Kid-friendly holiday rentals in Winter Park

We came from South Carolina to visit our son who is a musician that recently graduated from Full Sail. Valerie's place is in the same neighborhood where he stays. The studio was just as pictured and described - cute, cozy, and quiet! It makes me want to convert our garage into an in-law sweet because of how perfectly everything was done!

Great stay. Very responsive. Would stay again. Stayed twice :)

Overall our stay was great! The only snag was the place hadn’t been cleaned when we arrived due to a booking/communication error. Greg immediately responded and had cleaners there within the hour. Once It was cleaned the place was immaculate and our stay was peaceful - exactly what we were looking for!

Leah was a great host and very responsive. The house was great for me and my family while traveling for work. Awesome location in great neighborhood. I felt safe for my family while at work during the day. The pool area was great and the accommodations were suitable for our family. My 3 children had a blast and they had enough room to space out when necessary. Thanks Leah again for our stay and being a great host.

Loved the stay at this place! The instructions were clear on how to get to the parking and the large kitchen island was a great gathering spot. This house had more than enough space for what our needs were. Host was very responsive. Thank you for having us!

The location of the Airbnb was perfect for me! It was walkable to the venue I needed to go to, and it was so close to everything Winter Park has to offer. The decoration inside the house was well suited for the space, and I really loved my experience here. I would definitely book this again next time I’m in the area.

Beautifully remodeled home in popular area. Bathrooms, kitchen and common areas exquisite. Host is very accommodating and responsive.

We had a wonderful stay and would definitely book again. Tina was a wonderful host. Thank you so much for a memorable place to stay and the wonderful recommendations. We had a great time.

Better than what the pictures describe , very cozy and host was kind and responsive , will stay again .

Was comfortable, simple and conveniently located.

We were in town for my sons baseball tournament and this place was perfect. It was in a very convenient location, close to many things, and only 35 minutes from Disney springs. We appreciate that animals were allowed and that it was easy to walk a dog through the neighborhood.

The UCF Parents Retreat was absolutely perfect. It is just 10 minutes from campus! It’s a charming, cozy apartment that made us feel right at home. My daughter and I loved our stay, and even Lucy, our 12-year-old Cocker Spaniel, settled in immediately. The bed was especially comfortable, which was a huge plus. I would highly recommend this spot to anyone visiting UCF!

Alexander is an A+++ host. He cares and it shows that he takes pride in his rental. The place is super clean. super private and quiet. Just a stones throw from beautiful downtown too. 5 stars 👍

This little studio was absolutely amazing for what I needed! It was a reasonable size and price. Also right down the street from the event I was going to! Lando is also an amazing host definitely would stay here again!

had an absolutely wonderful experience staying at this property! From the moment I arrived, everything was exactly as described (if not better). The space was spotless, beautifully decorated, and had all the amenities I needed for a comfortable and relaxing stay. The host was incredibly responsive, friendly, and made check-in super easy. They even provided thoughtful touches that made me feel right at home. The location was perfect close to everything I wanted to see and do, yet quiet and peaceful at night. Whether you’re looking for a short getaway or a longer stay, I highly recommend this property. I would absolutely book again!

We enjoyed our second visit to Lourdes' space and found it peaceful and convenient. We will most likely be back soon. Thank you again!

Place was fairly clean. Loved the patio, was very peaceful in the mornings. Kitchen had basic tools. Loved the location. As mentioned it was the ideal spot for shopping for essentials-Publix, target. Was in Orlando for Stray Kids concert and location for venue was not too far away, about 30 minutes.

I can’t say enough great things about our stay with Fonti! Traveling with my triplets can be a challenge, but this Airbnb made everything seamless and comfortable from the moment we arrived. The space was cozy, clean, and just right for a family—plenty of room for the kids to spread out and feel at home. The real highlight for my little ones was the pool and water park! They spent hours splashing, laughing, and making memories that they’ll be talking about for a long time. It was such a joy to see them so happy and entertained in a safe, fun environment. Fonti was an exceptional host—kind, communicative, and incredibly accommodating. When I realized I needed to extend our stay, he made it happen quickly and without any hassle. That flexibility made a world of difference and allowed us to enjoy one more night of relaxation and fun. Highly recommend this spot to any families

Marc’s place was truly a one of a kind! Really enjoyed my stay there and would definitely recommend to anyone to stay here. Place was perfect!

Fantastic and Wonderful! This place has by far been the best!

we wanted a place to stay that was close to Epic Universe/Universal Orlando and this was perfect! publix and restaurants is just a walk away! our son loved the decorations and the variety of game consoles (game cube reminded me of my childhood🥹) we would definitely stay here again!

We like this apartment very much. it's new and clean, location is also good, whole environment is good. The host reply very fast. will book it again when next time come. only not convenient is that can't stock luggage before check in and after check out.

We absolutely loved this place and would recommand it to everyone! It was nice staying here after a hot day in the Disney parks. The childrens. Mickey room was a lovely extra!

I enjoyed Ana's condo very much. Among the many features that stood out: whisper quiet air conditioning, outdoor porch with furniture, Smart TV with internet connection, tasteful furniture, comfortable bed, garage parking, convenience store across the street, Publix grocery store within walking distance.