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Holiday Rentals with Pools in Sag Harbor, NY

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    Travellers to Sag Harbor are booking May dates now. Secure your holiday rental today, and have the perfect trip.
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    1 / 16
    5 of 5 stars (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    1 / 28
    5 of 5 stars (4) Excellent
    5 Bedrooms, 7 Bathrooms, Sleeps 12 | Quick View
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    1 / 30
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    1 / 5
    5 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Beautiful North Haven Minutes from Sag Harbor Village and Ferry to Shelter Island The heart of the Hamptons! Close to Bridgehampton, East Hampton, Southampton, Water Mill, Shelter Island. Walking distance from beaches and town. A park-like 2 acres with a man-made pond is the lush setting for... View all property information
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    Sag Harbor, Hamptons
    1 / 35
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    • Washer
    • DVD Player
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    About this property
    Only for the very discerning renter. It is a designer's own home . Minimum rental is 14 nights. Please, please read rental rates before inquiring. Please Do NOT inquire about weekends . No parties whatsoever will be permitted. This elegant 6000 square foot home features vaulted ceilings, first... View all property information
    Location Information
    Sag Harbor, Hamptons
    1 / 24
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    It's like getting a free house! Generous lot bordering golf course has room for a substantial house, pool and tennis court. Presently improved with an easygoing modern home bordering Noyac Golf Club, with updated kitchen and baths, boasting a free-flowing floor plan, opening onto a large deck... View all property information
    Location Information
    Sag Harbor, Hamptons
    1 / 17
    4 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Washer
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    • x
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    About this property
    Walk in to the view of the sky and bay through the living room. The master suite is its own floor. the house is modern, there are three other bedrooms. Perfect home for a summer vacation. A short ride to Main Street, Sag Harbor, short walk to bay beach. View all property information
    Location Information
    Sag Harbor, Hamptons
    1 / 12
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • Patio
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    • Child-friendly
    • x
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    • x
    About this property
    PHEASANT ESCAPE GUEST SUITE An Accommodation for Particular People. Escape to Nature Without Roughing It. INFANTS and CHILDREN ALWAYS WELCOME. Special Promotion Option A: Stay 2 weekdays and get 25% off the 2nd weeknight. Special Promotion Option B: Stay 3 weekdays and get 50% off the 3rd... View all property information
    Location Information
    Sag Harbor, Hamptons
    1 / 18
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
    About this property
    The feeling of Zen surrounds you as you enter upon this European designer's hideaway..Custom appointments of quality and luxury fill this Hampton's home. Located 12 minutes walk to Main Street of the prestigious Sag Harbor Village....0.4 acres of beautifully manicured totally private lawns with... View all property information
    Location Information
    Sag Harbor, Hamptons
    1 / 9
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Private Garden
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    • ?
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    • x
    About this property
    Minutes from Sag Harbor Village, beaches, and steps to Sag Harbor Cove. This charming 3 bedroom cottage is situated on a quiet dead end street.. Living room with fireplace, family room with hand hewn beams, sunny eat-in-kitchen, wide pine flooring,and CAC. This half acre property has a heated... View all property information
    Location Information
    Sag Harbor, Hamptons
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    1 / 10
    1 Bedroom, 1 Bathroom, Sleeps 8 | Quick View
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    • Air Conditioning
    • Outdoor Dining Area
    • Washer
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    • Private Outdoor...
    • Shared Garden
    • Patio
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    • Pet-friendly
    • Child-friendly
    • x
    • x
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    • x
    About this property
    Located in the quaint historic whaling Village of Sag Harbor, 12 minute walking distance to the center of town, with close proximity to the bay and ocean beaches. This European designer's home totals 5000 sq.ft., the lower level just shy of 1000, sq ft and is the designer's private lower level... View all property information
    Location Information
    Sag Harbor, Hamptons
    1 / 12
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Private Outdoor...
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    • Satellite TV
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    • Hot Tub
    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Designer's own home boasts every detail. This stylish home has stainless steel chef's kitchen with wine room, breakfast bar and butler's pantry. Dining room with venetian palster walls and modern crystal chandelier. Living room w fireplace and 50' tv. All marble and travertine baths. Master is en... View all property information
    Location Information
    Sag Harbor, Hamptons