485 Hamptons Rentals

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167 Tuckahoe Lane
$50,000

Tuckahoe, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 914629

RR# RP231175. Discover Hamptons luxury with this stunning rental just minutes from the world-renowned Shinnecock golf course and Southampton Village. This 4-bedroom, 3-bath home sits on a very private 1.42-acre lot. The first level features an open eat-in kitchen, dining room, and living area, while the second level is dedicated to all 4 bedrooms, including a master suite with dual walk-in closets. Outdoors, enjoy a brand new gunite pool and ample space for summer entertaining. This chic residence blends modern elegance with classic Hamptons charm, offering a perfect retreat close to Southampton's dining, shopping and cultural attractions. Relax away the summer days in your Southampton oasis! Listing ID: 914629

May Rental: $20,000
June Rental: $30,000
July Rental: $50,000
August - LD Rental: $55,000
December Rental: $20,000
Two Week Rental: $15,000
Winter Rental: $60,000

Lillian A Holtzclaw
(631) 204-2430

1476 Scuttle Hole Road
$50,000

Bridgehampton, NY
Rental
Bedrooms: 5
Bathrooms: 3
Web ID: 911695

Rental Reg. #RP 240585 New owners on this turn of century farmhouse in Bridgehampton North. Surrounded by pastures and tree nurseries, this shy acre property is ready to be enjoyed for summer 2025! Enter the fully fenced yard and pass koi ponds and flower beds to the screened in back porch and covered front porch. This home, totally renovated by current owner in 2024, offers 5 BEDROOMS and 3 FULL BATHS - plus HEATED POOL, TONS OF PARKING & HUGE PRIVATE YARD! The first floor offers a bright & airy Living room, spacious Dining room, a huge kitchen with solid surface counters and stainless appliances, access to a screened in back porch, an entry foyer, a King size first floor bedroom with private entrance, a full bath, laundry room and home office. The second floor houses the Master Bedroom with King sized bed, an en suite...

MD - LD Rental: $120,000
June Rental: $18,000
July Rental: $50,000
August - LD Rental: $55,000
September Rental: $25,000
October Rental: $18,000

Todd J Buchanan,
(631) 771-5326

14 Elishas Path
$50,000

Wainscott, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 844034

RR# 22-965. Private oasis South of the Highway in Wainscott. Completely renovated and upgraded with top of the line appliances and finishes for your summer relaxing and enjoyment. Modern open concept on a cul-de-sac location, 1.2 acres of land, this beautiful elegant house features 4 bedrooms, 3.5 bathrooms with a lower level in-suite with separate entrance. Enjoy the park-like outdoors with ample decking and seating lounge area, heated pool, close to the ocean beaches and Villages, ideal for entertainment. Available extended season, summer 2025, winter and any other period upon request. Listing ID: 844034

May Rental: $20,000
MD - LD Rental: $130,000
June Rental: $30,000
July Rental: $50,000
July / Aug Rental: $100,000
August - LD Rental: $55,000

Amelia M Doggwiler
(631) 204-2426

13 Davids Lane
$50,000

Village of East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 900696

South of the highway, two-week rental on one of the most coveted lanes in the Village of East Hampton. Less than one half mile to the village and 1.5 miles to ocean beaches. Large open living room with fireplace, dining area, kitchen with breakfast area, den, office, four bedrooms, three baths and an attached two car garage. Expansive south facing backyard with new gunite pool and landscaping. All on one floor with two bedrooms on each wing of the house and common areas in the center. Mature landscaping on over 1/2 acre. Private and convenient to ocean beaches, Hampton Jitney, Guild Hall, movie theaters, dining and village shops. Listing ID: 900696

Two Week Rental: $50,000

Roxanne A Briggs
(631) 903-6121

Bridgehampton
$45,000

Bridgehampton, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 754989

RR#:RP230213 Conveniently located in the heart of the Hampton's, this beautiful post modern home is located in close proximity to Sag Harbor Village and Bridgehampton shops and restaurants. This perfect summer rental features four bedrooms with three and a half bathrooms and a heated pool. Updated for 2020. Listing ID#: 754989

MD - LD Rental: $105,000
July Rental: $45,000
July / Aug Rental: $90,000
August - LD Rental: $50,000

Richard Finder
(631) 702-7511

East Hampton
$45,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 2.5
Web ID: 736220

Rental Registration #: 24-94 This four-bedroom, two and one-half-bath residence is situated on a 0.75+/- acre property with a heated pool. This convenient location is in Hansom Hills, a great area in East Hampton..

MD - LD Rental: $120,000
June Rental: $25,000
July Rental: $45,000
July / Aug Rental: $90,000
August Rental: $55,000
August - LD Rental: $55,000
Year Round: $168,000

Anthony C Cerio
(631) 903-6151

Mitchel L Natter
(631) 903-6154

Undisclosed Address
$45,000

Village of Sag Harbor, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 743513

This beautiful Sag Harbor Village home is now available. It boasts a large, vaulted living room with skylights, fabulous kitchen with Sub-zero and Thermador appliances, and 2 renovated bathrooms. The kitchen is open to the dining area which has walls of windows, a peaked ceiling, and views out to the heated pool and decking. All 3 bedrooms are substantial in size and sheets and towels are included. There is also a comfortable den/office on the first floor if you want to combine work and play. Conveniently located to Haven's Beach and Main St shopping and restaurants. Listing ID: 743513

August - LD Rental: $45,000

Kathleen Mulcahy
(631) 725-5582

Sag Harbor
$45,000

Sag Harbor, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 737667

RR#: RP241233 This newly renovated four bedroom, three and a half bath contemporary has an open floor plan, new kitchen with marble counter tops and stainless appliances, new baths and water views from the second floor. Just a short distance to Long Beach and close to Sag Harbor village too. Listing ID: 737667

May Rental: $10,000
July Rental: $45,000
August - LD Rental: $55,000
September Rental: $15,000
October Rental: $10,000
Winter Rental: $5,000

Maureen J Geary
(631) 903-6167

Village Of Sag Harbor
$45,000

Village of Sag Harbor, NY
Rental
Bedrooms: 4
Bathrooms: 2
Web ID: 754580

Newly renovated - Wonderful Village home, within a short distance to all the shops, restaurants, and Wharf of Sag Harbor. 4 bedrooms, 2 bathrooms, beautifully furnished, well appointed kitchen, and roomy living room. Great deck area with very private and secluded heated pool with a salt water aqua pure cleaning system. Great value. Great location. New BBQ grill and New 50' flat screen TV! Have the summer you always dreamed about! . Listing ID: 754580

May Rental: $15,000
June Rental: $20,000
July Rental: $45,000
August - LD Rental: $55,000
September Rental: $15,000

Philip Judson
(631) 771-5328

Linley Pennebaker Hagen
(631) 725-5583

Amagansett
$45,000

Amagansett, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 738879

Rental Registration #: 23-232 Enjoy ocean views from the deck of this sunny 1-story beach house. Open floor plan with 3 bedrooms, 2 baths, double-height ceiling, fireplace, and wood floors. Surf and boogie boards included. Less than 100 yards to the ocean beach.

MD - LD Rental: $125,000
July Rental: $45,000
July / Aug Rental: $100,000

Elizabeth Wohl
(631) 903-6193

Sag Harbor
$45,000

Sag Harbor, NY
Rental
Bedrooms: 4
Bathrooms: 2
Web ID: 756366

Rental Reg. # RP230430. This shingled Cape styled home offers over 2,000 square feet of living space with an eat-in kitchen, dining room, living room, screened in porch, four bedrooms, and 2 bathrooms. Outdoors is a large patio with outdoor dining, heated gunite pool with bluestone surround and lounge area. A great summer rental in Sag Harbor. Listing ID: 756366

MD - LD Rental: $110,000
June Rental: $25,000
July Rental: $45,000
August - LD Rental: $48,000

Richard Finder
(631) 702-7511

Southampton
$45,000

Southampton, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 736996

RR# RP170417. Minutes away from Southampton Village and Ocean Beaches, this California style home offers exceptional sunsets, spectacular water views and dining under the stars. The Preston Phillips design features 3 bedrooms, 2 baths, sun-filled open living areas, fireplace and central air. Incredible backyard offers 180 degree views of Shinnecock Bay and the Ocean beyond, direct access to the bay beach, large deck with hot tub, BBQ, hammock and lounge chairs. Walks on the beach, bay swims, kayaking or paddle board - will you ever want to leave? Listing ID: 736996

MD - LD Rental: $95,000
June Rental: $25,000
July Rental: $45,000
August - LD Rental: $65,000
September Rental: $25,000

John P Vitello
(631) 204-2407

Amagansett
$45,000

Amagansett, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 737465

Amagansett Summer Rental Rental Registration #23-1202 Enjoy this lovely, renovated 3000+/- sq-ft home close to it all. No car is needed as the ocean beaches, shops, transportation and great restaurants are all only minutes away. There are four bedrooms and three and one-half baths, a screened-in porch, deck and heated swimming pool. Privacy and convenience too! Any two weeks in August 2025 @ $45,000 Listing ID: 737465

August - LD Rental: $45,000
Two Week Rental: $45,000

James J MacMillan
(631) 267-7171

Springs
$45,000

Springs, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 914237

Experience summer waterfront living at its finest at 313 Gerard Drive! Marvel at the picturesque vistas of Acabonac Harbor and Gardiners Bay from this exquisite 3-bed, 2-bath retreat. With 1250sqft of refined living space, this home showcases white interiors, exposed ceiling beams, and flawless finishes. Elevating the ambiance is the full glass front wall, flooding the interior with natural light and enhancing the sense of space. The kitchen features convenient counter seating and seamlessly flows into the dining area and living room, complete with sliding doors that open to a spacious front deck for the ultimate indoor/outdoor living experience. The main level offers two bedrooms, providing privacy and versatility, along with a beautifully appointed bathroom. Both bedrooms boast good-sized windows, adding to the sense of spaciousness and allowing plenty of natural light. Upstairs, the en suite luxurious primary bedroom awaits, boasting panoramic views through its glass walls and a stunning...

Custom Rental: $70,000
July Rental: $45,000
Two Week Rental: $25,000

Michael Petersohn
(631) 771-5336

Water Mill
$45,000

Water Mill, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 737214

RR# RP200259. At the end of a Cul-de-Sac down a long privet lined flag lot is a private house surrounded by vineyards. Completely renovated in 2010 this 4 bedroom, 3.5 bath house is energy efficient and ready to enjoy. House has upstairs and downstairs master bedroom suites, large double height great room surrounded by windows, flooded with light. Balconies for vast open space views. New tumbled marble floors, new marble baths, brand new kitchen, new sunroom, and brick patio for entertaining. Heated saline pool with pool house, large limestone patio and outdoor shower. Two car garage on beautifully landscaped property. Close to Southampton, Citarella's and ocean beaches. Listing ID: 737214

June Rental: $25,000
July Rental: $45,000

Southampton
$45,000

Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 2
Web ID: 735855

RR# RP190612. This charming 4 bedroom, 2 bath house features a living room with fireplace and vaulted ceiling, dining room, kitchen, central air-conditioning, private setting and a heated pool with 2 new decks. Listing ID: 735855

MD - LD Rental: $45,000

John P Vitello
(631) 204-2407

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