Family-friendly holiday rentals in Osceola County

We decided to stay in Orlando after a long trip, doing some search we found Marianne’s place . I sent a message to her asking how to stay in her condo and she responded right away. It was the right decision! My family was so happy with everything . All was clean and nice !! Definitely we’ll comeback! Thank you so much !!

Jeannine’s place was wonderful. Very clean and organized. The pool was well heated and we really enjoyed the spa. I would stay here again and recommend this place for anyone traveling with a large family.

Super attentive and helpful. Very kind. Allowed a late checkout to help me accommodate my changed flight. Comfortable. Felt safe.

We had a wonderful stay at Miriam’s villa in Kissimmee! Miriam was an excellent host, very responsive and accommodating from the beginning to the end of our trip. The location was perfect, with the pool and clubhouse just steps from the front door, which made it so easy and fun for our family. My kids had a blast, and my husband and I were able to relax and enjoy ourselves too. The villa was comfortable and had everything we needed for a great getaway. We’d definitely stay here again!

James’ place was the perfect hub to make our family vacation seamless. The unit was as described and very family friendly. We appreciated having multiple pack-n-play’s and a high chair- Overall we would recommend this place and would rent from James again.

Patsy's place was very nice. it was centrally located in the middle of Disney, universal and all the major theme parks. it was very clean , well taken care of. was easy to find. Patsy was very responsive when we had a wifi issue and she helped us fix it . we enjoyed our stay and would definitely stay with her again if we were in the Kissimmee area.

Robin was a great host, she communicated well, and was very helpful. The listed pictures were accurate and the condo was clean, the beds were comfortable. The resort amenities were great, theme parks were near the resort, as well as several stores. We were able to see the fireworks from the balcony. Highly recommend and would stay again.

This was my 2nd time staying at one of Eddies places. As always he did not disappoint! 10/10!!

Nice place clean and tidy.

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 .

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.

We booked this airbnb with 5 guests. The home has plenty of space, in a very welcoming and peaceful neighborhood. The house was spotless, and check in was a breeze. Tons to do around the house with a little games room in the garage, and a beautiful backyard with a pool, netted to keep the bugs away. Great communication with the host. Will definitely be coming back.

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 really enjoyed our stay! The house had plenty of room for all of us. The view was amazing outback. It was peaceful and quiet. Amanda and Trevor were very quick to answer any questions.

My Daughter Spent Her 8th Birthday In Disney But The House Was The Icing On The Cake✨ My Family Enjoyed The Pool & The Heated Hot Tub, She Provided The Necessary Necessities & Overall The Place Was Beautiful, I Love The Master Shower That’s My Favorite Part Of The House, The House Is Spacious With Tons Of Restaurants & Stores Just A Few Miles Aways, Disney Was Super Close & Overall We Enjoyed Our Stay Here At Mad Men Magic Kingdom House. There Was A Misunderstanding With A Neighbor & When I Reached Out To Rebecca She Responded In A Timely Manner & I Appreciate That! I Would Definitely Recommend Mad Men Magic Kingdom House To Everyone I Know🤍 Thank You For This Experience

The house was great and perfect to accommodate a big family. Everything was clean and ready when we arrived.

Most pleased with everything: the place so cosy and clean. It was so convenient to everything we needed including Disney. Communication was phenomenal. The pool and water play area for kids was a bonus. We will differently return. Would highly recommend to check it out! Thank you so much!

We loved the house! From the moment you arrive, you feel right at home. Everything is beautifully decorated, super nice, clean, and comfortable. I would highly recommend it to anyone. And whenever I come back to Orlando, I will definitely stay here again!

The house is as described. It was perfectly clean and ideally located for visiting the parks and outlets. Very comfortable for the 6 people who stayed with us. Eduardo was always attentive and gave us precise instructions. He placed the necessary cleaning, personal and food items needed for the arrival and before shopping. Excellent stay! Highly recommended.

Excellent place, close to everything, the host always cared about our stay, I was with my family and we felt at home. We will definitely be back and I also recommend it.

Beautiful and clean home. Just as pictured. I did not want to leave. My kids had a blast in the pool and game room. The free resort was definitely a huge plus. The host Dennis was amazing as well and very quick with responses.

Fully equipped, clean and spacious accommodation. The sector was very quiet and safe. Stephanie responded very quickly and supported us in all our inquiries. Highly recommended accommodation with a very good location for the different attractions and activities in Orlando

Very nice house to stay and close to all amusement parks. I can really recommend this house especially with kids as a pool is also present.

Michel's villa in Haines City is amazing. We had been let down by a booking at another AirBnB which didn't match up to the photos and fortunately Michel's place was available for us to book instead. We were so relieved to discover that the pictures of Michel's place were accurate and perhaps didn't do it justice for how beautiful the place actually is. The villa is beautifully presented and equipped, everything is in working order and we had everything we needed. The villa is on a gated community alongside a golf course. The process for gaining access to the neighbourhood at the security barriers was quick and easy. There is a large Walmart nearby which was ideal for buying any supplies we needed during our stay. There are also plenty of restaurants/takeaway options in the area such as Manny's Chophouse and Floridinos. Overall we would rate the stay as 10/10 and we would consider staying here again. Thank you Michel!