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5 Mill Race
$32,500

Hampton Bays, NY
Rental
Bedrooms: 4
Bathrooms: 2.5
Web ID: 755870

Lovely rental in Harbor Colony that offers a private bay beach. This spacious 4 bedroom, 2.5 bath home has a large living area, open eat-in kitchen, den, dining room, and a 2 car attached garage. The large yard has a patio surrounding a heated pool and deck with a natural gas grill. The home has been newly-painted and furnished. Minutes to Ocean beaches, waterfront restaurants and town. Listing ID: 755870

MD - LD Rental: $70,000
June Rental: $20,000
August Rental: $30,000
August - LD Rental: $32,500

Maritza Jimenez
(631) 204-2411

5 Spinnaker Way
$75,000

Southampton, NY
Rental
Bedrooms: 6
Bathrooms: 6.5
Web ID: 736830

Located on an oversized 2.42+/- acre parcel on a cul-de-sac in the North Sea area of Southampton, this stunning traditional with a lake view and bright, modern interiors is the perfect Hamptons vacation home. It offers proximity to North Sea Beach, Southampton Village, and renowned Atlantic Ocean Beaches. The residence features 6 en suite bedrooms, 6.5 full baths and a chef's kitchen which opens to an exceptional family room with a wood burning fireplace below a 75' wall mounted TV monitor. Proper living and dining rooms are provided for more formal entertaining. The residence has sound throughout and has numerous smart TV's as well as multiple Sub Zero / Wolf appliances integrated within custom kitchen cabinetry. A pristinely finished lower level features a media room with Sonos surround sound, a foosball table and workout equipment as well as a complete, separate bedroom/ensuite bath with private...

MD - LD Rental: $225,000
July Rental: $75,000
July / Aug Rental: $150,000
August Rental: $80,000

Christopher J Burnside
(516) 521-6007

51 White Oak Lane
$36,000

Southampton, NY
Rental
Bedrooms: 5
Bathrooms: 3.5
Web ID: 901746

RP# 230300. Welcome to a one-of-a-kind charming home in the Hamptons! This stunning first time rental 3800+/- sf home, boasts a perfect blend of quality and style that will take your breath away. As you step inside, you'll be greeted by a tranquil setting that immediately sets the tone for the upscale lifestyle that awaits. The classic covered front porch and cedar shingled exterior are just the beginning of the architectural beauty you'll find here. Inside, a dramatic 2-story living room, bathed in natural light from its southern exposure, features a wood-burning fireplace that creates an inviting atmosphere perfect for cozy nights in. The eat-in kitchen is a masterpiece of design, featuring marble countertops and top appliances. The first floor also includes a formal dining room, powder room, and a spacious master suite. Upstairs, accessed by front or back stairways, you'll discover four double bedrooms, two full baths, and a...

MD - LD Rental: $85,000
July Rental: $36,000
July / Aug Rental: $65,000
August - LD Rental: $37,000

Cristina Matos
(631) 204-2408

520 Water Mill Towd Road
$75,000

Southampton, NY
Rental
Bedrooms: 7
Bathrooms: 6.5
Web ID: 738205

This beautiful home offers great style and large open space and all amenities. Open cathedral living room with fireplace, Huge kitchen with center island and stools for the 'in the kitchen parties', open dining room with fireplace, screened in porch for summer entertaining. The kitchen, dining room, living room and screened porch all connected. All very large public rooms plus a large first floor master bedroom with fireplace. ensuite , with two additional bedrooms, second floor large master bedroom with fireplace ensuite, with two additional bedrooms, finished basement with entertaining area, with flat screen TV and bar area, two bedrooms and two baths. Cozy, private, nicely furnished. The exterior has a pool and very private grounds. A most enjoyable atmosphere. Listing ID: 738205

August - LD Rental: $75,000

55 Old Town Crossing
$110,000

Village of Southampton, NY
Rental
Bedrooms: 6
Bathrooms: 4.5
Web ID: 904679

Located in the most desirable location between Wyandanch Lane and Little Plains Road, sits this 6 bedroom, 4.5 bathroom classic home spanning 3,620 s/f over 3 levels. With a luxurious open space interior design boasting an abundance of natural light and furnished with meticulous detail. Featuring a captivating and fully-equipped chef's kitchen with state-of-the-art stainless steel appliances, central air conditioning and a music room with equipment for those that want to entertain and play. Outdoors, the spacious backyard features a patio, perfect for entertaining with ease, a beautiful landscape offering mature estate privet hedges with a manicured garden and a 44 x 20 heated gunite pool with outdoor shower. With only a short distance to world class shopping and world famous ocean beaches, this is an opportunity for living the Hamptons life you won't want to miss. Listing ID: 904679

August - LD Rental: $110,000

John P Vitello
(631) 204-2407

561 Wainscott Northwest Road
$115,000

Wainscott, NY
Rental
Bedrooms: 7
Bathrooms: 6.5
Web ID: 910462

Rental Reg. # 24-1034. Privacy abounds in this beautifully renovated Wainscott traditional home. Sited on 5.5 acres with deco turf tennis/basketball. This 4500 Sq ft with 2500 sq ft lower level, 7 bedroom, 6.5 bath home is the perfect summer rental. As you enter the grand open living areas, you are greeted with tons of natural light from a wall of French doors that open to expansive outdoor deck area. The living room flows into dining area and huge eat in renovated chef's kitchen with island seating, marble counter tops, stainless steel appliances, and breakfast area with window seating. Bedrooms and baths consist of a first floor primary suite with vaulted ceilings, access to the backyard and a renovated expansive en -suite bathroom. There is another main floor bedroom as well. The second floor boast an additional primary bedroom with double granite vanity and soaking tub and...

February Rental: $20,000
March Rental: $20,000
May Rental: $45,000
MD - LD Rental: $295,000
June Rental: $50,000
July Rental: $115,000
July / Aug Rental: $250,000
August - LD Rental: $135,000

David Tenenbaum
(631) 771-5322

57 Big Fresh Pond Road
$110,000

Southampton, NY
Rental
Bedrooms: 5
Bathrooms: 4
Web ID: 918583

After departing from your dock and floating in your boat during sunset, the pinks, purples and golden hues bounce off the water from Big Fresh Pond. Upon returning, it is beautiful to dine, barbeque, and entertain on the deck with those awesome views. This renovated, multi-level house offers 5 bedrooms, 4 full bathrooms, with an open living plan with fireplace on the main floor and another common entertaining area on the above grade lower level which leads out to the dock. The ponds purity level is high for swimming, fishing and boating. Perched above Big Fresh, this property comes with a boat and bicycles for the total enjoyment of this beautifully natural area.

February Rental: $7,000
March Rental: $7,000
April Rental: $7,000
November Rental: $7,000
December Rental: $7,000
Winter Rental: $28,000
Year Round: $110,000

Andrea L Ackerman
(631) 537-4340

Elizabeth A Phenis
(631) 537-4357

57 North Road
$45,000

Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 919933

RR#:# RP201796 Nestled in the heart of Hampton Bays, 57 North Road offers a perfect blend of coastal charm and modern convenience. This beautifully appointed property sits on its own private waterfront and is just minutes from the pristine beaches of Gin Lane, top-tier dining, and the serene coastal lifestyle that defines the Hamptons. Whether you're looking for a year-round residence or a summer retreat, this home provides an ideal sanctuary with effortless access to everything the Hamptons has to offer. The newly renovated interior creates a modern living experience with a blend of the nostalgic days of summers past, where sunsets never end, and laughter reverberates throughout the home. This is not just a rental property, this is a domestic sanctuary on the water. Discover timeless elegance and relaxed luxury at 57 North Road-your gateway to the ultimate Hamptons summer experience. Listing ID:919933

Custom Rental: $20,000
May Rental: $20,000
August - LD Rental: $45,000
September Rental: $20,000

Steven Girardi
(631) 537-4365

57 Sammy S Beach Road
$85,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 5.5
Web ID: 878838

Rental Reg. # 23-719 Offered for the first time. Stunning new construction directly on Gardiners Bay beach front. Sparkling bright interiors and high end, clean finishes and furnishings throughout. Main level has a large open concept living/ dining and kitchen, office/ den with full bath, another 1/2 bath and laundry and a custom built in bar with wine fridge. Floor to ceiling custom doors open to a massive back deck with Restoration Hardware furniture, gas and charcoal grills and outdoor shower. Step off the deck into the sand and to the path leading to the beach. Upstairs is a huge gallery landing with floor to ceiling doors leading to a large deck on the front overlooking Three Mile Harbor and Sammy's Beach Preserve and an even larger deck on the back looking out to Gardiners Bay, The North Fork, Shelter Island and Gardiners...

June Rental: $75,000
July Rental: $85,000
August Rental: $100,000

Philip Judson
(631) 771-5328

59 North Captains Neck Lane
$65,000

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...

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 / Aug Rental: $115,000
August - LD Rental: $65,000
September Rental: $25,000
Short Term Weekly: $34,000

Cristina Matos
(631) 204-2408

59 South Breeze Drive
$40,000

Wainscott, NY
Rental
Bedrooms: 3
Bathrooms: 3.5
Web ID: 914344

RR# 24-1138 Bordering a nature reserve and set back off the main road, 59 SOUTH BREEZE DRIVE is an idyllic and rare Hamptons find (home). Sitting on 1.2 acres, the house's open-style interior layout, very high ceilings with skylights throughout, a sizeable outdoor pool area with countless seating options, a BBQ grill, and a dining table, are perfect for entertaining large groups of people or simply enjoying the serene outdoor green space for yourself. Available from August 1st through Labor Day, this 3-bedroom home checks off all of the boxes if you want to escape the stifling inner city heat and reconnect with nature. Located 10 minutes from the towns of East Hampton, Wainscott, and Sag Harbor, this house will not last long. Listing ID: 914344

July Rental: $40,000
July / Aug Rental: $80,000
August - LD Rental: $40,000

David Tenenbaum
(631) 771-5322

6 Bull Path
$70,000

East Hampton, NY
Rental
Bedrooms: 6
Bathrooms: 4
Web ID: 908043

Rental Reg #: 23-372. Only short moments to Atlantic Ocean beaches, renowned shops and restaurants of both East Hampton village and Sag Harbor village, this stunning contemporary home provides 6 bedrooms and 4 bathrooms across 4,554 +\- sf of bright expansive living space. Surrounded by beautiful landscaping and mature trees, complete natural privacy is guaranteed on an oversized 2+ acre parcel. A double-height foyer opens to a great room with a fireplace, vaulted ceiling, a dining room, glass windows and sliders overlooking the heated pool, inclusive of outdoor entertainment spaces and serene backgrounds. A sleek, modern kitchen includes a large center counter island with a cooktop and casual dining. Opening directly to both the interior dining area and an exterior/al fresco dining space, either option is convenient. The main level also provides a large primary en suite with a soaking tub, an ensuite guest bedroom, a separate family/office/entertainment room, dedicated...

MD - LD Rental: $165,000
June Rental: $35,000
July Rental: $70,000
July / Aug Rental: $140,000
August - LD Rental: $70,000

Aubri Peele
(631) 252-5434

Christopher J Burnside
(516) 521-6007

6 Old North Highway
$34,000

Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 2
Web ID: 919376

RR#RP190029 Experience the ultimate waterfront getaway in this stunning 4-bedroom beachfront cottage, where contemporary design meets coastal charm. Featuring a bright and airy open living space, this inviting retreat boasts a cozy fireplace and floor-to-ceiling windows that capture breathtaking panoramic views of Peconic Bay. Right outside an expansive deck, the perfect spot for sunset cocktails, alfresco dining, or simply soaking in the serene waterfront scenery. With direct beach access, this home offers an unparalleled summer escape for relaxation and adventure. Secure your dream beachfront retreat today! Included: Bikes, Outdoor furniture, Canoes, Paddle Boards. Listing ID: 919376

Custom Rental: $20,000
MD - LD Rental: $88,000
June Rental: $16,000
July Rental: $34,000
August - LD Rental: $34,000

Steven Girardi
(631) 537-4365

6 Saddle Lane
$42,000

East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 3
Web ID: 910505

RR#: 24-403 Available for July through 1st weekend of August, 5 weekends in total. This recently renovated contemporary Beach House offers a chic & stylish 3 bed/3 bath home to enjoy the best of summer activities. A wrap-around elevated deck provides multiple areas to lounge and entertain. Step down & enjoy the sundrenched patio and gunite pool nestled among trees and grasses. The main floor offers an open-plan living space, a primary ensuite bedroom, and a wood-burning fireplace perfect for cooler summer evenings. A mezzanine level features 2 additional bedrooms with ensuite bathrooms, and a basement level offers extra space for binge-watching your favorite shows and hanging out. Minutes to Easthampton Sammys Beach & conveniently located equidistant to Easthampton and Sag Harbor Villages. Listing ID:910505

Custom Rental: $42,000

Rachel Rushforth-Worrell
(631) 903-6160

Jeanne Galante
(631) 903-6184

62 Ocean View Lane
$90,000

Amagansett, NY
Rental
Bedrooms: 6
Bathrooms: 6.5
Web ID: 737364

Rental Registration #: 23-211 Overlooking the Napeague Bay and the Devon Yacht Club is this very special property of five landscaped acres of sweeping lawns and gardens complete with a 60-foot pool. There is plenty of space to relax and entertain in this beautifully decorated, comfortable home with six bedrooms and six and one half baths, large great room/kitchen with fireplace, living room and formal dining room, large screened in porch. There is a media room with large screen, and a fully equipped gym. A complete private guest wing contains 2 bedrooms and baths and a parlor. Perfect for guests or live-in help. The Hamptons does not get any more perfect than this magnificent estate. Available for two-week period. Listing ID: 737364

Two Week Rental: $90,000

Jeannette Schwagerl
(631) 267-7113

62 Old Montauk Highway
$25,000

Amagansett, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 736918

Hamptons Summer Rental Reg. # 24-1058 Charming renovated Hamptons Beach House in prime Amagansett South location! Have it all this summer with the village amenities and wide sandy beach just seconds away. This private hidden gem offers 3 bedrooms, 2 baths, a huge sun porch with pullout for guest overflow, open living room with vaulted ceilings, bright open marble & stainless steel kitchen, a separate formal dining room and lovely landscaping. Central air and an automatic generator too. No need for a car since the side walks lead you to the shops, transportation, restaurants and to the ocean. Beautifully decorated and very private. The most convenient location at a fantastic price.Listing ID: 736918

MD - LD Rental: $75,000
June Rental: $20,000
July Rental: $25,000
August - LD Rental: $35,000

James J MacMillan
(631) 267-7171

63 Middle Lane
$550,000

Village of East Hampton, NY
Rental
Bedrooms: 7
Bathrooms: 6.5
Web ID: 738017

On coveted Middle Lane in East Hampton Village, this newly renovated and exquisitely designed estate near fabled ocean beaches is now available to rent for June, July or August/LD 2024. On over two lushly landscaped acres with private hedged-in Gunite pool, pool house and Lotus flower pond. There is a detached outdoor entertaining area with fireplace and a spa. This stunning property is a short distance to shops, restaurants, galleries, and village life. Beautifully decorated, Wyeth designer furniture, expansive entertaining indoor and outdoor spaces. Seven bedrooms, six full bathrooms and two half baths, media/sunroom, library, bar, dining room, fabulous chef's kitchen complete with high-end appliances. Simply perfection on over two acres. Listing ID:738017

Custom Rental: $250,000
June Rental: $250,000
July Rental: $550,000

Roxanne A Briggs
(631) 903-6121

64 South Hill Street
$40,000

Village of Southampton, NY
Rental
Bedrooms: 3
Bathrooms: 2.5
Web ID: 738990

This charming home on a quiet street in the Estate Section is the perfect place to relax and enjoy the summer. Beautiful lawn, heated gunite pool, living room with fireplace,eat in kitchen, dining room, Master bedroom deck overlooking the pool and lawn. Listing ID: 738990

July Rental: $40,000
July / Aug Rental: $80,000
August - LD Rental: $45,000

Elyn W Kronemeyer
(631) 204-2432

640 Orchard Street
$13,000

New Suffolk, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 860643

This classic updated 19th century home in the heart of historic New Suffolk is just moments to one of the North Fork's best bay beaches, plus two renowned local restaurants. It offers stylish living spaces; living room, den, dining room, eat-in kitchen, 3 bedrooms and 2 baths. Central air conditioning. Many antique details and original wood floors add to the charm. The wrap-around porch invites summer lounging, as does the spacious backyard. Listing ID #860643

May Rental: $6,000
June Rental: $8,000
August - LD Rental: $13,000
September Rental: $8,000
October Rental: $6,000
Winter Rental: $4,500

Marianne Collins
(631) 734-2957

643 Stephen Hands Path
$65,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 735901

Rental Registration #: 24-1271 Welcome to Camp Courtside, the ultimate compound for summer sun and fun! Just minutes from East Hampton Village, Sag Harbor, and world-class ocean beaches, this bright, open contemporary is a sports lovers' paradise. Start your day on your private tennis court, two pickleball courts, or basketball court and finish lounging on your expansive mahogany deck, complete with an oversized crystal clear blue pool, a six-person hot tub, outdoor shower, and a fire-pit with four Adirondack chairs. The new open chef's kitchen overlooks the two-story living & dining great room, complete with a stone fireplace, skylights that bathe the interior in natural light, and multiple glass sliders that open to the pool, lounge space, and outdoor dining, making indoor/outdoor entertaining a breeze. There are four bedrooms (3 ensuites), all with cable TV, and four new bathrooms. Behind a sliding barn door on the main floor are two...

Custom Rental: $37,500
July Rental: $65,000
August Rental: $65,000
August - LD Rental: $70,000

James Blueweiss
(631) 903-6133

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