Vacation rentals in Winter Park

We had a great spring break trip here! My boys loved the pool and game room! Well worth the money! Location was great close to food, shopping and Disney! Highly recommend this place for families! The hosts are super helpful and friendly!

This was perfect! Clean, beautiful, quiet. Instructions were clear. We had everything we needed.

This will be my second time staying at Virginia’s Orlando location. My husband and I truly love it so much and will continue to stay here. Virginia is very responsive and is always checking up on you. Her description of the place is accurate. The location is lovely and is extremely safe! I have only good things to say and would recommend this Airbnb to anyone. :)

The Cozy Cottage was more than we expected. Very clean, comfortable, felt like home and near downtown. Debbie was very kind, helpful and friendly. Definitely I recommend it.

Amazing little spot if you are in the Orlando area. Pristine air b&b. I walked into a freshly clean condo with soft music playing on the tv, lights turned on and a plate of snack waiting for me. Communication was wonderful and the door was peaceful and homey. Absolutely would stay here again.

House was as advertised and clean. Steve was reaponsive and accommodating.

Sarah was a very engaging and responsive host. My family enjoyed the place, the kids loved playing pool and swimming in the pool. Would definitely recommend

Jill is very responsive. The AirBnb was just as described and even had coffee, creamer, and sugar so you don’t have to shop before arriving. Cute little place; very clean and had all that you’d need.

The house is brilliant. We had 11 adults and a 5 month old baby. We all flew in at different times, to different airports but access was easy for everyone. we had been given the details by the host prior to our arrival. Susan is a great host, very communicative but not intrusive. Every detail was taken care of. Passes at the gate, information about the activities and much more. I would highly recommend this AirBnB to anyone. Having a large family, it was great for space but also playing games and spending time together. We had family visit, who live in Florida, which was also easy. Susan was very helpful when my father in law couldnt be located, after visiting us. Thank you Susan, we will be back

What an incredible stay we had at Rosario's place! We even extended 2 extra nights. Rosario was responsive, helpful, and so kind - she even left a birthday balloon and some treats for my mom's birthday! The house was impeccable and they were great about everything, from changing dates to heating the pool, and keeping it clean, and the pool was a perfect balmy respite. The next time we're in town (and we will be, this is our old neighborhood!), we will definitely try to book here again. Can't wait to come back!

Me and my Family enjoyed our days there! Miguel was very friendly and nice and welcome us to a little welcome gift I mean who dosen’t love chocolate

Nice house with good layout of rooms. It is very convenient to come with children as there is a lot of entertainment on the territory of the complex. I also liked the themed design of the rooms. Overall, this is a good house for a large and friendly company.

My husband and I stayed In james apartment with our two children. This was a return trip for us having stayed previously in 2019. We enjoyed our stay just as much this time around. My son and husband are big Star Wars fans so loved the theming of the apartment. Everything was really well maintained and amenities were great. We enjoyed using the clubhouse as well. The location is perfect for visiting all the Disney parks and universal, everything was around a twenty minute drive. James was responsive and helpful to all queries, we hope to return one day soon!

We came here for one night right after a Disney park and felt right at home! Such a nice tiny home! It was a quick and easy check in for us!

This beautiful home worked well for our family…4 couples and 3 small children. Pool and hot tub were great and clean! The house was large and we had a ton of fun! The host was super responsive every time we sent a message. We would definitely come back to this house and would highly recommend it!

We loved our stay! We give this house 5 stars and would recommend this place to others. The home was clean, had comfortable beds, fully stocked kitchen, and plenty of room for everyone! We felt right at home! The pool was clean and a good size. The location is great-close to plenty of places to shop, eat, and check out. The neighborhood was quiet and safe. My teenage boys also enjoyed the workout facilities at the club house. This home was perfect for our family! Thank you!!!