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Vacation Rentals nearby Rollins College

1000 Holt Ave, Winter Park, Florida 32789-4409
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    Travellers to Winter Park are booking May dates now. Secure your vacation rental today, and have the perfect trip.
    All 116 Rentals in Winter Park
    2br - 1000ft2 - Winter Park House1 / 13
    (2)Excellent
    1.7 kilometres from Rollins College
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    5.5 kilometres from Rollins College
    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
    0.8 kilometres from Rollins College
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Stroll to Park Avenue from Vintage Lake-View House1 / 24
    (9)Excellent
    0.8 kilometres from Rollins College
    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
    0.6 kilometres from Rollins College
    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
    1.3 kilometres from Rollins College
    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
    1.7 kilometres from Rollins College
    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
    0.8 kilometres from Rollins College
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Winter Park, Central Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    2.7 kilometres from Rollins College
    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
    3.9 kilometres from Rollins College
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Winter Park, Central Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1.6 kilometres from Rollins College
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Winter Park, Central Florida
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    2.7 kilometres from Rollins College
    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
    (6)Excellent
    0.9 kilometres from Rollins College
    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
    2.1 kilometres from Rollins College
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Winter Park, Central Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    0.3 kilometres from Rollins College
    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
    1.0 kilometres from Rollins College
    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
    1.9 kilometres from Rollins College
    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
    2.7 kilometres from Rollins College
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Winter Park, Central Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    0.8 kilometres from Rollins College
    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
    6.3 kilometres from Rollins College
    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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    1.4 kilometres from Rollins College
    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
    6.1 kilometres from Rollins College
    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
    2.7 kilometres from Rollins College
    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
    2.0 kilometres from Rollins College
    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 kilometres from Rollins College
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Winter Park, Central Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    0.3 kilometres from Rollins College
    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
    7.1 kilometres from Rollins College
    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
    3.3 kilometres from Rollins College
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Private Garden
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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
    2.3 kilometres from Rollins College
    1 Bedroom, 1 Bathroom, Sleeps 1 Quick View
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    Winter Park, Central Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 1
    2.7 kilometres from Rollins College
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Winter Park, Central Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    2.7 kilometres from Rollins College
    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
    0.6 kilometres from Rollins College
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Grill
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    Winter Park, Central Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    0.3 kilometres from Rollins College
    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
    3.0 kilometres from Rollins College
    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
    0.3 kilometres from Rollins College
    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
    1.3 kilometres from Rollins College
    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
    2.5 kilometres from Rollins College
    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
    5.4 kilometres from Rollins College
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Winter Park, Central Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
    2.7 kilometres from Rollins College
    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
    5.1 kilometres from Rollins College
    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
    1.7 kilometres from Rollins College
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Winter Park, Central Florida
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
    2.0 kilometres from Rollins College
    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
    1.7 kilometres from Rollins College
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Winter Park, Central Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    2.4 kilometres from Rollins College
    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
    1.9 kilometres from Rollins College
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Winter Park, Central Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    1.4 kilometres from Rollins College
    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
    2.1 kilometres from Rollins College
    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
    2.1 kilometres from Rollins College
    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
    6.3 kilometres from Rollins College
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Winter Park, Central Florida
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
    3.1 kilometres from Rollins College
    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
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