500+ Hamptons Rentals

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231 Flying Point Road
$200,000

Village of Southampton, NY
Rental
Bedrooms: 5
Bathrooms: 7.5
Web ID: 738317

Located in the heart of Southampton Village, 231 Flying Point Road is set on 1.4 private and specimen tree lined gated acres. Thoughtful and sophisticated detail are displayed inside and out. Recently renovated and professionally decorated, it offers a livable interior design & atmosphere to provide the most comfortable lifestyle for the most discerning clientele. Located moments from America's most desirable white, sandy, ocean beaches, this home stands out amongst the rest. Five generously sized bedrooms throughout the residence all complete with private baths. A potential 6th bedroom/office with private bath is available on the main level. The primary bedroom welcomes the head of the household with fireplace and private balcony overlooking the grounds. The main living areas include 2 wings, with separate living rooms for entertaining guests while others relax and unwind in the alternate room both include fireplaces as a focal point. Other notable areas include library,...

June Rental: $100,000
August Rental: $200,000
August - LD Rental: $200,000

Andrea L Ackerman
(631) 537-4340

Elizabeth A Phenis
(631) 537-4357

Sagaponack
$195,000

Sagaponack, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 737868

RR# RP230701. Post-Modern house sits on an acre of beautifully-landscaped grounds with a large pool, furnished pool house, gorgeous rolling lawns, and an outdoor shaded dining area with barbecue grill. House architecture has a contemporary feel for airy, sunny rooms with lots of white color and modern shapes. The home has a living room with a brick fireplace, dining room/open kitchen, 4 bedrooms (1 master suite and 1 junior master bedroom with brick fireplace), 4 fully-renovated all marble bathrooms and central air-conditioning. It is situated just minutes from Bridgehampton and just a little over 1 mile from the beach. Home is furnished luxuriously with all new Restoration Hardware furniture. Listing ID: 737868

Year Round: $195,000

Michael Petersohn
(631) 771-5336

Village Of Southampton
$195,000

Village of Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 910795

Well-located Southampton Village home is moments from the ocean and very close to the Village Center. The home offers a living room with fireplace and first floor primary bedroom suite. Also on the first floor is a separate dining room, entertaining room/den with TV and fireplace and an extra eating area and sparkling kitchen with breakfast bar. On the second floor, there are 3 bedrooms and 2 baths (1 ensuite). Enjoy the 18' x 46' heated, gunite pool and outdoor sitting areas set on .72 acre with an outdoor shower. Immaculate. Listing ID: 910795

Year Round: $195,000

157 Cliff Road
$195,000

Brookhaven, NY
Rental
Bedrooms: 9
Bathrooms: 11.5
Web ID: 917899

The Atlantis Manor is now available for rent, a sweeping 8.2-acre waterfront paradise in Port Jefferson, a North Shore Long Island landmark. Renowned for its luxury, scale and extravagant amenities, the estate offers an unsurpassed quality of living and entertaining. Located in the Historic Village of Belle Terre and set proudly atop the Bluffs, the Manor has an unparalleled and unobstructed 180-degree Sound view and a commanding presence among the scenic and bucolic natural landscape on which it presides. The mansion, a nearly 20,000 square foot contemporary and fully loaded villa is accessed through private gated entrance. An expansive, long private driveway adorned with mature perennials, evergreens and ornamental plantings guide you past the fully equipped guest house, tennis, sports courts and into the oversized auto-court. An architecturally designed and finished 9 bedrooms, 15 bathrooms, 5 kitchens including the main, a sprawling open chef's kitchen with gourmet appliance suite perfect...

January Rental: $75,000
February Rental: $75,000
March Rental: $75,000
April Rental: $75,000
MD - LD Rental: $450,000
June Rental: $125,000
July Rental: $195,000
August - LD Rental: $215,000

Craig Beem
(631) 537-4350

Village Of Sagaponack
$190,000

Village of Sagaponack, NY
Rental
Bedrooms: 7
Bathrooms: 6.5
Web ID: 873838

Enjoy quintessential Sagaponack farm views all Summer! This newly built Modern farm style 7 bedroom Compound for rent is a rare find in the Hamptons. It includes a 4,000sf 4 bedroom Main Farmhouse and an adjoining 2,500sf 3 bedroom Cottage exquisitely designed by Val Florio set on 1.7 pasture-like acres indicative of Sagaponack's agricultural history. The grounds boast a magnificent lawn, specimen trees and landscaping, a heated gunite pool, pool/zen pavilion with bar and a state-of-the-art pickle-ball court and volleyball station. Located across from Wolffer Estate Stables,Sagaponack's premier horse farm, around the corner from Wolffer Estate Vineyards, close to Sagaponack's world class Sagg Main Beach, the compound is a few miles from Bridgehampton and Sag Harbor Main Street shops, restaurants and marinas. The Main House first floor double height foyer sets the stage for an easy flow into the great room, dining area and...

Custom Rental: $275,000
April/May Rental: $140,000
June Rental: $90,000
June/July Rental: $270,000
July Rental: $190,000
August Rental: $192,000
August - LD Rental: $195,000
September Rental: $120,000
October Rental: $70,000

Cynthia R Barrett
(631) 537-4322

Water Mill
$185,000

Water Mill, NY
Rental
Bedrooms: 5
Bathrooms: 5
Web ID: 736407

RR #RP160010. South of the highway traditional offering 5 bedrooms and 5 full baths. Newly-decorated with brand new interior furniture and outdoor teak to enjoy in the pool area. Multiple entertaining areas for your summer enjoyment, as well as your own all weather tennis court. Located just a short distance from Southampton Village and ocean beaches. Listing ID: 736407

MD - LD Rental: $185,000

John P Vitello
(631) 204-2407

Village Of Southampton
$180,000

Village of Southampton, NY
Rental
Bedrooms: 5
Bathrooms: 5.5
Web ID: 741210

Listen to the ocean from this beautiful summer retreat. Located on a quiet road in Southampton Village, this secluded home nestled into a shy acre and a half of sun drenched gardens and grounds, offers five en-suite bedrooms, heated pool, a very spacious lawn, and large inside and outside entertainment areas for social distance. Listing ID:741210

MD - LD Rental: $200,000
July / Aug Rental: $180,000

Gertrud Hoertnagl-Pereira
(631) 204-2425

Richard Finder
(631) 702-7511

Village Of Southampton
$175,000

Village of Southampton, NY
Rental
Bedrooms: 6
Bathrooms: 6.5
Web ID: 738850

This spacious home on .36 acres is just moments from the center of the village and ocean beaches. Beautifully decorated with 6 bedrooms, 6.5 baths, 5 fireplaces, a gourmet kitchen, home theater with reclining chairs, a billiard room and custom built bar. There is also a pool house with 2 rooms and full bath, heated gunite pool and exquisite landscaping. A perfect spot to spend the Summer! Listing ID: 738850

MD - LD Rental: $375,000
June Rental: $100,000
July Rental: $175,000
July / Aug Rental: $325,000
August - LD Rental: $225,000

John P Vitello
(631) 204-2407

Village Of Southampton
$175,000

Village of Southampton, NY
Rental
Bedrooms: 7
Bathrooms: 8.5
Web ID: 735600

A very impressive traditional boasting 6,000 square feet of elegance, covered porch, seven bedrooms, seven and one-half baths, paneled library with surround sound, dining room, three fireplaces and a separate studio with bath over the garage. The house is privately situated on two acres of landscaped grounds with a heated swimming pool and all-weather tennis court. Listing ID:735600

MD - LD Rental: $500,000
June Rental: $125,000
July Rental: $175,000
July / Aug Rental: $400,000
August - LD Rental: $250,000
September Rental: $100,000

John P Vitello
(631) 204-2407

91 Lewis Street
$175,000

Village of Southampton, NY
Rental
Bedrooms: 6
Bathrooms: 5.5
Web ID: 916992

This stunning traditionally-style estate is conveniently located in the Village of Southampton just moments away from Main Street and a few blocks from Little Plains Beach on the Atlantic Ocean. Recently renovated in 2022, showcasing 6 bedrooms, 5 full baths and 2 half baths. A spacious gourmet kitchen with a center island and counter dining for 4 opens to a main dining area, a living room with a fireplace, a bar area with wine storage and ice maker and a charming covered porch with outdoor dining and powered screens. Privately nestled between the home and pool house, the heated saltwater pool with an electric cover is surrounded by a stone patio for lounges and a casual seating area. The pool house offers a living room, kitchenette, media space and other relaxation areas. Additional amenities include 2 media rooms in the main house, an office with a lounge, an outdoor shower,...

August - LD Rental: $175,000

John P Vitello
(631) 204-2407

9 Schwenks Road
$175,000

Water Mill, NY
Rental
Bedrooms: 6
Bathrooms: 7.5
Web ID: 909940

RR# RP241272. Introducing a premier Hamptons summer rental: a newly rebuilt, luxurious residence in Southampton. This opulent home features a heated, gunite, saltwater pool and spa, and meticulously crafted landscaping. It includes six bedrooms, seven bathrooms, and one-half bath. Nestled on nearly an acre of serene land, it is conveniently located down a quaint country lane, just a stone's throw from Southampton Village and amidst the picturesque farmlands of the Hamptons. Spanning over 6,800 square feet, the interior boasts a vast great room with a living area, state-of-the-art kitchen, and dining space. These areas flow seamlessly into the outdoors through expansive custom sliders that open to a terrace, a cozy outdoor lounge, a 52-foot gunite saltwater pool, and an outdoor shower, ensuring utmost privacy. The kitchen is a culinary enthusiast's paradise, featuring a striking waterfall quartz island, bespoke cabinetry, dual refrigerators/freezers, dual dishwashers, and top-of-the-line Miele appliances. Each...

August Rental: $175,000
August - LD Rental: $175,000

Robert M Nelson
(631) 204-2431

8 Pondview Lane
$175,000

Village of East Hampton, NY
Rental
Bedrooms: 6
Bathrooms: 7.5
Web ID: 916428

EAST HAMPTON VILLAGE SOUTH Located between the oceanfront Maidstone Club and Main Street shopping. This stunning new traditional style home, built custom by Ben Krupinski Builder, was just finished in 2022 is perfectly sited on a south-facing acre in East Hampton Village South. This estate is beautifully appointed with 6-bedrooms, 7.5 baths, formal living and dining areas, 3 fireplaces, and more. Chef's kitchen is appointed with top-of-line Wolf and Subzero appliances, including a wine cellar and dual basin sinks, Calacatta Gold Silestone in white, and Y Lighting throughout. Radiant heat has been installed in both the primary and junior primary suites. There is a grand great room just off the chef's kitchen along with three guest suites including a large junior primary on the main floor. Three additional bedrooms including the primary suite are on the second level all ensuite and well-appointed. Windows are all handcrafted Loewen. Sonos has been...

July Rental: $175,000
August Rental: $225,000
Two Week Rental: $80,000

Craig Beem
(631) 537-4350

316 Deerfield Road
$175,000

Water Mill, NY
Rental
Bedrooms: 6
Bathrooms: 7.5
Web ID: 736995

RP240310 - This custom-built estate offers striking panoramic water views across Mill Pond with 700 feet of waterfront on 2+ bucolic acres. The 8000+/- sq. ft. modern beauty consists of 6 bedrooms, 8 baths, custom crafted and light flooded with 30 ft. ceilings, and full access overlooking the pond, The indoor/outdoor pavilion completely opens with folding glass walls to the heated Gunite pool and spa. The family room with bar and fireplace are adjacent to the paneled study. A top-of-the line chef's kitchen and large prep kitchen add to the unique quality of this extraordinary house. The spacious first floor master suite offers dual baths, giant custom closets and a sliding glass door providing private access to the grounds. Additionally, a second master suite and 3 more en-suite bedrooms with terraces are separated by a gallery on the upper level. The lower level includes a light-filled...

January Rental: $10,000
February Rental: $10,000
March Rental: $10,000
April Rental: $10,000
July Rental: $175,000
July / Aug Rental: $425,000
August - LD Rental: $195,000
Two Week Rental: $85,000

Andrea L Ackerman
(631) 537-4340

Elizabeth A Phenis
(631) 537-4357

166 Lily Pond Lane
$175,000

Village of East Hampton, NY
Rental
Bedrooms: 6
Bathrooms: 4.5
Web ID: 736737

East Hampton Village Beach house with outstanding proximity to village ocean beaches and one block to famed Georgica Beach. This magnificent 6-bedroom, 4.5-bathroom residence sits upon meticulously maintained 1.2 acres of prime East Hampton real estate. The property showcases exquisite architectural details and multiple entertaining spaces that seamlessly blend indoor and outdoor living. This southern light filled home has 6 bedrooms, 4.5 baths, heated gunite pool and pool house. The second-floor master ensuite bedroom provides a private sanctuary with panoramic distant ocean views and a connecting living area. Additional guest bedrooms ensure comfort for family and guests. Located on one of East Hampton's most prestigious streets, this property represents a rare opportunity to experience luxury living on coveted Lily Pond Lane. Available for an August/LD rental, this extraordinary home offers the perfect blend of luxury, privacy, and beach living in the Hamptons. Available August-LD. Listing ID:...

August - LD Rental: $175,000

Roxanne A Briggs
(631) 903-6121

Mitchel L Natter
(631) 903-6154

12 Pondview La
$175,000

Village of East Hampton, NY
Rental
Bedrooms: 8
Bathrooms: 9.5
Web ID: 916269

Spend two weeks in a brand new construction on Pondview Lane in East Hampton Village. Close to the ocean beaches, escape to the serene beauty of East Hampton at this stunning home, a masterpiece by the acclaimed architect Frank Greenwald. The interiors, crafted by renowned interior designer Mark Sikes, were recently featured in his new book, 'Forever Beautiful.' Built by Delamere Construction with exquisite landscaping by Landscape Details, this property is designed to make summer feel endless. The home boasts 8 bedrooms, 9 full bathrooms and 2 half baths. There are two indoor fireplaces and a third featured in the outdoor pool pavilion area, perfect to ensure cozy evenings. Enjoy the luxury of an outdoor shower next to the pool, and the convenience of a pool house with a half bath. Laundry facilities are available on both the second floor and the lower level, ensuring a comfortable and relaxed...

Two Week Rental: $175,000

Roxanne A Briggs
(631) 903-6121

Village Of Sagaponack
$170,000

Village of Sagaponack, NY
Rental
Bedrooms: 6
Bathrooms: 6.5
Web ID: 844449

Rent this elegant 6 bedroom traditional with its oversized Gunite pool with spa and pickleball/tennis court with basketball hoop on almost 5 acres of open land, offering magnificent sunset and water views. French doors lead out to a walled patio, with a huge outdoor kitchen. Entertaining is a breeze with the multiple indoor and outdoor gathering areas. There is also a 3-car garage. The professional kitchen and dining room is open to a double-sided fireplace that is shared with a sunken living room. The finished lower level offers a professional style gym, a mahogany bar for entertaining, a wine cellar and other amenities. This is a very special very beautiful property.

May Rental: $50,000
June Rental: $130,000
July Rental: $170,000
August - LD Rental: $180,000
November Rental: $50,000
December Rental: $50,000

Andrea L Ackerman
(631) 537-4340

Elizabeth A Phenis
(631) 537-4357

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