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VRBO is part of the HomeAway family, the world leader in vacation rentals with over 1 million listings. We offer the largest selection of properties for any travel occasion and every budget. We’re committed to helping families and friends find a perfect vacation rental to create unforgettable travel experiences together. Learn More

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This property allows you to book online with a credit card. After submitting a reservation request, the owner or manager has 24 hours to accept, at which time your card will be charged and you will receive an email confirmation

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Recent Winter Park property reviews

  • Great Vacation

    "My family and I arrived late on Sunday and pretty much found a bed and went to sleep. Monday morning when we woke up we saw the home in the light of day, beautiful, it has a classy old world feel to it, allot of art, mostly from the family but all very nice. The longer we stayed the more we felt at home. It’s a great house with allot of character. It was very clean and you can tell the owners keep up with all the maintenance, I would recommend this to everyone, we certainly had a great stay."
    Guest: Dan Date of Stay: July 2012 Review Submitted: August 24, 2012
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  • Wonderful Extended Vacation Home

    "Warm, well-maintained, home in a great location. My wife & I stayed for 3 1/2 weeks in January, 2014. Close to Winter Park activities and shopping in a quiet neighborhood. The owners are courteous and helpful. A very nice YMCA is a 1/2 block away, which we used throughout our stay. Great hot tub on back deck overlooking green yard and large trees. Nice to have many kitchen, bath and laundry staples already in place. We would come back again if we are in the area and recommend it to friends."
    Guest: Steve W. Date of Stay: December 2013 Review Submitted: January 25, 2014
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  • A Little Haven of Old Florida in the midst of Lively Winter Park

    "My husband and I loved our stay here. The owner has modernized the condominium while maintaining its Old Florida character. It is spotlessly clean, as well as thoughtfully, comfortably and creatively furnished. You can tell it is loved. She is also extremely conscientious about responding to any questions or issues you might have. The view is magnificent, a rare treat, and the location is just perfect. You are close to all kinds of great restaurants, shopping, Rollins College and more. Interstate 4 is also a short drive, so you can readily get to other locations -- we were visiting family and friends that are scattered all over Central Florida. I hope to stay here again!"
    Guest: Sunni Date of Stay: December 2013 Review Submitted: January 27, 2014
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  • The perfect place to stay!

    "This Bungalow was adorable - a perfect place for our vacation. I grew up in Winter Park, and so wanted a place that was close to all the things I most loved as a kid - Park Ave., the lakes, the beautiful streets filled with old homes - just perfect to form a ghost story around. the house is on a brick lined street a block from Rollins College. There's a wonderful trail at Rollins that goes around the lake to Dinky Dock (where we would swim when I was a kid). The back has a wonderful screened in porch, and there is a smaller one in the front. Instead of visiting, we had our family visit us. I have recommended it to many, and hope to return again!!! It's the kind of house I could have lived in forever - so cute and perfect!!"
    Guest: Connie and Jim Date of Stay: June 2014 Review Submitted: July 12, 2014
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Winter Park Travel Tips

Plan Family Trips With Winter Park Vacation Rentals

Winter Park vacation rentals provide the space you need to host a family event in Florida. Whether it's a wedding or a reunion, you'll not only benefit from properties with more than one room, you'll also enjoy the rental venues offered by the city. There are country clubs, civic centers, and pavilion rentals. Throughout the year, there are events for you to enjoy, including the Autumn Art Festival, the Florida Film Festival, Sidewalk Art Festival, and the Family Fall Festival.

Discover Florida With Central Disney Orlando Condos

Get more space when you book Central Disney Orlando condos. In Winter Park, you're close to attractions like Disney World, Seaworld, and Universal Studios. In town, you'll find a bicycle and pedestrian friendly environment. Bring your bike or rent one. Learn about the history of the area at the Albin Polasek Museum and Sculpture Gardens or the Cornell Fine Arts Center Museum.

Enjoy the Luxuries of Home With Winter Park Vacation Homes

Whether you travel by yourself or with a group, you'll find Winter Park vacation homes are designed to meet your needs. You'll find a variety of amenities, which may include lakefront accommodations, covered lanais and master suites. Take advantage of kitchens equipped with everything you need to make your favorite meal before relaxing in your furnished living room. Keep your car at a comfortable temperature by parking in the garage.

Unwind With Winter Park Vacation Rentals

If you're looking for a relaxing way to spend the day, consider a guided boat tour. Want more activity? Head to one of the walking trails and take in the area gardens. Almost every Saturday, you'll find one of the best farmers markets in Central Florida. Pick up fresh produce and prepare your favorite meal in your rental's kitchen.

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