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Orient, NY Homes for Rent with Pool

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  • /28

    $50,000 per month

    • 4 Beds
    • 3.5 Baths
    • 2,300 Sq Ft
    • House for Rent

    555 Soundview Rd, Orient, NY 11957

    Enjoy spectacular unobstructed vistas of the Long Island Sound from this exclusive 4 bedroom, 3.5 bath beachfront home! Experience coastal living at its finest with your very own private beach, beautiful inground pool and spa - making this the perfect summer retreat for the ultimate in luxury and relaxation. Convenient to all the North Fork has to offer...world class restaurants, vineyards,

    Connie Liappas Compass Greater NY LLC

    555 Soundview Rd, Orient, NY 11957
  • /16

    $50,000 per month

    • 4 Beds
    • 4.5 Baths
    • 2,600 Sq Ft
    • House for Rent

    505 Plum Island Ln, Orient, NY 11957

    Available for summer 2025! Modern farmhouse with 4 bedrooms, all with ensuite baths. Get away from it all in this hotel-like Orient home. Open concept kitchen, dining, living with beautiful light filled bedrooms. Enormous blue stone patio leads to in-ground pool and beautifully landscaped yard beyond. Minutes from the private association beach, Orient State Park and Duryeas Restaurant & Bar. Past

    Bridget Elkin Compass Greater NY LLC

    505 Plum Island Ln, Orient, NY 11957
  • /17

    $35,000 per month

    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft
    • House for Rent

    495 Maple Ln, Orient, NY 11957

    Entertain poolside in this stylish Mid-C Modern set on 2 acres, with views of Orient Harbor & the Sound. Handsomely furnished with master bedroom with full bath plus 2 additional bedrooms & full bath, large gourmet kitchen, den, spacious living room/dining room/common space opening to wrap-around deck overlooking pool. Walk to Village, Latham's farm stand. Aug $35,000. Permit# 0321.

    Janet Markarian Daniel Gale Sothebys Intl Rlty

    495 Maple Ln, Orient, NY 11957
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    $35,000 per month

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

    2100 Youngs Rd, Orient, NY 11957

    Stunning waterfront shingle style home overlooking Long Island Sound with private beach access. Waterview, heated pool. Wrap-around porch. Original beach stone fireplace, vintage beadboard walls, large, updated gourmet kitchen, open common area, 5 bedrooms, 3 bathrooms, large master ensuite with private screen water view balcony. Beautiful interior furnishings, with teak rocking chairs, chaise

    Janet Markarian Daniel Gale Sothebys Intl Rlty

    2100 Youngs Rd, Orient, NY 11957
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    $30,000 per month

    • 3 Beds
    • 3 Baths
    • 1,846 Sq Ft
    • House for Rent

    255 S View Dr, Orient, NY 11957

    Contemporary private, secluded home in bucolic Browns Hill, Orient with Panoramic views over gardens, fields and bays from Montauk to Shelter Island. Enter through a welcoming space from the foyer to the living room with wood burning fireplace, updated gourmet kitchen and dining room with panoramic farm and bay views. Three levels of living space with one bedroom & full bath on each floor

    Janet Markarian Daniel Gale Sothebys Intl Rlty

    255 S View Dr, Orient, NY 11957
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    $35,000 per month

    • 4 Beds
    • 4 Baths
    • 3,800 Sq Ft
    • House for Rent

    300 Latham Ln, Orient, NY 11957

    Experience breathtaking views of Long Island Sound and Orient Point County Park from this spacious open-concept home. Beautifully updated 4-bed, 4-bath home offers private 20x40 heated saltwater pool and serene backyard. Host memorable gatherings in the spacious kitchen, perfect for indoor & outdoor dining. The expansive master suite boasts breathtaking views, king-size bed, office nook, dressing

    Janet Markarian Daniel Gale Sothebys Intl Rlty

    300 Latham Ln, Orient, NY 11957
  • /30

    $55,000 per month

    • 3 Beds
    • 3 Baths
    • 2,246 Sq Ft
    • House for Rent

    1050 King St, Orient, NY 11957

    Vineyard Views. Modern Farmhouse on private 1 acre located on the only private, working vineyard in Orient Village. 16x32 heated pool, newly renovated chef's kitchen & baths. The home features 3 bedrooms, 3 full baths. Ground floor designed with open common space and designer furnishings for luxurious entertaining, featuring living room with cathedral ceiling with sliders to pool and deck, eat-in

    Janet Markarian Daniel Gale Sothebys Intl Rlty

    1050 King St, Orient, NY 11957
  • /35

    $45,000 per month

    • 4 Beds
    • 4.5 Baths
    • 3,300 Sq Ft
    • House for Rent

    400 Youngs Rd, Orient, NY 11957

    Stunning Orient retreat with a private heated gunite pool; enjoy an ideal location with a beach and village just down the block. This tranquil home features soaring ceilings, two fireplaces, four ensuite guest rooms, a private office, an enormous eat-in kitchen, a light-filled dining room, a hotel-like master suite with a second-floor balcony, charming front porch, two living rooms, and beautiful

    Bridget Elkin Compass Greater NY LLC

    400 Youngs Rd, Orient, NY 11957
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    $34,000 per month

    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft
    • House for Rent

    285 Oyster Ponds Ln, Orient, NY 11957

    Orient village mid century gem with pool. This newly renovated, well appointed residence is perfectly located and offers 3 bright and spacious bedrooms and 2 full baths, chefs kitchen, dining room, living room and screened in porch. The yard and pool area are fenced. The garden features a pool house and stone patio perfect for alfresco dining, overlooking the beautiful pool, specimen trees and

    Lori Feilen William Raveis New York LLC

    285 Oyster Ponds Ln, Orient, NY 11957
  • /25

    $38,500 per month

    • 3 Beds
    • 2.5 Baths
    • 2,110 Sq Ft
    • House for Rent

    27840 Main Rd, Orient, NY 11957

    CHIC RETREAT! A glamorous getaway! You won't know if you are tucked away in Tuscany or the South of France! This recently renovated modernist home is nestled amongst your own private vineyard with incredible farm vistas, imparting a spa retreat vibe. A large pool reaching out towards the horizon. Cozy up by the firepit or have lunch alfresco under the vineyard pergola and enjoy incredible

    Sheri Winter Parker Corcoran

    27840 Main Rd, Orient, NY 11957
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    $30,000 per month

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

    2605 Orchard St, Orient, NY 11957

    Bucolic, airy, and steps from Orient's Village lane and beaches. Perfect location. Revel in 2605 Orchard Street, Orient's grandeur and comfort, set against 15 acres of open meadows with stunning 180 degree tranquil views. This light and bright large home has everything you need to have an idyllic stay in the country. Once inside you can relax into a well appointed beautifully decorated and

    Lori Feilen William Raveis New York LLC

    2605 Orchard St, Orient, NY 11957
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    $32,000 per month

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

    1080 Lands End Rd, Orient, NY 11957

    Very spacious, sunlight filled custom built beauty just 3 minutes to gorgeous, private community LI Sound beach. 44' x 24' heated, saltwater pool. Bright & airy open concept design LR/DR/KI with sliders to expansive deck overlooking private, fully fenced, park-like grounds. Upstairs has a large, 2nd living room with billiards, foosball, large tv plus sliders to private deck. 2 primary ensuites

    Kathleen Travers Douglas Elliman Real Estate

    1080 Lands End Rd, Orient, NY 11957
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    $14,000 per month

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

    560 Grandview Dr, Orient, NY 11957

    Come to the beautiful North Fork and spend your summer in this outstanding, stylish home in private sound front community at 560 Grandview Drive, Orient. Large bright home with 4 bedrooms and 3 baths, great room with fireplace, primary bedroom en-suite with fireplace, 2, additional bedrooms with en-suite Bathroom, super spacious light filled floor plan and chic furnishings, set on 1 acre, heated

    Lori Feilen William Raveis New York LLC

    560 Grandview Dr, Orient, NY 11957
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    $7,500 per month

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

    1460 Hillcrest Dr, Orient, NY 11957

    Luxurious resort-style North Fork home, 4 bedrooms, 2.5 baths, gorgeous professionally landscaped 1-acre fully enclosed private property. Front porch, huge heated pool, outdoor shower, expansive rear patio seating, sports court, tree swing, fire pit, bbq, office, LR, DR, Den, gas fireplace, piano, Chef's EIK, central air, freshly painted, designer decorated open spaces, rec room with ping pong,

    Nicole Pappas Compass Greater NY LLC

    1460 Hillcrest Dr, Orient, NY 11957
  • /11

    $4,000 per month

    • 3 Beds
    • 1.5 Baths
    • 1,600 Sq Ft
    • House for Rent

    2420 Plum Island Ln, Orient, NY 11957

    Year Round ONLY $4000 Per Month!! Welcome To Plum Island Lane In The Much Sought After Community Of 'Orient By The Sea' - Which Is A Stones Throw From The Private Beach! This Perfect Get Away Home Consists Of 3 Large Bedrooms, 1.5 Bathrooms, A Spacious EIK, Bright Open-Plan Living Room, Laundry And Recently Installed In-Ground 20 x 40 Saltwater Swimming Pool! This Gem Of A Home Was Completely

    Pete Halpin Douglas Elliman Real Estate

    2420 Plum Island Ln, Orient, NY 11957
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    $25,000 per month

    • 4 Beds
    • 5 Baths
    • 5,000 Sq Ft
    • House for Rent

    2055 Grandview Dr, Orient, NY 11957

    2025 Rates: June $25,000, Amazing North Fork home with heated salt water gunite pool located in Grandview Estates featuring 4 bedrooms (1st floor bedroom with ensuite, 2 ensuite guest bedroom on the second floor with 1 additional guest bedroom and guest bathroom) office/den also located on the second floor with a large sitting area and balcony at the landing of the second floor, large, finished

    Justin Concannon Daniel Gale Sothebys Intl Rlty

    2055 Grandview Dr, Orient, NY 11957
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