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

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

Other areas nearby to Winter Park:

Recent Winter Park reviews

  • Better than home

    "It was a great family vacation. Everyone had their space and it was perfect for family dinners. We were able to host a family gathering and all were very excited about the comfort of the home. The location is central to the YMCA, Whole Foods and Park Avenue. The parks are not too far away and day trips to the beach are possible. This is our second VRBO for Winter Park and it is truly a 5 star stay."
    Guest: Mary T. Date of Stay: July 2014 Review Submitted: September 11, 2014
    View listing
  • 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
    View listing
  • Wonderful Place

    "My husband and I along with our 2 college age kids stayed here for three nights for the Citrus Bowl. We could not have been happier. Cottage was still decorated for Christmas and was just lovely. Beds were all very comfortable and kitchen was well equipped. It was private and peaceful. Hard to believe we were right in town. Very convenient to everything. The only downside was only one bathroom, but we managed quite well. It really was beautiful."
    Guest: Janice Date of Stay: December 2013 Review Submitted: January 9, 2014
    View listing
  • 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
    View listing

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.

Sponsored Advertisement