485 Hamptons Rentals

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59 North Captains Neck Lane
$60,000

Village of Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 879997

Estate-like, lush privet hedges surround this immaculate, Traditional situated on a beautiful .46-acre property on a tranquil lane in Southampton Village. Stylish, light-filled rooms, include a spacious living room, a cozy den/family room with fireplace and a separate formal dining room. A recently-renovated open kitchen with new stainless steel appliances, includes a breakfast area with sliding doors leading out to the spacious deck. The home offers 4 bedrooms, 3.5 baths, including an impressive master suite. Amenities include glistening wood floors, central air-conditioning, a full basement and an attached 2 car garage. You can relax outside enjoying the spacious lawn, mature landscaping and gather around the large sun-filled deck overlooking the 20x40 heated pool, just perfect for entertaining, or just sit on the front porch and relax your summer away. Just minutes to Coopers Beach and less than a mile to restaurants, boutiques and all that...

January Rental: $12,000
February Rental: $12,000
March Rental: $12,000
April Rental: $12,000
May Rental: $15,000
MD - LD Rental: $145,000
June Rental: $29,000
July Rental: $60,000
July / Aug Rental: $115,000
August - LD Rental: $65,000
September Rental: $25,000
December Rental: $15,000
Short Term Weekly: $34,000

Cristina Matos
(631) 204-2408

541 Wainscott Northwest Road
$60,000

Wainscott, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 912584

Rental Reg # 24-1045 Your Summer oasis awaits. Situated minutes away from both Sag harbor and East Hampton Villages and it's beaches, this renovated 4 bedroom and 4 bathroom with Pool and basketball is ready to embrace all the fun that summer has to offer. The gourmet kitchen features Silverstone countertops, a new Viking stove and Bosch dishwasher, and overlooks the dining area large enough to seat family and guests as they enjoy one of the two gas fireplaces. There are two en-suite bedrooms with renovated bathrooms as well as two other bedrooms and a shared bathroom on the main floor. There is also a large living/family room with its own gas fireplace and patio doors that flow seamlessly to the outdoor space. It's all about the outdoor living as this home boasts an expansive resort style covered blue stone patio which features a commercial grade outdoor...

MD - LD Rental: $150,000
June Rental: $35,000
July Rental: $60,000
July / Aug Rental: $120,000
August - LD Rental: $65,000

David Tenenbaum
(631) 771-5322

5 Marlin Drive
$60,000

Amagansett, NY
Rental
Bedrooms: 4
Bathrooms: 2.5
Web ID: 755138

Rental Registration # 23-158. This wonderfully decorated contemporary home, located just two blocks from prime Atlantic Ocean beaches in the Amagansett Dunes, is a super chic 4 bedroom, 2.5 bathroom home. The 2-story home has an upside-down configuration affording wonderful views of the unobstructed natural dunes from the main entertaining areas. The upper level open-style great room is complimented with stylish cathedral beamed ceilings and features a brand-new kitchen, large island, separate dining area, comfortable living room with fireplace and a half bath. An expansive outdoor deck extends the living space beautifully with a large sectional sofa, sunken hot tub, built-in grilling station and outdoor dining table. The upper floor primary bedroom suite, also with high ceilings, contains a large marble bathroom, walk in closet, gas fireplace and private balcony. The main floor opens with a welcoming entry foyer, 3 spacious bedrooms each with sliding doors allowing direct access...

January Rental: $7,000
February Rental: $7,000
March Rental: $7,000
April Rental: $10,000
May Rental: $15,000
June Rental: $25,000
July Rental: $60,000
September Rental: $20,000
October Rental: $15,000
November Rental: $10,000
December Rental: $10,000

John Scott JT Thomas
(631) 771-5327

Robert Stearns
(631) 771-5317

265 Dune Road #18
$59,000

Village of Westhampton Beach, NY
Rental
Bedrooms: 2
Bathrooms: 2
Web ID: 738940

Oceanfront at the Yardarm Beach Condominium Complex on Dune Road in Westhampton Beach. This 2 bedroom, 2 bathroom condo has an open sun-lit living room, dining room and kitchen all overlooking amazing ocean views. Amenities include ocean and bayside pools with life guards, private access to the ocean with life guard, 3 tennis courts and a right-of-way to the bay for paddle boarding and kayaking. There is also bicycle storage, elevators, and a full time on-site management company. Perfectly located just minutes to the Village for shopping, dining and everything the vibrant Main Street of Westhampton Beach has to offer. Listing ID #738940

MD - LD Rental: $69,000
July / Aug Rental: $59,000

Albert Weinschenk
(631) 288-5039

Mark Arnstein
(631) 288-5112

East Hampton
$57,500

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 5
Web ID: 754342

Rental Registration #24-134 Located on 7 acres in the Northwest Woods in East Hampton, this 5 bedroom/6 bathroom single level home with 3 car garage and loft space is the ideal home for a family looking to have an unforgettable hamptons vacation. This private oasis has a large outdoor deck, oversized heated pool, outdoor shower and hot tub, and private tennis court. Looking for a game of family football or soccer? The newly added expansive lawn is the perfect spot. Inside, the 5 bedrooms each have a private full bathroom (including the loft space) for maximum comfort. The 900s sq. ft. loft space above the garage is perfect for those who need a little more space or privacy. The true family gathering spot though is the open plan living room and kitchen/dining room. Here all can gather for big dinners or to watch...

May Rental: $30,000
MD - LD Rental: $130,000
June Rental: $37,500
July Rental: $57,500
July / Aug Rental: $110,000
August - LD Rental: $57,500
September Rental: $30,000
October Rental: $30,000
Two Week Rental: $31,000

Philip Judson
(631) 771-5328

Springs
$55,000

Springs, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 737534

Rental Reg. # 24-106. This single-level traditional is privately situated on a beautifully landscaped property. The house features a living room with wood burning fireplace, dining area, renovated eat-in kitchen with radiant heat floor; primary bedroom with gas fireplace and radiant heat floor in primary bathroom, and two additional bedrooms and one bath. Additional amenities include central-air-conditioning; washer and dryer, sprinkler system, a large mahogany deck with marble dining table, gas grill, salt water heated pool and pool house. Listing ID: 737534.

MD - LD Rental: $65,000
July / Aug Rental: $55,000

JB Jose B DosSantos
(631) 903-6147

Philip Judson
(631) 771-5328

Shelter Island
$55,000

Shelter Island, NY
Rental
Web ID: 905943

Enjoy the calm life on Shelter Island in this Designer/Builder's chic 2 bedroom, 2 bath dream beach house down the street from the water and Wade's Beach, one of many Shelter pristine beaches where you can also kayak, paddleboard or sail. Amenities include, a new 2 car detached garage with a charging station, and bikes for island cycle touring, Outdoor shower, outdoor dining area and grill outback. Visit the many new restaurants, Leon 1909, Vine Street Cafe,The Pridwin, The Chequit, Rams Head Inn, Isola, Sunset Beach, Slice, Ecentric Bagel, shops, Music presented by The Perlman Music Program, or visit the Historical Society, Sylvester Manor. Take day trips to the North Fork vineyards and the south fork ocean beaches and towns. Have the quintessential summer here. Not to be missed.

Custom Rental: $18,000
Winter Rental: $3,000
Year Round: $55,000

Cynthia R Barrett
(631) 537-4322

Village Of Southampton
$55,000

Village of Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 736461

Traditional 4 bedroom, 3 bath home located in a quiet community south of the highway. State of the art kitchen, breakfast nook, formal dining room and living room. Bright and comfortable. Pool, CAC, finished basement. Great location and the perfect vacation house. Listing ID: 736461

July Rental: $55,000
August - LD Rental: $65,000

John P Vitello
(631) 204-2407

Springs
$55,000

Springs, NY
Rental
Bedrooms: 3
Bathrooms: 3
Web ID: 832854

Rental Reg. # 23-407. Newly renovated 3 bedroom, 3-bathroom home situated just a stone throw away from a private beach in the quiet community of Springs, East Hampton. Beautiful outdoor spaces for entertaining and dining. This beautifully renovated home is just a 10-minute drive from Amagansett or East Hampton towns and ocean beaches and just minutes from great restaurants. Wake up to views of the bay from spacious master bedroom, with en-suite bathroom complete with soaker tub and walk-in shower. Light-filled living room has views of the water as well as new flat screen tv. Great place to relax after a day at the beach. Second floor has an eat-in kitchen with brand new appliances, a guest bathroom stocked with bath and beach towels, and a full-size laundry room. This floor also has a guest bedroom with walk-in closet and an additional bedroom which can be...

MD - LD Rental: $55,000

Michael Petersohn
(631) 771-5336

Southampton
$55,000

Southampton, NY
Rental
Bedrooms: 5
Bathrooms: 4.5
Web ID: 754635

RR# RP201338. On a quiet cul-de-sac, this beautifully renovated, three-level home offers a mature landscaped, private setting on 1.8 acres surrounded by a Peconic Land Trust reserve. 4,000 sf of Ipe decking leads to your tennis court, heated pool, outdoor dining and significant entertaining space.With the rear yard facing east, you are ensured of brilliant sun from dawn to late afternoon. The spacious, open floor plan on the main level offers a sun-drenched great room, a separate den, a junior master suite, dining area and chef's kitchen featuring top of the line appliances, wine/beverage fridge, double ovens and much more. Walk out onto your beautiful deck from both the kitchen and living areas. On the top level you'll find a very spacious master bedroom and bath with two additional guest bedrooms joined by a double sink, jack and jill bathroom. Down to the walk-out, lower level...

MD - LD Rental: $140,000
June Rental: $25,000
June/July Rental: $70,000
July Rental: $55,000
July / Aug Rental: $115,000
August - LD Rental: $60,000

Maritza Jimenez
(631) 204-2411

Southampton
$55,000

Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 735801

RR #RP240241. This charming and private waterfront cottage features a living room with vaulted ceilings and fireplace, as well as a library, dining area, and new country kitchen. The decor is light and airy for a peaceful experience. All rooms open to an aged patio with teak furnishings. This beautiful home also includes a heated gunite pool, hot tub, and 20' dock. Separate guest bungalow comes complete with one bedroom and one bathroom. Two-car detached garage. The views offer vistas of open space that are mesmerizing. Lush vegetation in the backyard ensures privacy. Listing ID: 735801

MD - LD Rental: $99,000
July / Aug Rental: $85,000
August - LD Rental: $55,000
Year Round: $159,900

John P Vitello
(631) 204-2407

Village Of Southampton
$55,000

Village of Southampton, NY
Rental
Bedrooms: 5
Bathrooms: 3
Web ID: 737148

Privately located, this recently upgraded and immaculate traditional offers 5 bedrooms and 3 baths, living room, dining area off the eat-in kitchen and a large informal entertaining room/ sunroom which leads out to the pool and lushly-landscaped property. Ample room for enjoying the sun and proximity to village shops and Southampton Village beaches. Listing ID: 737148

June Rental: $35,000
July Rental: $55,000
July / Aug Rental: $115,000
August - LD Rental: $65,000

Village Of Southampton
$55,000

Village of Southampton, NY
Rental
Bedrooms: 3
Bathrooms: 3
Web ID: 891356

On Historic Hill Street this 2-story classic Hamptons farmhouse on a shy 1/2 acre property is South of the Highway Village. This special property is fully surrounded by tall hedges for privacy and located a short distance from the movie theater, shops, restaurants and ocean beaches. The shingle style home offers 3 bedroom and 3 bathrooms. The 2,000 sq ft of generous living space offers an open floor plan. A lovely, bright, sun filled kitchen with Viking appliances overlooks the adjacent patio and vast property. There is a guest room and full bath on the first floor. The Master Suite is located on the second floor with fabulous French doors leading out to the second floor deck overlooking the beautiful property and swimming pool. There is an additional en-suite guest room on the second floor. The beautifully maintained grounds boast specimen trees and flowering bushes leading to the in ground,...

April Rental: $20,000
May Rental: $30,000
MD - LD Rental: $130,000
June Rental: $35,000
July Rental: $55,000
July / Aug Rental: $110,000
August - LD Rental: $65,000
September Rental: $30,000

Christopher J Burnside
(516) 521-6007

Aubri Peele
(631) 252-5434

Amagansett
$55,000

Amagansett, NY
Rental
Bedrooms: 5
Bathrooms: 5
Web ID: 755749

RR#: 23-858 - Spectacular 5,000 s/f Hamptons retreat located on one of the quietest streets, South of the Highway, in the lanes of Amagansett. Five bedrooms and 5 baths, spacious and professionally-decorated living space, screened-in porch and professional kitchen provide all the necessities for entertaining friends and family. Outside, the grounds are beautiful and provide a delicious backdrop for lounging by the heated, gunite pool and adjacent pool house. The location could not be better! Listing ID 755749.

June Rental: $30,000
July Rental: $55,000
Two Week Rental: $55,000

Elizabeth A Phenis
(631) 537-4357

Village Of East Hampton
$55,000

Village of East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 3
Web ID: 735674

Welcome to 99 Egypt Lane! This prestigious East Hampton property boasts two spectacular one-level cottages and is conveniently situated walking distance to Wiborg and Maidstone Beach and East Hampton Village Shops and Restaurants. The well furnished 1920's traditional main house has two bedrooms and two baths, living/dining room, a new kitchen and central air-conditioning. The guest cottage has a master bedroom, bath, living room with fireplace, garden room and central air-conditioning. Topping it off is a 20x20 heated gunite pool with fabulous entertaining areas and mature garden and trees. Both cottages are luxuriously furnished with exquisite curated artwork, multiple comfortable living spaces with a beachy vibe and gorgeous patio and deck spaces anchoring the heated gunite pool. There is also an outdoor shower just outside the guest cottage. These cottages are jewelboxes, chockfull of charm and so close to world-class East Hampton Village shopping, dining and spectacular beaches.

MD - LD Rental: $105,000
June Rental: $35,000
July Rental: $55,000
August - LD Rental: $60,000

James Blueweiss
(631) 903-6133

East Hampton
$55,000

East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 2.5
Web ID: 888034

Rental Reg#:24-221. Renovated oasis in between Sag Harbor Village and East Hampton Village...natural light pouring in from every angle. The home is designed for outdoor/indoor entertainment with wrap around decks, outdoor dining spaces with views of nature, and also overlooking the heated pool and large hot tub, complete with outdoor shower. The main living level features a generous size master bedroom w/ ensuite bathroom, and balcony. The eat in kitchen, with plenty of dining space, leads to the wrap around deck and outdoor dining. Enter the spacious open living room with a wood burning fireplace and great room for entertainment. There are 2 private and very well-appointed bedrooms on the lower level and they both lead to the pool. Relax in the open-air outdoor living room. Enter into the property down a beautiful stone driveway. Bay beaches minutes away and bike trails across the street. This home is...

April Rental: $15,000
May Rental: $25,000
MD - LD Rental: $155,000
June Rental: $40,000
July Rental: $55,000
July / Aug Rental: $115,000
August - LD Rental: $65,000
September Rental: $35,000
October Rental: $25,000

Kimberly Kakerbeck
(631) 537-4351

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