614 Hamptons Rentals

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Watersedge Way
$50,000

Southold, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 3501928

Welcome to 1355 Watersedge Way a delightful Bayfront home located on Little Peconic Bay in Southold. Inside you have a spacious living room with a smart TV and a wall of sliding glass doors the lead out to the waterside deck, eat in kitchen, two bedrooms and one bathroom. on the lower level there is a family room with wet bar and access to the yard and outdoor shower, one bedroom, a full bath, and washer and dryer. The house is located next to a nature preserve with 300 ft. of beach providing easy access to the water/bay and plenty of privacy. Enjoy the spectacular views of the water and sunsets! MD TO LD $50k, June$12k, July $23K; August 1 to LD $24K, off season $7k for 30 days. House is available from May to November with a minimum of four weeks that does not need to align...

Jean Marie Bay
(6314775990) ) ) ) ) ) ) ) ) )

East Hampton
$50,000

East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 3.5
Web ID: 754469

Rental Registration #: 24-511. This property is very well located, close to Amagansett village, East Hampton village, and ocean beaches. Tastefully decorated in a bright and elegant style, and replete with features such as a discrete family room, formal dining room, all 3 bedrooms ensuite, a heated pool with its poolhouse, and a great screened porch. There are double ovens in the kitchen, and twin washing machines for laundry. All this on beautiful grounds with mature landscaping. Listing ID 754469

July / Aug Rental: $50,000

Philip Judson
(631) 771-5328

Street St 223
$50,000

Montauk, NY
Rental
Bedrooms: 2
Bathrooms: 2
Web ID: 822214

Welcome to the Montauk Manor - a sophisticated retreat that blends comfort and convenience. This charming apartment offers a well-designed layout featuring one bedroom and two full bathrooms. The open living space is enhanced with tile flooring and modern amenities, including a sleek stove, dishwasher, and refrigerator. Enjoy summer & year-round comfort with central AC and electric heat powered by efficient forced air. The complex boasts an array of amenities: maintain your fitness routine in the gym, unwind in the sauna, or perfect your serve on the tennis court. Watch the sunset every evening from your private balcony. It's a summer home not to miss!

Diane R. Shifman
(9738184392) ) ) ) ) ) ) ) ) )

Shelter Island Heights
$50,000

Shelter Island Heights, NY
Rental
Bedrooms: 4
Bathrooms: 2
Web ID: 743879

Be in the heart of Shelter Island with the nearby Chequit, the Dory, breakfast bar, marina and liquor store and shopping while enjoying the chirping birds on the veranda of this charming four bedroom Victorian.

MD - LD Rental: $50,000

Elizabeth Wohl
(631) 903-6193

Soundview Avenue
$50,000

Southold, NY
Rental
Bedrooms: 5
Bathrooms: 5
Web ID: 3546351

Stunning new construction with 110' of Long Island Sound front & private stairs to your beach. 10ft ceilings throughout the first floor, open floor plan with panoramic views. The living room has an oversized fireplace, built in cabinets & coffered ceilings, glass doors that open directly to the patio. Viking full stainless steel appliance package, double dishwashers, gas stove with custom stainless hood, wine cooler and an oversized custom island with a built in microwave. 2 primary bedrooms one located on 1st floor with radiant heated floors in the bathroom, marble shower, free standing soaking tub, double custom vanity and a custom walk-in closet with illuminated hanging rods. Finished mud room & laundry room, powder room with gorgeous marble floors. Second floor features 3 bedrooms including another primary suite, full bath, a great room w/ a color changing LED fireplace. Full basement with BR&BA. This is a must see! July:...

Sheri Winter Parker
(6318487730) ) ) ) ) ) ) ) ) )

Southampton
$50,000

Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 4.5
Web ID: 736337

RR# RP230895. This 4 bedroom 4 bath home is situated on 2.52 acres on a private road. The backyard is perfect for entertaining or just escaping it all and relaxing in your own compound. Just moments from Towd Point Beach and minutes from Southampton or Sag Harbor villages. The home features an open floor plan, hardwood floors throughout and enough room for all to enjoy. This truly is a home worth seeing. Listing ID: 736337

July Rental: $50,000
July / Aug Rental: $100,000
August - LD Rental: $53,000

Robert M Lohman
(631) 204-2404

Richard Finder
(631) 702-7511

Wainscott
$50,000

Wainscott, NY
Rental
Bedrooms: 5
Bathrooms: 4
Web ID: 758072

Rental Registration #: 22-0,967 - Well-kept traditional home in Wainscott close to Jitney stop and shops. Located on a quiet cul-de-sac street, this bright and airy home offers five bedrooms, four full and one-half baths. The main level has one bedroom with full bath, a large living room with fireplace with glass doors leading out to the sunny deck and heated pool area, dining area, TV room, kitchen with granite countertops, stainless appliances, and garage. Upstairs, there are four bedrooms including primary ensuite, two of the three guest rooms are ensuite as well. Property is lushly landscaped with expansive lawn area in the backyard and excellent sun exposure. Amenities include central air-conditioning.

MD - LD Rental: $130,000
June Rental: $30,000
July Rental: $50,000
July / Aug Rental: $100,000
August - LD Rental: $60,000

JB Jose B DosSantos
(631) 903-6147

Cynthia R Barrett
(631) 537-4322

S Phillips Avenue
$50,000

Remsenburg, NY
Rental
Bedrooms: 5
Bathrooms: 5.5
Web ID: 810905

Experience luxury living in this over 4,600-square-foot, 5-bedroom, 7-bath home nestled in the desirable and tranquil neighborhood of Remsenburg, just minutes from the vibrant Main Street of Westhampton Beach. This beautifully refinished home offers an ideal setting for both entertaining and quiet living, featuring a truly gourmet eat-in kitchen, an elegant dining room, a spacious central great room, and two uniquely designed primary suites. Your guests will feel right at home with three additional bedrooms and extra space in the guest cottage/pool house and fully finished, legal basement. The home also includes a comfortable office with a view of the pool area, as well as multiple recreational spaces in the basement. The newly refinished, private backyard is perfect for relaxation and entertainment, complete with a brand new heated pool featuring an in-pool sundeck, expansive decking, a lavish stone patio, and professional landscaping., Additional information: Appearance:Mint***

Steven M. Rosmarin
(6312552213) ) ) ) ) ) ) ) ) )

Rosko Lane
$50,000

Southampton, NY
Rental
Bedrooms: 7
Bathrooms: 7
Web ID: 3554280

Satellite Southampton Village is a stunning two-story home that embodies the elegant and timeless style of the Hamptons. It boasts seven bedrooms, six full bathrooms, and two half bathrooms across three levels of living space. The house is equipped with luxurious amenities and offers breathtaking views of a 22-acre preserve. As you enter the home through a covered bluestone porch, you are welcomed into a light-filled double-height foyer that leads to open living areas featuring 10' ceilings. The great room is adorned with a gas fireplace and seamlessly flows into the custom eat-in kitchen. The kitchen is a chef's dream with exquisite, chic cabinetry provided by Ciuffo, a central island with seating, and high-quality brass fixtures. Wolf and Sub-Zero appliances complete the kitchen's sophisticated design. Additionally, there is a custom wine wall in the adjacent formal dining room. Glass doors open from the great room to a gracious loggia, which...

Thomas R. Cavallo
(6317250200) ) ) ) ) ) ) ) ) )

Rogers Avenue
$50,000

Westhampton Beach, NY
Rental
Bedrooms: 3
Bathrooms: 1
Web ID: 3526561

Charming Westhampton Village Rental. Enjoy the season in this 3 bedroom, 1 bathroom home. Custom built Kitchen cabinets with new quartz counter tops, New bathroom with large slab marble throughout, Wainscot vanity. Cozy Family room with fireplace. Enjoy summer fun in your oversized backyard with new pool and new mahogany deck. Close to shops and beaches., Additional information: Appearance:excellent

Colleen Graning
(6315993984) ) ) ) ) ) ) ) ) )

Ring Neck Road
$50,000

Remsenburg, NY
Rental
Bedrooms: 5
Bathrooms: 4
Web ID: 820733

This 3-level modern contemporary barn is an architectural masterpiece & offers everything needed for a relaxing summer. Stylish & unique 5BR, 3.5BA retreat with an open & bright floor plan includes a yoga room/library, home office & finished basement. The peace & calm of the uncluttered interior flows seamlessly outside to the magnificently landscaped property with heated 70'x20' pool, gardens & outdoor dining area. Nearby community bay beach for launching kayaks & paddle boards. Enjoy bucolic Remsenburg, just 10 minutes to Westhampton Beach. * Available: July/August - September 1, 2025 - $95,000 July 2025 - $50,000 August 2025 - $60,000

Inge Debyser-Dellaert
(6466372177) ) ) ) ) ) ) ) ) )

Pine Avenue
$50,000

Southold, NY
Rental
Bedrooms: 8
Bathrooms: 7
Web ID: 3466368

Permit 816. Beautiful New Construction In Private Beach Community. Creekfront Beach Access Along With 20x40 Heated Saltwater Pool. Ideal For Large Groups & Perfect For Entertaining, This Property Has It All. 8 Bedrooms And 7 Bathrooms Set On Lush Manicured Grounds, Provides Spacious Accommodations For Up To 16 Guests. Spend Afternoons Lounging By The Pool & Evenings Gathering With Family And Friends. Deeded Beach Rights, Minutes To Wineries & Just A Short Bike Ride To Restaurants And Shops In Town. Three 50amp lv2 EV Chargers Available. 14 Day Minimum., Additional information: Appearance:MINT,Lease Term:Flexible,Weekly,Weekly Rent Amt:12500, Interior Features:Separate Thermostat

Colin McCarthy
(6314612268) ) ) ) ) ) ) ) ) )

Southampton
$50,000

Southampton, NY
Rental
Bedrooms: 5
Bathrooms: 4
Web ID: 737189

Contemporary living at its best. Beautifully-landscaped full acre with an impressive circular drive. This handsome contemporary house offers a great room with fireplace; dining, new granite kitchen; five bedrooms (including master), four baths, as well as a heated pool, all-weather tennis, and hot tub. This house has it all. Listing ID: 737189

February Rental: $12,500
March Rental: $12,500
April Rental: $20,000
May Rental: $18,500
MD - LD Rental: $99,900
June Rental: $20,000
June/July Rental: $65,000
July Rental: $50,000
July / Aug Rental: $85,000
August Rental: $58,000
September Rental: $25,000
October Rental: $20,000
November Rental: $15,000
December Rental: $10,000

Susan L Ratcliffe
(631) 537-4327

Maritza Jimenez
(631) 204-2411

Water Mill
$50,000

Water Mill, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 916471

Just move in to this immaculate modern 3 level house with a total of 4 bedrooms, 3.5 bathrooms; house has been just substantially improved expanding the outdoor living space, adding a new outdoor cold/hot water shower. Features includes a first floor living and dining room with fireplace, furnished covered deck with grill, top of the line kitchen and powder room. Second floor features a great family/tv room with a furnished just expanded deck with electrical new awning, 3 bedrooms and 2 full baths are located on the second floor as well. In suite primary bedroom is located on the 3rd level which opens to a furnished 3rd floor deck. Additional features include a new heated saltwater pool, central air conditioning, spacious laundry/pantry room. Very private setting. This is a must see! Listing ID: 916471

July / Aug Rental: $85,000
August Rental: $50,000

Amelia M Doggwiler
(631) 204-2426

Old Country Road
$50,000

Westhampton, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 809302

47A Old Country Road has all you'll need & want for this summer's vacation! Newly built in 2022, this two-story transitional offers an open floor plan with high-end upgrades, fresh furniture, and details galore. The first level features a spacious family room with a linear gas fireplace and large flat-screen TV, a formal dining room, and an open kitchen offering quartz countertops, a vast center island with seating for 3, a farmhouse sink overlooking the backyard, and stainless steel Viking refrigerator, wine refrigerator, microwave, and 6-burner stove as well as a Bosch dishwasher. Completing the first level is a den, full bathroom, accessible from the backyard pool, and laundry room with front loading washer and dryer. The second floor is replete with four bedrooms and three full baths, including two en-suites. The oversized master offers King bed, a walk-in closet, flat-screen TV, and stunning bath with two vanities, a walk-in...

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

Southampton
$50,000

Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 735766

RR #RP201720. Southampton sunny 4 bedroom beach home decorated with Hampton beach style decor has opens views to a gunite pool and spacious garden bordered by hedges and wildflowers. The house is in an ideal location of farms, orchards, and vineyards, and near to Southampton Village and Coopers and Flying Point beaches. Listing ID: 735766

Custom Rental: $35,000
February Rental: $10,000
March Rental: $15,000
April Rental: $15,000
MD - LD Rental: $125,000
July Rental: $50,000
July / Aug Rental: $95,000
August - LD Rental: $55,000
September Rental: $25,000
October Rental: $15,000

Cristina Matos
(631) 204-2408

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