639 Hamptons Rentals

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North Sea
$50,000

North Sea, NY
Rental
Bedrooms: 4
Bathrooms: 5.5
Web ID: 736419

Rental Reg.#: RP200376 This beautifully maintained contemporary has it all with a heated gunite pool with electric cover, outdoor spa, tennis, pickleball and more all on a quiet cul-de-sac. The open floor plan makes this the perfect home for entertaining. The eat-in-kitchen flows seamlessly to a large dining area and great room with a gas burning stone fireplace and vaulted ceiling. Walls of glass access an expansive southern facing mahogany deck overlooking the pool, hard court (Deco Turf) tennis with ball machine, and outdoor shower. There is a main floor junior suite, with two additional guest bedrooms and bath. The primary suite resides on the second level with a spa bath and its own sitting room/office. The lower level has a 1,600 sq. ft. resort quality game room (pool table, 30' professional shuffle board table, foos ball and a pin ball machine), wet-bar, wine cooler, and full...

MD - LD Rental: $130,000
June Rental: $35,000
July Rental: $50,000
July / Aug Rental: $100,000
August - LD Rental: $55,000

Lauren A Battista
(631) 288-5534

Gardiners Bay Drive
$50,000

Shelter Island, NY
Rental
Bedrooms: 3
Bathrooms: 3
Web ID: 825751

Experience the ultimate in tranquility and luxury at this secluded oasis, where every moment is a picturesque escape. Discover breathtaking panoramic water views and soak in the mesmerizing sunrise & sunsets over Gardiner's Bay from just about every room in the house. Boasting an impressive layout featuring an open plan den/media room, dining room, and chef's kitchen-all thoughtfully designed to immerse you in the beauty of the surrounding waters. Expansive waterfront decks filer out of every room. A guest bedroom and a full bath finish off the ground floor. The second floor consists of an oversized primary suite with private deck and breath-taking views of the bay. An additional guest suite and laundry room complete this floor. The outdoors also envelops you with luxury: a waterside heated infinity pool, multiple covered porches for dining or relaxing, dining pavilion, and built-in gas grill. The meticulously landscaped garden blooms all...

Michael Brennan
(9176643017) ) ) ) ) ) ) ) ) )

Far Pond Road
$50,000

Southampton, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 3590368

Delightful 3 Bedroom Waterfront Home Nestled along the tranquil waters of Far Pond Road lies a hidden gem- a sanctuary for nature enthusiasts and water lovers alike. This enchanting home seamlessly blends serene living with the timeless allure of nature. With picturesque views of Honey Pot Pond, Far Pond, and the stunning vistas of Shinnecock Bay, residents can indulge in mesmerizing sunsets while hosting an evening barbeque on a large two-tiered deck. Step inside the thoughtfully crafted home to discover an open living room bathed in natural light, perfect for unwinding after a day spent on the water. The eat-in kitchen invites culinary adventures while offering a casual dining experience. This double A-frame features three bedrooms and two bathrooms. In addition, there is a full-height basement for a shop, hobbies, and storage. Whether you're unwinding in the living area or soaking in the outdoor ambiance from the deck, this home...

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

Eisenhower Road
$50,000

East Quogue, NY
Rental
Bedrooms: 5
Bathrooms: 3
Web ID: 824803

Newly Renovated Hi-Ranch with Open Concept Kitchen with Wine Fridge & Microwave, Center Island that has Seating for 6. The Open Concept Dining Area has Seating for 8 and opens to the deck which Leads to the In Ground Heated Pool, Tennis/Pickleball Court. This Large Yard Provides Plenty of Space for Entertaining and Privacy.

Joseph F. Ceravolo
(6318388457) ) ) ) ) ) ) ) ) )

Wainscott
$50,000

Wainscott, NY
Rental
Bedrooms: 5
Bathrooms: 3
Web ID: 736006

Rental Registration #: 24-1,347- Conveniently located only one mile +/- from the ocean beach, this beautiful farmhouse features a living room, dining, kitchen, five bedrooms, and three baths. Additional amenities include a fireplace, central air-conditioning, satellite television, deck and a spacious backyard with an outdoor shower, and heated salt-water pool. Solar Panels. Listing ID#736006

MD - LD Rental: $120,000
June Rental: $20,000
July Rental: $50,000
August - LD Rental: $50,000
September Rental: $20,000

JB Jose B DosSantos
(631) 903-6147

Robert Stearns
(631) 771-5317

Burkeshire Drive
$50,000

Sag Harbor, NY
Rental
Bedrooms: 2
Bathrooms: 2
Web ID: 814325

Soak up the perfect Hamptons summer in Sag Harbor w/ your very own private spa experience. The sunny pool house featuring a gunite pool, yoga deck and sauna will melt your cares away upon your arrival, after a day at the beach or after a day strolling through downtown Sag Harbor. The primary bedroom features vaulted ceilings, a skylight, a ceiling fan a king size bed and in wall speakers. The primary bathroom features a large bath tub and an enclosed steam shower. Fully fenced backyard for a worry-free time with children and pets. Easy access to Cromer's Market. Less than two miles to Foster Memorial Beach and Beach Access on Noyak Bay is less than 1mile away! Less than 4 miles from Main Street Sag Harbor. Additional paid services available through the on-site property manager with a reservation: heated pool feature during your stay, hot tub access, cold plunge,...

Zachariah C. Zaleski
(6319013673) ) ) ) ) ) ) ) ) )

East Hampton
$50,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 754885

Rental Registration #: 20-560 Immaculate and bright, this wonderful contemporary home with updated furniture is just a short distance to Village and ocean beaches. Located on a peaceful cul-de-sac, the house boasts a large heated pool with brand new expansive decking surrounded by lush gardens. The house features a large master bedroom suite along with 3 additional guest bedrooms, open kitchen, and full basement. Listing ID 754885.

July Rental: $50,000
July / Aug Rental: $100,000
August - LD Rental: $50,000

Robert Stearns
(631) 771-5317

John Scott JT Thomas
(631) 771-5327

Water Mill
$50,000

Water Mill, NY
Rental
Bedrooms: 5
Bathrooms: 4.5
Web ID: 736365

Enjoy your summer in this award winning renovation in Water Mill. Centrally located. Beautifully furnished. Luscious landscaping. Perfect as a private get away. Excellent for entertaining. A must see. Primary Bedroom has king bed.

July Rental: $50,000
July / Aug Rental: $95,000
August - LD Rental: $60,000

Debbie Kropf
(631) 537-4348

Barker Lane
$50,000

Quogue, NY
Rental
Bedrooms: 3
Bathrooms: 3
Web ID: 3577311

Available October 2024- June 2025 Easy, breezy three bedroom off season rental south of the highway in Quogue. This property overlooks the marshland of Ogden Pond so there is fresh air all day long. The house is compact so simple to maintain. Spend your off season in this adorable home where you can bike to the Quogue village, school and beach.

Tara A. Fitzpatrick
(2137600098) ) ) ) ) ) ) ) ) )

East Hampton
$50,000

East Hampton, NY
Rental
Bedrooms: 7
Bathrooms: 7.5
Web ID: 756172

Rental registry # 23-228 - Set on 1.5 +/- blissfully secluded acres in East Hampton's Northwest Woods, this spacious Contemporary has 7 ensuite bedrooms and multiple spaces for entertaining or relaxing. The lower level has 12 seat theatre with surround sound, wet bar, and a half bathroom. The property is complete with a stone patio and a 54x27 free form heated gunite pool with a stone waterfall. Listing # 756172

MD - LD Rental: $130,000
June Rental: $45,000
July Rental: $50,000
July / Aug Rental: $90,000
August - LD Rental: $55,000

Richard Finder
(631) 702-7511

5 Scrimshaw Drive
$50,000

Sag Harbor, NY
Rental
Bedrooms: 4
Bathrooms: 4.5
Web ID: 885714

First time available for rent, this pristine 4-5 bedroom with pool and privacy abutting reserve in the premier Whalebone landing waterfront community with community bay beach, cabana pavilion, tennis and beach volleyball. The newly refurbished 4,000sf home has all that you could wish for in a seasonal getaway in the Hamptons with easy access to ocean beaches, golf courses, Elizabeth Morton Wildlife Preserve, Southampton and Sag Harbor's village restaurants and shopping. The light-filled living-room, sitting room and dining room have french doors leading out to a substantial mahogany deck for outdoor entertaining that also extends to the pool area and lawn. Also, on the first floor is an oversized den/office, and a grand master suite with an ensuite newly renovated marble bathroom. The second floor has yet another sitting room for those that want their own privacy or kids space, a second master suite plus 2...

Custom Rental: $110,000
MD - LD Rental: $110,000
June Rental: $30,000
June/July Rental: $80,000
July Rental: $50,000
July / Aug Rental: $99,000
August - LD Rental: $55,000

Cynthia R Barrett
(631) 537-4322

Craig Beem
(631) 537-4350

49 Arbutus Road
$50,000

Shinnecock Hills, NY
Rental
Bedrooms: 5
Bathrooms: 4
Web ID: 755073

Rental Reg. # RP201765: Designer modern home set on a private acre in Southampton. This architectural gem features three floors of living space, each floor with additional outdoor terrace/deck areas allowing for seamless enjoyment to the open air. The top floor offers a comfortable den/media/bonus room area with a full bath, a large lounging deck as well as a small balcony. The main floor contains a spectacular chef's kitchen with outdoor dining space, a full bathroom, and large open living/dining area with direct staircase access to the pool area. The lower level offers an ensuite primary suite as well as three additional guest rooms and full bathroom. A large changing/wet area opens directly to the lushly manicured backyard, complete with heated pool and sun-soaked lounging areas. Listing ID 755073.

March Rental: $10,000
April Rental: $10,000
May Rental: $15,000
MD - LD Rental: $110,000
June Rental: $20,000
July Rental: $50,000
August - LD Rental: $50,000
September Rental: $20,000
October Rental: $15,000
November Rental: $15,000

John Scott JT Thomas
(631) 771-5327

Robert Stearns
(631) 771-5317

4 Landing Lane
$50,000

East Quogue, NY
Rental
Bedrooms: 6
Bathrooms: 4
Web ID: 898452

Rental Reg. #RP230094 Resort-like living, in this true vacation offering situated in Pine Neck Landing with a private beach. 6 bedrooms, including 2 primary en suites (one on the main level), 2 living spaces, a chef's kitchen and dining area. The open floor plan affords a very airy and bright interior with wonderful natural light. On the second floor, there are 3 bedrooms, one bathroom, and a primary en suite. On the lower level is the game room with a small theater area with very comfortable seating, foosball and a professional pool table. A great place to be on a rainy summer afternoon. There is a Sonos sound system throughout the interior and exterior spaces. The home features wood flooring with tile in the bathrooms. The outdoors is summer enjoyment with a huge free-form, heated pool surrounded by pavers, enough lawn for outdoor games, a designated fire pit area, and...

August - LD Rental: $50,000

Gayle Osman Lopata
(631) 288-5124

3029 Mitchell Road
$50,000

Village of Westhampton Beach, NY
Rental
Bedrooms: 2
Bathrooms: 3.5
Web ID: 899296

This canal front Westhampton Beach Village condominium has just been completely renovated. Enjoy water views, use of a boat slip and the heated pool. The bright, open floor plan offers plenty natural light and is beautifully decorated with a minimal sensibility. The perfect summer rental with 2 plus bedrooms, 3 and one-half baths, and a lovely deck overlooking the canal. On the second floor are the two primary bedrooms each with its own bathroom. The lower level has a large second living space, a full bath, and sliding glass doors leading to a lovely patio and the condominium grounds lush with greenery. Ideally located in the heart of the Village near Main Street. Listing ID#899296

July / Aug Rental: $50,000

Gayle Osman Lopata
(631) 288-5124

30 Wyandanch Lane
$50,000

Amagansett, NY
Rental
Bedrooms: 4
Bathrooms: 2
Web ID: 911822

RR#: 24-156. *New 2025 hot tub and outdoor shower* Nestled in the Dunes that surround and continue to inspire its design, this newly reconstructed, classic Amagansett beach house has been beautifully restored and updated. The finest conveniences and comforts have been masterfully blended with the timeless style and vibe of this celebrated address and coastal community. A covered front deck sets an inviting tone with comfortable arrangements of beautiful teak furniture. The central foyer inside leads to an open living and dining area complete with designer furnishings and appointments set around a wood-burning fireplace and white brick surround. An all-new windowed kitchen showcases three walls of custom cabinets, quartz countertops and high-end appliances, including a built-in, high-capacity ice maker. The full bathroom beyond has been upgraded with designer fixtures and ceramic tiles throughout. The southwest facing primary bedroom completes the main floor and is large enough for its luxury...

March Rental: $6,000
April Rental: $10,000
May Rental: $16,000
June Rental: $25,000
July Rental: $50,000
Short Term Weekly: $40,000

Robert Stearns
(631) 771-5317

John Scott JT Thomas
(631) 771-5327

17 Bay View Road West
$50,000

Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 889763

RP241487. Located in Bayview Oaks, a Southampton waterfront community with its own access to Peconic Bay. Bright and airy with an open floor plan, this custom built home with high-end designer furnishings offers 4 bedrooms, plus a large bunk room and 3.5 bathrooms. Living room with fireplace, dining room and gourmet eat-in kitchen have 13+ foot ceilings. With the master bedroom on one side, bunk room and the 3 guest rooms on the other, the layout is ideal. Amenities include radiant heated floors and an attached 2 car garage. Beautifully-landscaped gardens, outdoor kitchen, multiple patios and entertaining spaces. Just a short stroll to the deeded community beach, boat launch. This is a great place to escape or settle down. Close to the village of Southampton, Sag Harbor, Water Mill and Bridgehampton for restaurants, shopping, movie theaters, art galleries, bay and ocean beaches. Available 2025: MD - Jun $40K;...

June Rental: $40,000
August Rental: $50,000

John P Vitello
(631) 204-2407

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