393 Hamptons Rentals

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104 Osprey Way
$325,000

Water Mill, NY
Rental
Bedrooms: 4
Bathrooms: 4.5
Web ID: 908438

Step into the realm of luxury with this exquisite Contemporary Barn, a modern architectural marvel nestled on 1.2+/- acres of verdant lawns in the coveted Water Mill South area. The perfect Hamptons rental offering 4 bedrooms, 4.5 bathrooms, swimming pool, and style moments from the beach. This sanctuary showcases design that is both elegant and serene, featuring an expansive open floor plan where the living room, dining area, and a state-of-the-art kitchen merge seamlessly. The kitchen is a chef's dream, equipped with high-end appliances and ample space for culinary exploration. The heart of this home is the grand living space, framed by floor-to-ceiling glass Nano doors that dissolve the boundaries between indoors and out, revealing a terrace and expansive outdoor lounging areas. Here, the heated gunite pool and jacuzzi spa-complete with waterfalls-offer a tranquil oasis for relaxation or entertainment....

Year Round: $325,000

Christopher J Burnside
(516) 521-6007

Aubri Peele
(631) 252-5434

Undisclosed Address
$300,000

Water Mill, NY
Rental
Bedrooms: 7
Bathrooms: 7.5
Web ID: 916169

Rental Reg: RP230939 Deerfield Road Estate Rental - 2022 Completely Renovated. Amenities Include: 7 Bedrooms - All Ensuite - New Kitchen - New Pool House - All Weather Tennis 20 by 50 ft Gunite Pool with a fantastic sliding board & Outdoor Shower. All the bells and whistles with an open kitchen and private screening room, along with great balconies over looking the mature landscaping complemented with new stone patios. All weather tennis with Basketball and fully lit for night time play. Gated with a long driveway, so super private as well. Must see to appreciate. Available Off Season as well. Please inquire for more information. Listing ID: 916169

MD - LD Rental: $350,000
July / Aug Rental: $300,000
Two Week Rental: $55,000

Craig Beem
(631) 537-4350

Village Of Southampton
$300,000

Village of Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 5.5
Web ID: 735495

Be the first in this beautiful ,just finished Southampton village home. The four bedroom,4.5baths decorator home features an open floor plan with chef kitchen, living room ,dining area ,wood burning fireplace and lots of extra room. Each bedroom has its own bath and the master a private deck in addition. Covered porches invite to great dining and entertaining overlooking the very private gardens with a heated pool. Close to the village and to Wyandanch or little plains beach. Listing ID: 735495

MD - LD Rental: $300,000

John P Vitello
(631) 204-2407

51 Egypt Close
$300,000

Village of East Hampton, NY
Rental
Bedrooms: 5
Bathrooms: 4
Web ID: 899212

Rare find. Located on coveted quiet lane SOH. Moments to all village amenities, ocean beaches and Maidstone Golf Club. Complete remodel in 2023, interior and exterior, tastefully decorated w/all new furnishings and accessories. Formal living/dining room, eat-in kitchen, gym/yoga room, bar room, Primary, Jr Primary and Guest bedrooms all en-suite on main level, 2 additional bedrooms, fully bath and office located on upper level. Beautifully landscaped with tall mature perimeter privet ensures privacy for expansive front and back lawns. Stone patio with built-in grill, fireplace, 20' x 40' heated gunite pool, spa and enclosed outdoor shower.Listing ID:899212

MD - LD Rental: $300,000
Year Round: $450,000

Dennis Gallagher
(631) 771-5309

222 Dune
$300,000

Quogue, NY
Rental
Bedrooms: 6
Bathrooms: 6
Web ID: 3583676

Experience beachfront luxury at its best in this stunning Quogue Oceanfront Contemporary. Enjoy breathtaking ocean views from the en-suite primary suite, which boasts a renovated bath and a cozy fireplace. The home features a second en-suite junior primary with direct oceanfront access, plus a third en-suite junior suite with bayfront views. Additional guest accommodations include three well-appointed bedrooms and two bathrooms. The inviting living and dining rooms showcase a double-sided fireplace, all framed by majestic ocean vistas. Step outside to find a large heated gunite pool surrounded by expansive mahogany decks, perfect for relaxing just steps from the beach. This home is a serene retreat that harmoniously blends comfort and coastal beauty.

Denise Perfido
(6312889600) ) ) ) ) ) ) ) ) )

2 Jordan Drive
$295,000

Water Mill, NY
Rental
Bedrooms: 5
Bathrooms: 5.5
Web ID: 736280

Gated beautiful traditional in Water Mill, with 6 bedrooms, 6 1/2 baths. The primary bedroom is huge, all other bedrooms ensuite. All amenities are top of the line, with an outstanding kitchen, formal dining room, finished lower level and 2 car garage. The 20x40 pool and spa are surrounded by a massive blue stone patio. The finishing touch is the professional landscaping surrounding the entire property. This is an elegant package. Listing ID: 736280

MD - LD Rental: $295,000
Winter Rental: $55,000

Andrea L Ackerman
(631) 537-4340

Elizabeth A Phenis
(631) 537-4357

Village Of Southampton
$290,000

Village of Southampton, NY
Rental
Bedrooms: 5
Bathrooms: 4
Web ID: 735460

A wonderful south of the highway location in the Village estate area. The immaculate and stylish five-bedroom house features a living room with fireplace and beamed cathedral ceiling, handsome library/media room, dramatic dining room with curved glass wall, four baths and sauna/steam bath. Master suite with cathedral ceiling fireplace and steam bath. Two of the 5 bedrooms are located on the walk-out lower level with media extra sitting room. Central air conditioning and new Sonos sound system. The landscaped one-acre grounds feature rolling lawns and a courtyard with heated swimming pool, Jacuzzi, gazebo and studio above garage. Minutes to Coopers Beach. Listing ID: 735460

October Rental: $20,000
November Rental: $20,000
December Rental: $20,000
Year Round: $290,000

Village Of Sag Harbor
$280,000

Village of Sag Harbor, NY
Rental
Bedrooms: 4
Bathrooms: 4.5
Web ID: 906568

Over a half of an acre of a topographically ideal, usable lot in the Village. A real pool, 20x40 feet! Plenty of room in the spacious, rolling backyard. Sun drenched and designed for easy low maintenance, open living, showcased by an open, airy, eat in kitchen with plenty of space to entertain. Amenities abound in this transitional masterpiece - too many to list. Located in the heart of Sag Harbor Village, less than a quarter mile to all - Havens Beach, Long Wharf, Bay Street, Sag Harbor Cinema.

Year Round: $280,000

Elizabeth A Phenis
(631) 537-4357

Andrea L Ackerman
(631) 537-4340

72 Windmill Lane
$275,000

Bridgehampton, NY
Rental
Bedrooms: 6
Bathrooms: 7
Web ID: 3577217

Katherine Casey
(9176452696) ) ) ) ) ) ) ) ) )

66 Shinnecock Hills Road
$275,000

Southampton, NY
Rental
Bedrooms: 7
Bathrooms: 8
Web ID: 3567872

Bonny M Aarons
(6313299400) ) ) ) ) ) ) ) ) )

Amagansett
$265,000

Amagansett, NY
Rental
Bedrooms: 6
Bathrooms: 6.5
Web ID: 738913

Rental Registration #: 23-411. Located in the heart of the sought-after Amagansett lanes down a private road and less than half a mile to Ocean beaches, Amagansett village, and jitney stop. This brand-new transitional style home features 6 en-suite bedrooms, with 6.5 baths. The 6,850 SF home with open floorplan and walls of windows that bathe the home in natural light, is elegantly appointed throughout and offers every amenity one could desire. The gourmet kitchen is a dream for any chef with all high-end appliances and beautiful Calacatta gold marble counter tops. An elevator provides convenient access to all levels, including the fully finished lower level which features a recreation room with a pool table, gym, and wine cellar. The bedroom suites are all gracious in size and all the bathrooms are equipped with soothing radiant heat. Outside there is more space to relax, entertain and unwind with a dedicated...

May Rental: $75,000
MD - LD Rental: $550,000
June Rental: $125,000
July Rental: $265,000
July / Aug Rental: $475,000
August - LD Rental: $265,000
September Rental: $125,000

Sharman S Peddy
(631) 903-6171

Jennifer Linick
(631) 771-5310

Village Of Southampton
$250,000

Village of Southampton, NY
Rental
Bedrooms: 9
Bathrooms: 7
Web ID: 735508

Located in a private, tranquil setting, this impressive nine-bedroom, seven-bath beach house boasts a lush green lawn, perfuming flower gardens, and private ocean access. Elegant and well-appointed, with a gracious living room , den, formal dining room, kitchen with breakfast area, two fireplaces, and central air-conditioning. The home has a thoughtfully designed floor plan with water views from many rooms, and there are numerous balconies from which to hear the sound of waves. A large covered porch leads to a heated pool and tennis court. Professionally decorated in colorful beach colors with tasteful art, this residence is the the perfect vacation place. Near village shopping, restaurants and ocean beach. Listing ID: 735508

July Rental: $250,000
August - LD Rental: $295,000

John P Vitello
(631) 204-2407

Maritza Jimenez
(631) 204-2411

327 Georgica Road
$250,000

East Hampton, NY
Rental
Bedrooms: 7
Bathrooms: 7.5
Web ID: 897770

In the world class destination of the Hamptons is this classic gabled traditional on over 1.3 gorgeous acres in the coveted Georgica enclave of East Hampton Village offering a fortunate tenant a rare opportunity. Newly designer decorated, painted and floors done, this South of the highway jewel should not be overlooked. With elements of size and construction that could not be duplicated again on this parcel, a 7-bedroom, 8,000 SF+/-, residence, on 3 levels of finely articulated living space, down a long driveway, and sequestered behind a gated entry, brings the combination of masterful construction, exquisite finishes, copious amenities and a sensible floor plan that has become the hallmark of fine East End design. Newly refinished oak floors welcome all into a grand entrance that fans out to find the living room and formal dining room, both warmed by their own fireplaces. The expansive kitchen and family room...

MD - LD Rental: $565,000
July Rental: $250,000
July / Aug Rental: $515,000
August Rental: $300,000
August - LD Rental: $300,000

Andrea L Ackerman
(631) 537-4340

Elizabeth A Phenis
(631) 537-4357

15105 Oregon Road
$250,000

Cutchogue, NY
Rental
Bedrooms: 7
Bathrooms: 8
Web ID: 3579081

Don't miss your chance to experience unparalleled luxury in this magnificent estate, nestled on five picturesque acres amidst some of the region's most prestigious vineyards. This extraordinary home offers a perfect blend of elegance and tranquility, ideal for those seeking a refined living experience. Spanning an impressive 7,000 square feet, the residence is designed with meticulous attention to detail. Floor-to-ceiling windows flood the space with natural light and offer breathtaking views of the surrounding vineyards. The home features seven generously sized bedrooms and seven opulent bathrooms, ensuring ample space and privacy for everyone. One of the standout features is the expansive roof deck, providing panoramic views that stretch across the vineyards to the Long Island Sound. This serene setting is perfect for both entertaining guests and enjoying quiet moments of relaxation. With its unparalleled location and exquisite amenities, this estate offers a living experience unlike anything else on the market.

Lisa B Gillooly
(6312518644) ) ) ) ) ) ) ) ) )

120 Swans Neck Lane
$250,000

Water Mill, NY
Rental
Bedrooms: 5
Bathrooms: 4.5
Web ID: 883029

RR #RP200020. Newly-renovated and presiding over an estate of 2.5 acres featuring a living room with fireplace, dining room, eat-in kitchen, 5 bedrooms (including first-floor jr master), 4 baths and a powder room. Additional amenities include central air-conditioning, sound system and a heated 20' x 40' pool. Mature landscaping and a picturesque setting, this property is privately situated on a cul-de-sac and overlooks a sprawling reserve. Listing ID: 883029

MD - LD Rental: $275,000
July / Aug Rental: $250,000

John P Vitello
(631) 204-2407

102 Little Neck Road
$250,000

Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 5
Web ID: 3516090

Southampton Waterfront- Dock, Pool and Tennis Looking for the ultimate summer waterfront experience? Set on a sprawling 1+/- acre lot with an impressive 177+/- feet of waterfront, this residence seamlessly blends upscale sophistication with waterside living. Discover a true boater's paradise that invites you to revel in luxurious comfort. Boasting 4 bedrooms and 2 expansive living areas, this residence has been thoughtfully designed to create an atmosphere of luxury. The living areas offer a magnificent view of the tranquil surroundings with one of them featuring a fireplace for cozy comfort. The primary suite offers a private balcony that overlooks the heated gunite pool/lounge area. This elevated vantage point allows you to enjoy your surroundings without compromising your privacy. Lounge by the waterside heated gunite pool and enjoy the ample decks and outdoor lounge areas, all perfectly sited for barbecues and get togethers. The tennis court and private dock cater to...

Angela Boyer-Stump
(6312830600) ) ) ) ) ) ) ) ) )

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