506 Hamptons Rentals

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Hill Side Lane
$65,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 7
Web ID: 3552889

Situated on over 3/4 of an acre, this extraordinary custom-built home is surrounded by stunning natural scenery and lush landscaping with stone walls. The upper level features an expansive great room with a open kitchen, fireplace, dining room, and sliding doors to two separate entertaining areas. The primary suite and a powder room are also on this level. The large east-facing upper deck offers beautiful sunset views and stairway to the pool and pool house. The main level includes three additional spacious bedrooms (two en suite), a fourth full bath, a laundry room, and a large family room with sliding doors to a covered deck, an outdoor shower, a heated gunite pool, and a pool house with a Air Conditioning and a full bath. The finished lower level boasts an attached two-car garage, large windows, a sixth full bath, space for an office, gym, or media room. This remarkable property...

Brandon Vazquez
(6318711993) ) ) ) ) ) ) ) ) )

Bridgehampton
$65,000

Bridgehampton, NY
Rental
Bedrooms: 3
Bathrooms: 3.5
Web ID: 735537

Rental Reg. # RP150305 Available now -Stylish and newly renovated post modern includes three bedrooms, two baths, living room with fireplace, dining area, and kitchen. Additional amenities include air-conditioning; outdoor shower; smart TV; high speed cable; a heated 18' x 36' pool and a beautifully landscaped and very private property. Conveniently located within close proximity to village shops and restaurants, this home has it all.

MD - LD Rental: $155,000
June Rental: $30,000
July Rental: $65,000
July / Aug Rental: $125,000
August - LD Rental: $65,000

Mary Ellen McGuire
(631) 537-4324

Timothy R O'Connor
(631) 771-5321

Amagansett
$65,000

Amagansett, NY
Rental
Bedrooms: 5
Bathrooms: 4
Web ID: 736972

Rental Registration #: 23-259 Ocean beach access is at the end of the street of this south of the highway newly renovated contemporary featuring 5 large bedrooms and 4 baths. This open floor plan house is furnished with new modern furniture through out. The living room has a fireplace and new plank flooring, and an entire wall of glass doors leading to the spacious entertaining deck, hot tub, and outdoor shower. The kitchen has a stone counter top island and all new appliances. On the first floor is an ensuite master with sliders out to the deck, and two additional guestrooms. The second floor boosts an additional ensuite master and ensuite guest room. .78 acres of amazing beach living. Listing ID: 736972

MD - LD Rental: $175,000
June Rental: $45,000
June/July Rental: $105,000
July Rental: $65,000
July / Aug Rental: $135,000
August - LD Rental: $75,000
September Rental: $42,500

Andrea L Ackerman
(631) 537-4340

Elizabeth A Phenis
(631) 537-4357

Tuckahoe
$65,000

Tuckahoe, NY
Rental
Bedrooms: 5
Bathrooms: 6
Web ID: 917547

Escape to Southampton Meadow Estates for an unforgettable summer retreat. This stunning 6,000+ SF home offers the perfect blend of luxury and comfort, located just minutes from Southampton Village and the beach. Featuring five spacious bedrooms, six bathrooms, and an open-concept design, this home is ideal for both relaxation and entertaining. The chef's kitchen boasts high-end appliances, while the two living rooms-including one with vaulted ceilings and a fireplace-provide ample space for everyone. The main floor includes a luxurious primary suite with dual walk-in closets, a spa-like bath, and a private study. Upstairs, you'll find four additional bedrooms, three bathrooms, and convenient laundry on both levels. The finished lower level adds even more to enjoy, with a gym, media room, full bath, and plenty of space to unwind. Outside, entertain in style with a fully equipped outdoor kitchen, a heated saltwater gunite pool and spa, and a cozy gas...

July Rental: $65,000
August - LD Rental: $75,000

Lillian A Holtzclaw
(631) 204-2430

Amagansett
$65,000

Amagansett, NY
Rental
Bedrooms: 5
Bathrooms: 4.5
Web ID: 736228

Beautiful and private in Amagansett! Approximately two miles to the ocean, farmstands, shops and restaurants is this well appointed classic five bedroom, four and a half bathroom 'like new' home. Enjoy the open living areas including a lovely great room with French doors leading to a stone patio which overlooks the 60-foot heated gunite pool, spacious open eat-in kitchen with large marble island and commercial grade stainless steel appliances, formal dining room and a sun-room perfect for an afternoon of reading and relaxing. The layout of this architect deigned home ensures. Also available 10/01/24 - 05/15/25 for $6,500 a month. Fun and privacy for all!

MD - LD Rental: $175,000
June Rental: $40,000
July Rental: $65,000
July / Aug Rental: $135,000
August Rental: $70,000
August - LD Rental: $70,000
Two Week Rental: $35,000

James J MacMillan
(631) 267-7171

East Hampton
$65,000

East Hampton, NY
Rental
Bedrooms: 5
Bathrooms: 4.5
Web ID: 735669

Rental Registration #: 22-475. Hidden at the end of a long wooded private driveway and surrounded by a nature preserve with beautiful trails this bright and sunlit 4500 +/- square foot post modern home offers the ultimate in convenience, beauty and especially privacy. Located in the Bull Path area of East Hampton, this estate offers double height entry, a 22-foot-high ceiling in a large great room incorporating both living and dining areas along with fireplace and floor to ceiling glass. Outdoor up lighting in the woods provides a special nighttime effect while dining. The beautiful oak flooring adds to the character of the house. The fully equipped kitchen along with adjacent breakfast area makes for a great combination. There is a full indoor and outdoor sound system with individual room controls. The 2-car attached garage adds convenience in all types of weather. These 5 bedrooms and 4.5-bathroom home...

MD - LD Rental: $170,000
July Rental: $65,000
July / Aug Rental: $125,000
August - LD Rental: $70,000

JB Jose B DosSantos
(631) 903-6147

Maureen J Geary
(631) 903-6167

East Hampton
$65,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 907234

Rental Registry #22-0,820 - Beautiful and well-kept home in the Dune Alpin Farm Property Association with four bedrooms and three bathrooms available for the 2025 summer season. Amenities include heated gunite swimming pool, community tennis, central air conditioning. Proximity to Red Horse Market and ocean beaches.

July / Aug Rental: $65,000

JB Jose B DosSantos
(631) 903-6147

Bridgehampton
$65,000

Bridgehampton, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 736492

Newly completed 4 bedroom 3.5 bath home has all the modern amenities, chic top of the line kitchen, French doors help create a private seating in a formal dining area. Backyard has a heated gunite pool and expansive lawn with mature hedges creating a private enjoyable setting.

Custom Rental: $17,000
June Rental: $30,000
August - LD Rental: $65,000
September Rental: $30,000
Two Week Rental: $15,000

Cynthia R Barrett
(631) 537-4322

North Haven
$65,000

North Haven, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 737573

This pristine North Haven four bedroom, three bath traditional on 1.8 private acres is located near the bay beach and just minutes to Sag Harbor Village. It was recently renovated with a fabulous new kitchen opening to a great room with dining and living. State of the art gym. New 20x50 heated gunite pool with 8x10 spa and stunning pergola. Listing ID: 737573

MD - LD Rental: $150,000
June Rental: $35,000
July Rental: $65,000
July / Aug Rental: $130,000
August - LD Rental: $65,000

Maureen J Geary
(631) 903-6167

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 to East Hampton Village and world-class ocean beaches, this bright open immaculate contemporary is a sports lovers paradise. Start your day on your private tennis/pickleball/basketball court and finish lounging on your expansive mahogany deck complete with oversize crystal clear blue pool, 6 person hot tub, outdoor shower and a fire-pit with 4 cozy Adirondack chairs. Inside the brand new chef's kitchen has all the latest appliances and overlooks the living/dining great room with a double-height stone fireplace, skylights that bathe the interior in natural light and multiple glass sliders that open to the pool, lounge space and outdoor dining. There are four bedrooms (3 ensuite) all with cable TV and four new bathrooms. Behind a sliding barn door on the main floor are two well appointed guest rooms that share a hallway...

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

James Blueweiss
(631) 903-6133

43 Scrimshaw Drive
$65,000

Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 4.5
Web ID: 878680

RR# RP201758. Minutes to the beach is this fantastic Contemporary with some water views and fall in love! Located in a desirable waterfront bay beach community and completely renovated with great taste, a modern feel and all new furniture decorated from a well-known interior designer. Sited on .80 acre, this bright home filled with light offers 4 bedrooms and 4.5 baths, an open floor plan, living room with cathedral ceilings and wood burning fireplace. Primary suite on the first floor with a beautiful marble bathroom. Spacious kitchen with stainless steel appliances and stone countertops, 2 dishwashers and a wine cooler. Powder room and a mud room leading to the 2 car garage completes the first floor. The second floor offers a den with an open view to the living room, 2 additional guest bedrooms and 2 marble baths. Finished lower level with living area with TV and games, as...

July Rental: $65,000

Cristina Matos
(631) 204-2408

33 Horseshoe Drive
$65,000

East Hampton, NY
Rental
Bedrooms: 6
Bathrooms: 5.5
Web ID: 759373

Rental Registration #: 24-914.Owners have transformed this 6 bedroom 5.5 bath house into a family paradise. Stephen Saint-Onge has designed the home with simple elegance yet sophisticated glamour. The flow is perfect for summer living with an open first floor plan that makes entertaining easy. The living room with fireplace flows into the dining area which is open to the chef's kitchen and family room with bar. There are floor to ceiling accordion glass doors that lead to the outside deck with its' outdoor dining area. A few steps down is the brick patio and oversized pool. First floor has master bedroom and a bathroom with a soaking tub and steam shower. Additionally, two guest bedrooms share a bathroom. Upstairs from the entry hall there are two bedrooms and a bathroom. And a second staircase leads to an en suite bedroom....

MD - LD Rental: $165,000
June Rental: $40,000
July Rental: $65,000
July / Aug Rental: $135,000
August - LD Rental: $75,000

Leslie Hillel
(631) 771-5311

Philip Judson
(631) 771-5328

33 Gingerbread Lane
$65,000

Village of East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 5
Web ID: 898208

Stunning one-level home beautifully appointed with stellar art in the center of East Hampton Village set back from the road and down a long driveway. You can entertain outside on the large 1,000-square-foot screened-in porch with Italian-designed furniture in front of a gas fireplace. Outdoor gas and charcoal grills. Expansive magnificently landscaped backyard with 15 x 50 gas-heated gunite pool and 8 x 8 spa. Chef's kitchen with Viking stove, Sub Zero refrigerator, two dishwashers, and large center island opening to the living area with gas fireplace and dining area filled with natural light. Split floor plan with two bedrooms on one side and two bedrooms on the other, each with its own TV and ensuite baths. Additional room to be used as den or office. Sonos system, Apple TV, organic vegetable/herb garden (will be maintained by gardner), and composting vessel. Perfect summer rental in East Hampton...

July Rental: $65,000
July / Aug Rental: $135,000
August - LD Rental: $75,000

Kimberly Kakerbeck
(631) 537-4351

262 Roses Grove Road
$65,000

Water Mill, NY
Rental
Bedrooms: 6
Bathrooms: 8
Web ID: 735450

RR# RP200249. This spacious two-story traditional is located privately and secluded on a landscaped 2.10-acre property in Water Mill. The home boasts a spacious living and dining room overlooking the backyard. A professional eat-in kitchen with breakfast are leads to the back bluestone patio for outdoor dining and lounging. The main floor also has a generous junior master suite, and an additional sitting room. The second story features the primary bedroom suite which includes an attached office/den/sitting room. In addition to the primary suite the home has four en-suite bedrooms. The third floor has a roof top terrace featuring views over the pool and tennis area and distant water views of Peconic Bay. The finished basement has sofas and a TV for lounging, as well as ping-pong and foosball tables. The outdoors include a heated 18x42 gunite pool surrounded by a blue stone patio, with steps leading to...

January Rental: $10,000
February Rental: $10,000
March Rental: $10,000
April Rental: $10,000
MD - LD Rental: $155,000
June Rental: $40,000
June/July Rental: $90,000
July Rental: $65,000
July / Aug Rental: $130,000
August - LD Rental: $70,000
September Rental: $30,000
October Rental: $15,000
November Rental: $15,000
December Rental: $15,000
Winter Rental: $100,000

26 North Drive
$65,000

North Haven, NY
Rental
Bedrooms: 5
Bathrooms: 3.5
Web ID: 743644

Rental Reg. # 2023-034. Amazing location in North Haven Shores community! Stunning waterfront traditional 5 BR home for rent with breathtaking views of Shelter Island and Sound. Two living areas (one off the kitchen and the other with plenty of glass offering panoramic views of the Sound). 5 beds, 3 full baths. No pool no problem!!! This property has a private beach! There is also a private dock for those with a boat, har-tru tennis and expansive back deck and yard to enjoy the views and sunsets. Additionally, there's a children's play room on the main floor. Easy access to the Shelter Island Ferry. Don't miss out on this rental opportunity! Listing ID: 743644

January Rental: $7,500
February Rental: $7,500
March Rental: $7,500
April Rental: $15,000
May Rental: $15,000
June Rental: $20,000
June/July Rental: $80,000
July Rental: $65,000

Kimberly Kakerbeck
(631) 537-4351

Sarah Ferguson
(631) 903-6124

232 Hill Street
$65,000

Village of Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 908240

Boasting of charm, this beautifully-gated property offers a sweetly-renovated Hamptons traditional home with 4 bedroom, 3.5 baths and 4,136 +/- sf of living space. Featuring modern amenities with a nod towards classic design, the well-planned home has a semi-open concept floor plan, 2 living rooms with fireplace that flow into the formal dining room and chef's kitchen with a breakfast nook and French doors to the enclosed porch. The upper level features a primary bedroom with fireplace and private balcony and 3 additional guest bedrooms. The secluded backyard is surrounded with mature plantings and a spacious patio for dining creating the perfect environment for outdoor entertaining. Behind the heated gunite pool, there is a pool house/studio with full bath, sauna and outdoor shower. Just a stone's throw from miles of ocean beaches, restaurants and shops, this home sets the scene for the ultimate summer vacation and Hamptons lifestyle. Listing...

July Rental: $65,000

Cristina Matos
(631) 204-2408

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