500+ Hamptons Rentals

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Nassau Point Road
$48,000

Cutchogue, NY
Rental
Bedrooms: 4
Bathrooms: 5
Web ID: 3532390

Sprawling Nassau Point estate with open floor plan, 4 ensuite bedrooms and beautiful pool area. Enjoy summer days by the pool or beach directly across the street. 1st floor features an open floor plan with living, dining and large chef's kitchen. Also on the 1st floor, a large great room for gathering or watching movies. The hotel-like primary bedroom features peek-a-boo water views and a large primary ensuite bath. Plenty of room to stretch out and relax while retreating to the North Fork summer! Private mooring is available for guests' use., Additional information: Appearance:Mint,Lease Term:August-Labor Day,Flexible

Eric P. Elkin
(3155214669) ) ) ) ) ) ) ) ) )

Crystal Drive
$47,000

East Hampton, NY
Rental
Bedrooms: 2
Bathrooms: 3
Web ID: 808977

Beautifully and Tastefully, Fully-Renovated 2 Bed, 3 Bath home featuring a stunning, private landscaped yard with a 20' x 40' Heated, Saltwater Gunite Pool. This home will make your Summer of 2025 an absolute delight, as it is completely ready for you and your bags! You will find an abundance of options to fill your days, as the Town of East Hampton is renowned for its wonderful Beaches, Shops, Restaurants, Theaters and Cultural Events. This home is easy to maintain, and the large yard in full bloom is simply spectacular! Unwind here and make this summer one to remember!

Susan Connelly
(6314870366) ) ) ) ) ) ) ) ) )

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

Woodland Way
$45,000

Quogue, NY
Rental
Bedrooms: 5
Bathrooms: 4
Web ID: 805391

Make Summer 2025 unforgettable with the ultimate luxury living experience! This exquisite 6-bedroom, 3.5-bath home is complemented by a stunning inground pool, outdoor shower, and expansive decks, perfect for hosting unforgettable gatherings. Ideally situated just 1 mile from the village of Quogue and 1.5 miles from Quogue Village Beach, this property offers the ideal balance of serenity and accessibility. Embrace the Hamptons lifestyle and transform this residence into your exclusive summer retreat, where relaxation and entertainment reach new heights. Available: August 2025 $45,000 I Off-Season $6000/month.

Bridget Terry
(6314667118) ) ) ) ) ) ) ) ) )

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

Tuthill Lane
$45,000

Remsenburg, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 3549051

Remsenburg 4 BR's with Impossible Views At 32 Tuthill Lane you can live up above the canopy- with three levels and three south facing decks, your summer is guaranteed to have sunshine, fresh breezes and peaceful views of Moriches Bay. This LEEDS certified environmentally friendly home has 4 bedrooms, 2 and a half baths, a heated saltwater pool, firepit, grill, and fenced yard with kitchen herb garden. Renovated in 2009 to LEEDS green standards, 32 Tuthill Lane is clad in beautiful repurposed barnwood and has green features such as solar energy for electric power. A wall of windows bring in plenty of sun, but the whole house is efficiently cooled with central air. On the second level is a an open kitchen with elegant appliances by Liebherr, Miele, and Dacor. The kitchen opens to an expansive living room with a two sided gas fireplace, half bath and adjacent office. The...

Kristen Smyth
(9175021247) ) ) ) ) ) ) ) ) )

Treescape Drive
$45,000

East Hampton, NY
Rental
Bedrooms: 5
Bathrooms: 3
Web ID: 3530510

Step inside this beautiful Hamptons home and enjoy the modern yet comfortable feeling. This immaculately kept home is the (large) space to getaway from the real world! Nestled into this quiet neighborhood you can enjoy your private time while still being exceptionally close to the village and so many beaches. The memories you can make in this home are endless. Enjoy swimming in the pool (heated and gunite), catching views and enjoying silence from the balcony, or just having a casual bbq on the deck, you will never run out of things to do with this house in the Hampton. This is truly a Hamptons home.

Fallon A. Nigro
(6319033534) ) ) ) ) ) ) ) ) )

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

Stoney Hill Road
$45,000

Sag Harbor, NY
Rental
Bedrooms: 4
Bathrooms: 2
Web ID: 810926

Welcome to this beautifully renovated ranch nestled in the heart of Sag Harbor. Boasting a prime location, this residence is just moments away from pristine bay beaches and the charming village of Sag Harbor, offering a perfect blend of tranquility and convenience. As you enter, you are greeted by an impeccably maintained living area, including 4 bedrooms, with an en-suite primary bath, and one guest bath, and kitchen with updated appliances. Outside includes a large backyard and deck, providing a serene oasis where you can relax and unwind. With its blend of modern amenities and a prime location, it makes a perfect summer rental.

Robert Florio
(6317022000) ) ) ) ) ) ) ) ) )

Sound Drive
$45,000

Greenport, NY
Rental
Bedrooms: 4
Bathrooms: 5
Web ID: 3565265

Welcome to this spectacular waterfront home overlooking the Long Island Sound. This spacious 5000 sqft retreat features an open floor plan with four large bedrooms, 4.5 baths, and a versatile bonus room. Revel in breathtaking sunsets from nearly every room or the expansive back deck and patio. Amenities include a home gym, outdoor shower, multiple fireplaces, and beach access. Just a mile from Greenport Village's charming shops and restaurants, this property offers the perfect blend of luxury and convenience for your ideal coastal getaway.

Eric P. Elkin
(3155214669) ) ) ) ) ) ) ) ) )

School Street
$45,000

Hampton Bays, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 812167

Welcome to this updated ranch-style oasis, where modern living meets timeless charm! Step inside and be greeted by a warm and welcoming dining area and chef’s kitchen, perfect for entertaining family and friends. The heart of the home boasts sleek countertops, stylish cabinetry, and top-of-the-line appliances, making meal preparation a delight. Step into the relaxing living room where you can watch your favorite shows, read a book or entertain friends and family.Retreat to your serene primary suite, a true sanctuary with ample space to unwind. Two additional guest bedrooms provide comfort and flexibility for family, friends, or a home office. Step outside to discover a large, lush yard that beckons for summer barbecues, gardening, or simply soaking up the sun. With enough space for your favorite outdoor activities, this backyard is a private getaway. Ideally located near pristine beaches, vibrant town, and a multitude of activities.

Constance Porto
(9177314317) ) ) ) ) ) ) ) ) )

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

S Elihu Pl
$45,000

Montauk, NY
Rental
Bedrooms: 4
Bathrooms: 2
Web ID: 3543672

Welcome to Montauk! Staying here will bring you into a modern beach house yet holds touches of old fashion fishing village Montauk. With a primary bedroom on the first floor and 3 cozy bedrooms upstairs you will find yourself in Montauk Bliss! Everything recently renovated and leaves you feeling like you are the first person to step foot in this happy home!

Fallon A. Nigro
(6319033534) ) ) ) ) ) ) ) ) )

Rocky Point Road
$45,000

East Marion, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 806080

3 Bedroom/2 Bath Home with Heated Inground Pool and Several Beaches Nearby. Open Floor Plan and Vaulted Ceilings. Enjoy the Days of Summer on the Back Deck, Fenced Lawn and Pool. Several Nearby Beaches Too! Summer 2025 - Memorial Day to Labor Day $45,000; June $12,000; July $16,000; August to Labor Day $20,000; Weekly $4,000 Per Week with Two Week Minimum. Permit #0586.

Paul Loeb CBR
(6314772220) ) ) ) ) ) ) ) ) )

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