Kid-friendly holiday rentals in Casselberry

This house was better than the listing. It is definitely a home designed with families with younger children in mind. It was very comfortable with tons of amenities for children. The house is close to several grocery stores and restaurants. Matt reached out before our stay and asked if we needed anything, I asked for recs for things to do with teens and he offered suggestions. He responded in a very friendly and timely manner. We had a great stay, I will definitely book this home again when I go to Winter Park. Also, I would like to mention that the checkout instructions are extremely reasonable, Matt does not require anything crazy or strenuous at checkout, it was very common sense things like not leaving food behind. I really appreciated this when I was in a hurry to leave that day. You also have full control of the thermostat while you are staying here. We only turned it to like 71, but I travel a lot and most places have the thermostat locked, so this was a treat.

My family and I had a wonderful stay at this cute little guest house while in town for my brother’s baby shower. The place was clean, cozy, and just right for the three of us. The host was very respectful, accommodating, and provided clear instructions on how to find the place, which made check-in smooth and easy. The guest house had everything we needed towels, kitchen amenities, big size closet space and a comfortable setup with two connected rooms sharing a bathroom. The area was convenient with nearby stores and restaurants, though having a car is definitely helpful for getting around. I’ve seen reviews where they mentioned the noise of the train passing, it wasn’t a bother at all actually. Overall, it was a pleasant and enjoyable stay. Thank you for your hospitality! Will definitely book again in the future.

Matt’s place was an amazing place to stay at if you’re looking for somewhere that feels cozy like home. The house was very nice & clean with lots of activities to do. He responded very quickly & was helpful throughout our stay. I highly recommend staying here 10/10!

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.

Very nice inside and spacious backyards closed in games for the children and family to do lots of beds I like that you can shut the master door and everybody can still get to the bathroom as a huge thing for me.

We enjoyed our stay very much. It had most of everything we needed. The beds were extremely comfortable. All of the appliances worked very well, including the air conditioning. We felt very much at home and want to come back. It was especially nice enjoying the screened in porch or the chairs out by the lake. Lots of wildlife to look at also. Our host were very responsive and friendly.

Enjoyed our stay. Home was just as pictures advertised. Really quiet and peaceful neighborhood. I recommend this place.

We had a great stay at this Winter Park apartment. It was spacious, comfortable, and very well located — close to everything we needed. The host was responsive, helpful, and accommodating throughout our stay, which made the experience even better. Would definitely recommend to anyone visiting the area!

Such a cozy, comfortable, quaint and adorable place! The cottage was immaculately clean, and perfect for 2 people. It had everything we needed including condiments for cooking. Chrissy was very sweet and ensured we were enjoying our stay. Highly recommend!

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!

Great host, and Great vibes. the home is near what seems to be a strip mall like 2 minutes away walking distance. It has plenty of bars, and restaurants to choose from.

Very clean and comfortable space, easy to get to and in a nice area. Sherry was very kind and gave clear instructions on check in which made it easy! I would highly recommend next time you are in the winter park area, I would definitely stay again!

Everything was lovely! My husband, daughter, and I stayed for my son’s graduation from UCF. It was so convenient and close to campus. Also, it was a peaceful retreat as described. Highly recommend!

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

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!

My family and I truly enjoyed our stay! We were in walking distance to Publix and some great restaurants which was great!!! We ere also around 10 minutes from the Parks, malls, and outlet malls which made calling an Uber for transportation very affordable! The pool was absolutely amazing!!! They had bar at the pool which heighten our enjoyment and relaxation! Definitely would recommend and be back again!

Very clean, great area, quick response and well worth the money

Was exactly as described. Entire family loved the place. 2 adults and three kids fit here just fine! Was bigger than we anticipated and had everything we needed!

I had a great stay! The place was clean, comfortable, and just as described. The host was very friendly and responsive, which made everything super easy. I’d definitely stay here again!

The place was really nice and comfortable inside. On top of that it’s extremely close to many restaurants and made it very convenient going to Universal. It’s an Amazing spot to stay and would definitely recommend it for anyone.

I like and love this place and I will recommend all guest to stay in this place. so peaceful to stay there