Long Island, NY Homes for Rent with Pool

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  $45,000 per month

  • 4 Beds
  • 3.5 Baths
  • 3,400 Sq Ft
  • House for Rent

  50 Old Meeting House Rd, Quogue, NY 11959

  QUOGUE POST MODERNSpend July at the beach in the village of Quogue. This four bedroom house has ample room to relax inside & out. The kitchen opens up to the great room and there is a separate den/workplace through the french doors. The second floor primary suite has a fireplace and bonus room attached where you can set up an office or nursery along with three other bedrooms and three full

  Tara Fitzpatrick Corcoran

  50 Old Meeting House Rd, Quogue, NY 11959
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  $145,000 per month

  • 4 Beds
  • 6 Baths
  • 4,000 Sq Ft
  • House for Rent

  360 Canoe Place Rd, Southampton, NY 11968

  Discover Your Southampton Oasis: Stylish Rental Living AwaitsWelcome to this stunning Southampton residence, where modern elegance meets classic Hamptons charm. This exceptional rental boasts approximately 6,400 sq ft of thoughtfully designed living space on a serene 1.10+/- acre lot, offering both privacy and sophistication. The updated kitchen seamlessly blends with the chic Hamptons-style

  Angela Boyer Sothebys Int'l Realty Hamptons

  360 Canoe Place Rd, Southampton, NY 11968
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  $65,000 per month

  • 4 Beds
  • 2.5 Baths
  • 1,994 Sq Ft
  • House for Rent

  63 E Tiana Rd, Hampton Bays, NY 11946

  This stunning postmodern home features 3 to 4 bedrooms and 2.5 baths, offering an immaculate living space just 2/10 of a mile from Tiana Bay. The property boasts an inviting inground pool complete with an attached Jacuzzi tub, as well as extensive decking for outdoor enjoyment.Set on a generous 3/4 acre lot, this residence is ideally located between the charming village of Hampton Bays and

  Patricia McCann Signature Premier Properties

  63 E Tiana Rd, Hampton Bays, NY 11946
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  $6,000 per month

  • 3 Beds
  • 2 Baths
  • 1,375 Sq Ft
  • House for Rent

  26 Romana Dr, Hampton Bays, NY 11946

  Available Monthly June and September 2025, also weekly with 2 week minimum. Not Available Year Round. Spacious 3 Bedroom, 2 Bath Home with Bay View, In Ground Salt Water Pool, Enclosed Patio. Utilities and Landscaping included.

  Zona Stroy South Fork Realty

  26 Romana Dr, Hampton Bays, NY 11946
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  $4,000 per month

  • 1 Bed
  • 1 Bath
  • 1,000 Sq Ft
  • House for Rent

  424 4th St, Greenport, NY 11944

  Welcome to your very own pied-a-terre cottage nestled on the world renowned grounds of Harbor Knoll guesthouse.Bask in this waterfront, private and secluded oasis of calm, while still being within arms reach of everything Greenport Village has to offer.This quaint cottage boasts, hardwood floors, ductless air-conditioning, an eat in kitchen, primary suite and a pullout sofa bed in

  Pete Halpin Douglas Elliman Real Estate

  424 4th St, Greenport, NY 11944
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  /18

  $22,000 per month

  • 4 Beds
  • 2 Baths
  • 1,700 Sq Ft
  • House for Rent

  11 Post Crossing, East Quogue, NY 11942

  Completely renovated 1 level contemporary with 4 bedrooms - 2 with queens, 1 king and twin pull out. TV's in all bedrooms, LR and kitchen. 2 full baths 1 with tub 1 shower stall, 1 outdoor shower. Deck with table & chairs, in-ground propane heated salt water pool with cover, 2 lounge chairs. July '25 $15k, Aug-LD '25 $22k. July - LD $29k

  Neil Tevez Daniel Gale Sothebys Intl Rlty

  11 Post Crossing, East Quogue, NY 11942
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  /22

  $35,000 per month

  • 4 Beds
  • 2.5 Baths
  • 2,800 Sq Ft
  • House for Rent

  113 N Phillips Ave Unit B, Remsenburg-Speonk, NY 11972

  Down a long private driveway, you will find this newly constructed gem. This home is a perfect blend of style, comfort, and convenience, offering four spacious bedrooms and 2.5 modern bathrooms. As you step inside, you'll be greeted by a welcoming atmosphere accentuated by the gleaming hardwood floors that flow throughout the home & a double height entrance foyer. The open layout provides ample

  Lauren Spiegel Douglas Elliman Real Estate

  113 N Phillips Ave Unit B, Remsenburg-Speonk, NY 11972
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  $3,545 per month

  • 2 Beds
  • 2 Baths
  • 1,364 Sq Ft
  • Apartment for Rent

  53 Overlook Dr, Farmingville, NY 11738

  Townhouse Community W/ Electronically Controlled Gatehouse & Intrusion Alarms On Doors & Windows.Private Entry Ranch & Duplex Style Homes All Featuring Gourmet Kitchens W/ Whirlpool Appliances & Two Designer Bathrooms.Nine Foot Sliding Glass Doors To Spacious Terrace Or Patio.Clubhouse!. Prices/policies subject to change without notice., Additional information: Appearance:Diamond

  Michelle Holmes Fairfield Properties

  53 Overlook Dr, Farmingville, NY 11738
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  $8,000 per month

  • 3 Beds
  • 4 Baths
  • 1,900 Sq Ft
  • House for Rent

  300 Fiddler Ln, Greenport, NY 11944

  Like-new Greenport beauty with every amenity including a saltwater pool. Room for all indoors with a living room, reading room and large media room and outdoors with a dining area and lounging area poolside. Located in a lovely, quiet neighborhood just a few minutes to a gorgeous, sandy Bay beach, a beautiful Sound beach and Greenport's vibrant downtown with its waterfront park, cafes &

  Kathleen Travers Douglas Elliman Real Estate

  300 Fiddler Ln, Greenport, NY 11944
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  $45,000 per month

  • 4 Beds
  • 3.5 Baths
  • 3,000 Sq Ft
  • House for Rent

  61 Seabreeze Ln, Amagansett, NY 11930

  Experience the serenity and seclusion of this stunning Cedar Contemporary nestled in the Gansett Dunes, South of Bluff Road. Designed with an open floor plan, soaring ceilings, and expansive windows that flood the space with natural light, this home is ideal for year-round living. The primary ensuite is privately situated, complemented by an additional 3 beds and 2.5 beautifully renovated baths.

  Bonnie Willamson Daniel Gale Sothebys Intl Rlty

  61 Seabreeze Ln, Amagansett, NY 11930
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  $25,000 per month

  • 4 Beds
  • 2 Baths
  • 2,200 Sq Ft
  • House for Rent

  64 Clinton St, East Hampton, NY 11937

  This charming 4-bedroom, 2-bathroom home offers the perfect blend of comfort and convenience. Situated just minutes from the bay, this property provides a prime location for enjoying both relaxation and recreation. Inside, you’ll find a spacious layout, ideal for those who love to entertain. The living areas are bright and inviting, with plenty of natural light pouring in throughout the day. The

  Fallon Nigro Daniel Gale Sothebys Intl Rlty

  64 Clinton St, East Hampton, NY 11937
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  /19

  $70,000 per month

  • 5 Beds
  • 5 Baths
  • 3,130 Sq Ft
  • House for Rent

  949B Dune Rd, Westhampton Beach, NY 11978

  Beautifully detailed and well-appointed 3,130 square foot Mediterranean-style oceanfront beach home. The open and free-flowing floor plan offers plenty of space to entertain and relax. The great room encompasses the living and dining areas, and a wet bar that overlooks the oceanside deck with a heated Gunite pool. The cook's kitchen features high-end stainless appliances, stone countertops and a

  Lori Francescani Corcoran

  949B Dune Rd, Westhampton Beach, NY 11978
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  $35,000 per month

  • 5 Beds
  • 5.5 Baths
  • 5,100 Sq Ft
  • House for Rent

  20 Beach Ln, Quogue, NY 11959

  Located in the highly desirable estate section of Quogue Village, this charming bayfront home offers amazing water views, the ability to dock a boat, and launch a paddle board or kayak. The bayside gunite pool and patio is the perfect spot to take in the views and enjoy the ocean breeze. The covered front porch provides a quiet area to read a book or enjoy a cool drink. Enter the inviting foyer

  Lauren Battista Brown Harris Stevens W Hampton

  20 Beach Ln, Quogue, NY 11959
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  $45,000 per month

  • 5 Beds
  • 3.5 Baths
  • 4,600 Sq Ft
  • House for Rent

  319 Harbor Dr, Lido Beach, NY 11561

  Spectacular Waterfront Luxury Estate in Lido BeachNestled in one of Lido Beach’s most prestigious enclaves, this extraordinary Bayfront estate redefines coastal luxury. Situated on an exclusive cul-de-sac block, this stunning waterfront masterpiece offers breathtaking panoramic views, deep water access, and unparalleled elegance.Designed for the ultimate in waterfront living, this home

  Thomas Tripodi Douglas Elliman Real Estate

  319 Harbor Dr, Lido Beach, NY 11561
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  /19

  $125,000 per month

  • 5 Beds
  • 5.5 Baths
  • 3,600 Sq Ft
  • House for Rent

  842 Dune Rd, Westhampton Beach, NY 11978

  Escape to this beautifully designed bayfront home, where breathtaking water views and flawless interiors create the perfect Hamptons retreat. This pristine home features a stylish, open-concept great room with a cozy fireplace and dining area, all framed by stunning bay vistas. The well-appointed kitchen boasts high-end appliances, making it a dream for entertaining.A wall of glass sliding

  Christopher Furchert Compass Greater NY LLC

  842 Dune Rd, Westhampton Beach, NY 11978
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  $20,000 per month

  • 4 Beds
  • 3 Baths
  • 2,820 Sq Ft
  • House for Rent

  33 Circle Dr, Jamesport, NY 11947

  Jamesport, Come and relax here in this attractive 4-bedroom 3 full bath newly renovated open floor plan home with room for family and friends. Beautiful inground pool and expansive backyard oasis to relax and unwind, fenced for privacy. Wonderful deck for al fresco dining and ample seating. Bright and spacious kitchen with center island. Experience the North Fork and all it offers, from

  Valerie Goode Colony Realty

  33 Circle Dr, Jamesport, NY 11947
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  $15,000 per month

  • 3 Beds
  • 3.5 Baths
  • 2,870 Sq Ft
  • House for Rent

  28 Canoe Place Rd, Hampton Bays, NY 11946

  Welcome to your luxurious summer retreat—an exquisite 3-bedroom, 3.5-bathroom home nestled on 1.20 acres, offering every modern amenity and breathtaking water views. This stunning property features elegant all-white oak flooring and an expansive open living floor plan. The space is flooded with natural light through imported German windows. There is radiant heated floors in the bathrooms.The

  Bridget Terry Compass Greater NY LLC

  28 Canoe Place Rd, Hampton Bays, NY 11946
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  $50,000 per month

  • 3 Beds
  • 3 Baths
  • 3,000 Sq Ft
  • House for Rent

  28 Gardiners Bay Dr, Shelter Island Heights, NY 11965

  Experience the ultimate in tranquility and luxury at this secluded oasis, where every moment is a picturesque escape. Discover breathtaking panoramic water views and soak in the mesmerizing sunrise & sunsets over Gardiner's Bay from just about every room in the house. Boasting an impressive layout featuring an open plan den/media room, dining room, and chef's kitchen-all thoughtfully designed to

  Michael Brennan Douglas Elliman Real Estate

  28 Gardiners Bay Dr, Shelter Island Heights, NY 11965
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  $5,000 per month

  • 3 Beds
  • 2 Baths
  • 1,682 Sq Ft
  • House for Rent

  7 Linda Ln, Hampton Bays, NY 11946

  Your Late Summer Getaway awaits at this spacious Hampton Bays Ranch home located south of the highway. Now available for September only, or any two-weeks. Price shown is for any 2 weeks with the pool open. Discount will apply for dates with the pool closed. This home offers one-level easy living with a great layout for entertaining and 3 bedrooms and 2 full baths. Kick back in the expansive

  Helen Trimes Esposito Douglas Elliman Real Estate

  7 Linda Ln, Hampton Bays, NY 11946
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  /20

  $25,000 per month

  • 4 Beds
  • 3 Baths
  • 2,200 Sq Ft
  • House for Rent

  8 Shore Rd, Remsenburg-Speonk, NY 11960

  Summer in the Hamptons awaits you at this sprawling completely renovated Beach Ranch with 4,000 SF of open living spaces, 4 bedrooms and 3 baths. Cathedral ceilings, hardwood white oak floors and ample natural light fill the interiors of the chic & stylish abode. The Chef's Kitchen has a breakfast bar & dining area with sliders overlooking the vast gardens and exterior spaces. A true

  Lauren Spiegel Douglas Elliman Real Estate

  8 Shore Rd, Remsenburg-Speonk, NY 11960

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