Kid-friendly holiday rentals in Winter Park

This is hands down the best airbnb I've stayed at. Both location wise, the apartment and the host. George was very helpful and clear in his communication, it was easy getting in, know where to park and how to use everything in the apartment. The apartment itself was very cozy, had a full kitchen, a dishwasher, laundry machine, cozy livingroom area and comfortable bed. Two good ACs. Easy to walk or take an uber where we wanted to go. Would love to come back next time in Orlando. 11/10 stars!

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

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!

We had a very comfortable stay. Michelle’s has a charming place close to a lovely park where we took several walks. Also the restaurants in the area are very good.

What a lovely home this is. Very thoughtfully done and beautiful setting. Our contact person Gabriel was very very responsive. There were three couples staying here together and there was plenty of room to enjoy visiting or alone time.

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.

The host was incredible and attentive to every detail. From start to finish the experience was seamless. The host was responsive and accommodating and made sure we felt like home when we were staying there. The host went above and beyond for us. There are not enough good words for me to say about the host, we highly recommend staying here. 12/10 experience

Perfect for our group of 4. The neighborhood is beautiful and peaceful, and we enjoyed the outside of the house as much as the inside! Could use some drawers for storage in the guest room, but not a deal breaker. Will definitely stay here again!

This was my 2nd stay because I enjoyed the 1st stay so much. I love the location, walkable to downtown Sanford. Always responsive to messages. Very clean and secure. I would recommend if your Central Florida travels bring you to downtown Sanford.

Was comfortable, simple and conveniently located.

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 was our third stay with Leah, and like the other two times we really enjoyed the apartment! Close to the amusement parks, great restaurants and coffee shops. The apartment was very clean and had everything you needed including products you might’ve forgot or even snacks to enjoy. We truly do find this apartment comfortable and peaceful, we can’t wait to come again soon!

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!

Liana’s place was amazing and the bed was so comfy. It was a nicely clean suite and was filled with supplies to help our stay feel comfortable and convenient. 17 mins away from disney springs and 8 mins away from Universal City Walk.

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.

perfect in every way.

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!

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 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.

Great stay - very close to Universal and nearby attractions. Fast communication and the pool was a plus. Thank you!

I’m so happy we picked this place. Great location and the host was ALWAYS responsive.