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Holiday Rentals near Winter Park Tech

901 W Webster Ave, Winter Park, Florida 32789
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    Travellers to Winter Park are booking August dates now. Secure your holiday rental today, and have the perfect trip.
    All 119 Rentals in Winter Park
    2br - 1000ft2 - Winter Park House1 / 13
    (2)Excellent
    1.9 miles from Winter Park Tech
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    4.6 miles from Winter Park Tech
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Mid Century Luxury, 1 block from Park Ave (#3)1 / 12
    (3)Excellent
    1.1 miles from Winter Park Tech
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Stroll to Park Avenue from Vintage Lake-View House1 / 24
    (9)Excellent
    1.3 miles from Winter Park Tech
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Winter Park, Central Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Cute bungalow minutes walk from Park Avenue.1 / 16
    (7)Excellent
    1.2 miles from Winter Park Tech
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Winter Park, Central Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Mid Century Luxury, 1 block from Park Ave (#2)1 / 12
    (1)Excellent
    0.6 miles from Winter Park Tech
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Winter Park, Central Florida
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Remodeling? Moving? Attending classes? Be our guest!1 / 16
    (31)Excellent
    2.1 miles from Winter Park Tech
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Winter Park, Central Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
    1.1 miles from Winter Park Tech
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Winter Park, Central Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    1.5 miles from Winter Park Tech
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Winter Park, Central Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    1.6 miles from Winter Park Tech
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Waterfront
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    Winter Park, Central Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    0.6 miles from Winter Park Tech
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Winter Park, Central Florida
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    3.0 miles from Winter Park Tech
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Winter Park, Central Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    A curated stay in the Historic College Quarter1 / 29
    (5)Excellent
    1.0 miles from Winter Park Tech
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Winter Park, Central Florida
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    0.4 miles from Winter Park Tech
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Winter Park, Central Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    1.1 miles from Winter Park Tech
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Winter Park, Central Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    1.2 miles from Winter Park Tech
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Winter Park, Central Florida
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    1.4 miles from Winter Park Tech
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Winter Park, Central Florida
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    3.0 miles from Winter Park Tech
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Winter Park, Central Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    1.3 miles from Winter Park Tech
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    This cozy, quaint Winter Park home was built in 1925. The house has updated appliances and plenty of space. There are two big bedrooms with their own bathroom. Plus two single beds for guests. Do not forget our large dining and living room. We are mere minutes from historic Park Avenue where you...
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    Winter Park, Central Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    4.6 miles from Winter Park Tech
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Winter Park, Central Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    0.4 miles from Winter Park Tech
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Winter Park, Central Florida
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Charming Winter Park Fully Furnished & Pet Friendly Farmhouse Bungalow1 / 30
    (13)Excellent
    4.5 miles from Winter Park Tech
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Winter Park, Central Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    2.8 miles from Winter Park Tech
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Winter Park, Central Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    0.8 miles from Winter Park Tech
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Winter Park, Central Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    1.0 miles from Winter Park Tech
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Winter Park, Central Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    1.1 miles from Winter Park Tech
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Winter Park, Central Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    5.0 miles from Winter Park Tech
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Winter Park, Central Florida
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    0.8 miles from Winter Park Tech
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Private Garden
    • Patio
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    About this property
    Indulge the senses in the calming aesthetics of this newly constructed guest house. The residence features room for 4 guests across 2 bedrooms, a large bathroom with a walk-in shower that features dual shower heads & skylight. A desk for remote workers, and plenty of room to spread out across the...
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    Winter Park, Central Florida
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    2.7 miles from Winter Park Tech
    1 Bedroom, 1 Bathroom, Sleeps 1 Quick View
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    Winter Park, Central Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 1
    3.0 miles from Winter Park Tech
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Winter Park, Central Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    1.1 miles from Winter Park Tech
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Winter Park, Central Florida
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Amazing location- walk to everything1 / 28
    (2)Excellent
    1.0 miles from Winter Park Tech
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Terrace
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    Winter Park, Central Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    1.3 miles from Winter Park Tech
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Winter Park, Central Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    1.1 miles from Winter Park Tech
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Winter Park, Central Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
    1.1 miles from Winter Park Tech
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Winter Park, Central Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    1.6 miles from Winter Park Tech
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Winter Park, Central Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Comfy Home in Winter Park, can accommodate up 6 guests!1 / 17
    (6)Very good
    0.9 miles from Winter Park Tech
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Winter Park, Central Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    4.0 miles from Winter Park Tech
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Winter Park, Central Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
    1.4 miles from Winter Park Tech
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Winter Park, Central Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Breezy Pool Home!1 / 20
    (4)Very good
    3.7 miles from Winter Park Tech
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Winter Park, Central Florida
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    1.2 miles from Winter Park Tech
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Winter Park, Central Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    1.9 miles from Winter Park Tech
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Grill
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    Winter Park, Central Florida
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
    0.2 miles from Winter Park Tech
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Winter Park, Central Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    1.4 miles from Winter Park Tech
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Winter Park, Central Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
    0.5 miles from Winter Park Tech
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Winter Park, Central Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    0.4 miles from Winter Park Tech
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Winter Park, Central Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Winter Park Oasis1 / 11
    (9)Excellent
    1.5 miles from Winter Park Tech
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Winter Park, Central Florida
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    4.6 miles from Winter Park Tech
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Winter Park, Central Florida
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
    1.9 miles from Winter Park Tech
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Winter Park, Central Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    2.8 miles from Winter Park Tech
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Location Information
    Winter Park, Central Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
    1
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