Family-friendly vacation rentals in Winter Haven

Spacious 3/2 unit with balcony facing the nature on the 4th floor. It is located south and outside of the Disney area in a residential with a lot of restaurant choices and grocery store .

The Mickey house is fabulous… you feel right at home… John and Yvonne were quick to respond and it was a minor issue about a missing remote… John came quickly and fixed in a matter of minutes… the pool was awesome… the decor was so cute and the theater room was awesome… You felt at home and able to relax after a fun day at Disney!!!! Highly Recommend !! 100/100 We were a family of 8 and had lots of room and when we needed space to ourselves, each group had a spot!! Thank you Yvonne and John for a great place and experience… Dee, Kelly, Jaela, Marcel and Family Washington/Watson Disney trip 2025

Me and my family had a wonderfull time at J’s house, everything was pretty much clean, we enjoyed it alot!! Defenetly would stay again!!

Andrea’s place was awesome! My family and I enjoyed the space outside and how open the house was gave everyone their own spot. The pool and back patio were so nice and relaxing. Would definitely stay here again in the future!

Good location, restaurants 10 mins to walk and most of all a kind host ever and provided me useful information. Thank you.

We loved the house! Very homey and convenient. We didn’t have a car so we didn’t drive or walk the property much but pool was very close. The kids loved it. We took an uber daily to Disney. Nice it was a gated community, felt safe. Would definitely book again.

Great!!! Vacation home had all the amenities a woman like me love. Plenty of everything from dishes to sheets very clean and comfortable. To say the least just right in the day far as neighborhood activities and quite peaceful and serene at night. Everything imaginable is located right around the corner a big bonus . It Felt like home away from home. Mrs.Mary place was sunshine after the rain Thanks for saving my vacation I will be recommending you to another who wants a fabulous place to stay while on vacation

We had a truly wonderful stay at this property in Orlando! The location was absolutely perfect—close to everything we needed to enjoy our vacation to the fullest. The home was spotless, well-equipped, and had all the essentials to make us feel comfortable and at ease. Lynn was incredibly responsive and always available if we needed anything, which was greatly appreciated. I highly recommend this property and would like to sincerely thank Lynn for making our stay so enjoyable!

We really enjoyed our stay! Lots to do in the area of course, but we had a few pool days and it was perfect! Plenty of space for everyone. The home is beautifully decorated and we found the beds comfortable. We had our dog with us and there were several beds available for him too! Very thoughtful. We recommend staying at Jason’s for an Orlando vacation.

Kenia was very responsive if we needed anything! The home is exactly how it looks in the pics and all that’s listed was there. Kenia provides you with all you need for your stay, the kitchen is very well equipped to whip up a 5 course meal! Definitely will be booking this home again in the future

This place is a home away from home! Tyler is a great host. We've been staying here every Father's Day weekend for the past four years, and Tyler is always very welcoming!

We had a wonderful stay !! It was very roomy and exactly like the pictures! Definitely would recommend and stay again !

Alison’s place was great! It was very clean and very comfortable. She accommodated early check in which was very helpful after our long travel. Very few cons that were simple work arounds, is we wish there were more towels and pool towels. We also would’ve liked extra blankets. Overall, it was a great place and we would book again.

We spent two weeks at Disney parks and this place was an excellent choice for our family of 3. We were close enough to take breaks during the hottest parts of the day. Andrea's place was very clean and comfortable. We appreciated all the amenities provided and clear instructions for check in/out. We would not hesitate to stay here again. Excellent host!!

Nice location, right size for family vacation and kids enjoyed bunk beds a lot.. Very nearer to Disney parks, I would highly recommend and would consider again for my future Orlando vacation.

I had a wonderful experience staying at Sam’s place. The house was very clean, well-maintained, and located in a quiet, safe, and family-friendly neighborhood. It truly felt like a home away from home. Sam was an exceptional host—very responsive, friendly, and helpful throughout our stay. He made sure we had everything we needed and offered great local tips that made our Disneyland trip even more enjoyable. The house was spacious, comfortable, and perfect for our family of six. The kitchen was fully equipped, and the beds were cozy. One of the highlights for us was the swimming pool—my kids absolutely loved it and spent hours enjoying themselves! We especially appreciated the smooth check-in and check-out process. I highly recommend Sam’s home to anyone visiting the area. Thank you once again, Sam, for your warm hospitality!

Superb villa, pool & spa. Patricia & Marshall excellent hosts and very responsive. Great place to stay at for everything that Orlando / Disney has to offer

Great host, great property. We actually stayed in this property some years ago and was very good then, the new hosts have taking the property to a new level with many upgrades made, 5* for sure. From the minute we booked, communication from the hosts was exceptional and friendly. Very quick to respond if we had any questions. Very clean throughout with all conveniences available for that home from home feel. 100% recommend this property.

Let me start by saying Paula is an amazing host! She was responsive, accommodating, and one of the most friendly hosts I have come in contact with! The home was clean, the rooms were beautiful, and it was in a really good location. The theater room and the pool were the highlight of the whole vacation, my kids were in hog heaven. I recommend that you book this property, especially if you have kids. We will be booking with Paula in the future!!!

Excellent stay! Great villa! Will definitely look up Mark’s villa on our next visit to Disney and Universal Parks. Mark was excellent in communication when our plans were delayed.

This place was exactly what we needed. Cozy, spacious, and easy entertainment for the kids. Very clean and nice. Initially, the arcade game didn’t work, but was fixed as soon as I contacted the owner. Will book again

Paula is fantastic! Id stay here a million times over. The home is beautiful. It’s in such a peaceful spot. I cant stress enough how wonderful Paula has been to us!

Excellent neighborhood for such a beautiful home. The adults and children enjoyed the pool every single day. There were plenty of pool toys to enjoy, we even left a few more for the next guests to utilize. The house was very clean and everything was as described. Definitely planning on returning again.

Craig’s Place was absolutely perfect for our Family of 5! Smooth Check in and check out, prompt and friendly responsive Host, the house was very clean, the neighborhood was safe and well maintained, the location was close to everything …….stores, restaurants, Disney parks etc.. The pool and spa were beyond our expectations and really made our vacation extra special and so memorable! Thank you! We hope to get the chance to stay here again in the future!