! Nestled on a deep flag lot, this private retreat offers the perfect blend of peace and proximity to East Hampton Town. Discover the charm of two bedrooms, featuring a queen-sized bed and a full bed, complemented by a full bath. The home features a living room, equipped with a 50-inch TV, & the property offers large exterior deck overlooking an over-sized heated pool & outdoor shower. Indulge in modern comforts with central air conditioning, a convenient washer & dryer, and ample parking. Store your outdoor essentials in the provided shed, perfect for bikes and surfboards. Savor the convenience of being just 100 yards from the renowned Round Swamp Farm for fresh summer veggies and desserts. For more excitement, explore the town only 1.2 miles away. Don't miss out on this fantastic summer rental with extended season availability. Inquire today and make this...

Ashley J. Farrell
(6316808001) ) ) ) ) ) ) ) ) )

South Country Road
$40,000

Remsenburg, NY
Rental
Bedrooms: 4
Bathrooms: 5.5
Web ID: 803484

Welcome to your Hamptons escape in Remsenburg! This renovated home offers the perfect blend of modern luxury and timeless charm. The inviting 1st floor features a cozy family room w/fireplace, office, and chef’s kitchen w/high-end appliances & pantry. The expansive living/dining area, centered around a fireplace creates an inviting space for relaxing & entertaining. A private mother-in-law suite with a steam shower completes the 1st floor. Upstairs, the luxurious master suite offers a sitting area, walk-in closet, private balcony, and a spa-like ensuite bath w/soaking tub. Two additional guest bedrooms and a full bathroom complete the 2nd floor. The expansive yard affords a remarkable pool house perfect for entertaining. Take a dip in the heated saltwater gunite pool, unwind in the hot tub, or rinse off in the outdoor shower. Enjoy access to SH Town beaches & just minutes from WHB Village Main Street. Tenant will have access to home's...

Thomas W. Stoebe
(6319602851) ) ) ) ) ) ) ) ) )

Shinnecock Road
$40,000

Quogue, NY
Rental
Bedrooms: 4
Bathrooms: 5
Web ID: 3564079

GORGEOUS QUOGUE TRADITIONAL Magnificent 4 BR/5 BA home in the Estate section of Quogue with plenty of living space. Main floor features a grand living room, country kitchen with newly-painted cabinets and indoor/outdoor dining area, formal dining room, family room, and a 1st floor study with pull-out couch. Upstairs: a spacious master suite, junior master suite, and two more tastefully-decorated bedrooms. Outside is a new gunite pool surrounded by lawns and mature landscaping. Great location just off Quogue Street, backing up to the Field Club, minutes from the Quogue beaches., Additional information: Appearance:Excellent

Amanda M. Murray
(9173280848) ) ) ) ) ) ) ) ) )

Amagansett
$40,000

Amagansett, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 736121

Rental Registration #: 22-0,458 - Beautifully sited on a quiet residential lane, close to Amagansett's ocean beaches, shops and restaurants, this bright, immaculate and stylishly appointed house is ideal. The 1.2+/- acre grounds are well landscaped, offering privacy to the newly remodeled, multi-level sun deck and the sparkling heated salt-water swimming pool. Bathed in natural light, the interior of the house features a living room with fireplace, high ceiling and glass doors to the poolside patio. An elegant dining room, new kitchen and three baths. The four bedrooms span three floors, including a primary suite with fireplace on the first and a guest room with distant ocean views on the third. Outside, there is also a detached garage, a spacious pool house with full bath and a new outdoor shower. Listing ID: 736121

June Rental: $30,000
July Rental: $40,000
July / Aug Rental: $85,000
August - LD Rental: $50,000

JB Jose B DosSantos
(631) 903-6147

Richard Finder
(631) 702-7511

S Bay Avenue
$40,000

Eastport, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 808216

This modern storybook Hamptons cottage mixes only the most scenic and relaxing elements one could dream for in the quaint and charming town of Eastport. Down a waterfront street with marina & public boat ramp, this home offers three bedrooms, two full baths, on just shy of a manicured and maturely landscaped acre. The main cottage hosts an open and bright living room with fireplace, eat-in-kitchen, fully equipped with stainless steel appliances and open shelving. On the main level are two spacious bedrooms and full bathroom and above an additional bedroom & loft. The pool house features a rustic finish with exposed beams, polished cement floors and a full bathroom, plus a sexy outdoor shower. The property encompasses the dreamiest saltwater 16x40.5 heated gunite pool with wading area, night lighting & bubbler. Lastly, a two-car garage, outfitted with home gym & storage, making this package too perfect to pass up!...

Lauren R. Spiegel
(6314337331) ) ) ) ) ) ) ) ) )

East Hampton
$40,000

East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 3
Web ID: 736950

Rental Registration #: 24-854 Recently updated, this three bedroom and three bath modern home is an ideal summer rental for anyone that wants to be close to the beaches and village of East Hampton. Amenities include central air conditioning, a heated pool surrounded by a large entertaining deck..

June Rental: $20,000
August - LD Rental: $40,000
Winter Rental: $5,500

Shannan M North
(631) 903-6174

Village Of Sag Harbor
$40,000

Village of Sag Harbor, NY
Rental
Bedrooms: 3
Bathrooms: 2.5
Web ID: 884504

Beautifully renovated and appointed cape with stylish interiors/furniture in Redwood, Sag Harbor Village. This charming cottage includes three bedrooms, 2 1/2 baths, a fireplace, screened porch, and a finished lower level. On the main floor, it offers a bedroom with a full bath and a powder room. 2 bedrooms share a full bath on the second floor. Reno includes the addition of a new central A/C, new kitchen, and baths. Brand new heated Gunite pool. Convenient to all that Sag Harbor Village has to offer. Listing ID:884504

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

Kimberly Kakerbeck
(631) 537-4351

Plume Grass Way
$40,000

Westhampton, NY
Rental
Bedrooms: 4
Bathrooms: 6
Web ID: 3581202

POOL, TENNIS and GYM IN WESTHAMPTON Luxurious living awaits at this immaculately maintained home with high end finishings and very comfortable beds. Featuring 4 bedrooms, 5.5 baths, large eat-in kitchen, separate dining room, living area with sliders to in-ground heated gunite pool, and additional den for entertainment. Move right in and enjoy this spacious home. Play a round of tennis, relax by the pool or visit the village just minutes away with restaurants, shopping, beaches, golf courses and theaters. Now available Memorial Day to Labor Day $100,000, June 2025 $25,000, July $40,000, August to Labor Day $45,000, July to Labor Day $82,000. Off Season $8,500 month.

Christopher D. Foglia
(6318312515) ) ) ) ) ) ) ) ) )

Village Of Sag Harbor
$40,000

Village of Sag Harbor, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 878775

Quintessential totally renovated Sag Harbor Village historic home. Just completed, this three bedroom 2 bath village bungalow is a stones throw to downtown historic Sag Harbor. Fresh newly renovated with all the modern amenities for an enjoyable summer or year round. New gunite pool, grilling station, pool house with big screen TV all your guests will adore. Listing ID: 878775

August - LD Rental: $40,000

Rachel Rushforth-Worrell
(631) 903-6160

Jeanne Galante
(631) 903-6184

Mill Road
$40,000

Westhampton Beach, NY
Rental
Bedrooms: 3
Bathrooms: 3
Web ID: 803343

Discover easy luxury living in this stunning Westhampton Beach Village ranch home! Completely renovated in 2023, this Hamptons home features an open living room and kitchen with vaulted ceilings, 3 spacious bedrooms, 3 full bathrooms, versatile bonus room, wood burning fireplace, and dedicated laundry room. The primary suite has 11 foot plus ceilings and is complete with its own steam shower and walk in closet. The junior primary is also ensuite and features a walk-in closet as well as its own sliding glass door for private access to the backyard. As a bonus, enjoy a versatile extra room that can be tailored to your needs- a home office, media lounge, or inviting den. This residence seamlessly blends modern sophistication with classic charm, featuring top of the line appliances, custom cabinetry, and stylish finishes. Outside features a new heated in ground pool, shed, deck, and bluestone patio with an impressive custom...

Kimberly A. Monsour
(6314336693) ) ) ) ) ) ) ) ) )

Bridgehampton
$40,000

Bridgehampton, NY
Rental
Bedrooms: 4
Bathrooms: 2.5
Web ID: 877017

Rental Reg # RP201221 Down a long drive, this charming Hamptons classic house is situated on a professionally landscaped acre. Tucked away in a quiet community and only a stone's throw to both Bridgehampton and Sag Harbor villages. This stylish professionally decorated home is fully equipped with 4 bedrooms and 2.5 bathrooms. The first floor boasts a sun-drenched great room with designer furniture and lighting, wide plank floors and a brick fireplace. Additionally, there is a master bedroom with an en suite bathroom. The kitchen is beautifully appointed with a top of the line Lacanche oven, there is also a powder-room, large pantry, laundry and mudroom with access to the pool and back garden. The second floor has three additional guest bedrooms with beautiful views of the grounds, one of the bedrooms has a walk-in closet and on the second floor there is an oversized shared bathroom. Ideal for...

MD - LD Rental: $105,000
June Rental: $25,000
July Rental: $40,000
July / Aug Rental: $80,000
August - LD Rental: $45,000

David Tenenbaum
(631) 771-5322

Village Of East Hampton
$40,000

Village of East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 736031

Available now: This handsome three-bedroom, two-bath traditional residence is located in the heart of East Hampton Village. Freshly renovated, features include a living room, cook's eat-in country kitchen, fireplace, central air-conditioning, awning-covered terrace, outdoor shower, and pool.

July Rental: $40,000
July / Aug Rental: $85,000
August - LD Rental: $45,000

Noel D Mason
(631) 903-6135

Lakeview Drive
$40,000

Shelter Island, NY
Rental
Bedrooms: 4
Bathrooms: 2
Web ID: 810327

Wake up each morning to the sweet sounds of birdsong in this charming 4-bedroom, 2-bath, nestled amongst rolling hills. Located .6 miles from coveted Wades Beach and Mashomack Preserve. This secluded property feels like a private sanctuary, surrounded by lush greenery, blooming trees, and vibrant summer flowers. The open-concept living-dining-kitchen area is perfect for entertaining, with a spacious layout that seamlessly flows onto a wrap around deck overlooking the fenced in yard. The house has a mirror image layout for the lower and upper floors, two bedrooms and one bath upstairs and the same setup on the lower level with each its own entry. Access to Coecles Harbor Marina pool. Seasonal Rates: May $7,500 | June $10K | July $15K | Aug-LD $17,500 | May-LD $45,000 | MD-LD $40,000

Mackenzie Needham
(6317425165) ) ) ) ) ) ) ) ) )

Springs
$40,000

Springs, NY
Rental
Bedrooms: 4
Bathrooms: 2.5
Web ID: 755164

Rental Registration #: 23-114. Newly renovated 4 BR/ 2.5 bathroom in desirable Lions Head Association with private marina and bay beach access. Clean, spare living spaces with double height ceilings, multiple skylights, and enormous sliders allowing abundant light and views to Hog Creek. Ample decking for outdoor entertaining and a brand new heated gunite saltwater pool. Listing ID 755164

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

Philip Judson
(631) 771-5328

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