Kid-friendly holiday rentals in Windsor Hills, Four Corners

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Popular amenities for Windsor Hills, Four Corners family-friendly rentals

Kid-friendly house rentals

Superhost
Home in Kissimmee
4.8 out of 5 average rating, 74 reviews

Pool/Spa,Arcade, 5 min to Disney, Resort amenities

ShaunRating, 5 stars1 month ago
Amina's home was a dream home experience. It was exactly as described. Her home was clean, beautiful and so amazing. It was one of the nicest homes we've ever stayed in through all of our vacationing experiences, which is a lot. The game room was the best game room we've ever seen. The pool table was the biggest hit with my children. The pool was perfectly heated. Amina's home had plenty of space so everyone could find the space they needed. There is so much to be said about this beautiful home. The house is perfectly situated across the street from the most beautiful sunset in Orlando. Not often can you say this in Orlando, but here you can. The resort area in which Amina's home is in has a wondeful, heated pool and water park with water slides which was also a blast for all of us. The most important thing is if you stay here you are going to have an amazing time. Isn't that what it's all about. Stay here in Amina's home and you will not regret it. This is a five-star gem!
Top guest favourite
Home in Kissimmee
4.96 out of 5 average rating, 156 reviews

4 bedroom, south facing pool 3 miles to Disney

RogerRating, 5 stars3 weeks ago
We had a great stay. The pool was nice and the house was close to all the parks and Old Town. The neighborhood felt safe and was quiet. We would definitely stay here again.
Top guest favourite
Home in Kissimmee
4.97 out of 5 average rating, 128 reviews

Mins to Disney NO Airbnb Fees- Close to everything

StephanieRating, 5 stars2 weeks ago
We had such a great time staying at Randy’s place for a short family vacation to Disney! We had 4 adults and 2 toddlers and the space was PERFECT. Each of our girls had their own room and there were 2 pack-n-plays available for use. There were plenty of towels for using the plunge pool out back (which was pretty warm!) as well as showering. The kitchen had all of the things we needed to make dinner for 1 night and breakfasts on the go. Best of all, Disney was a pretty quick drive, as well as Publix and other stores we needed during our trip. GREAT value for the money for a small group! Randy was super nice and provided very helpful information. We would definitely stay again!
Superhost
Home in Kissimmee
5 out of 5 average rating, 4 reviews

2025 NEW 9Bedrooms Solara/ Sleeps 24/ LED Pool TV

JasonRating, 5 stars4 days ago
This place is brand new - great location and very clean house. The themed rooms for the kids are INSANE; our little one didn't want to leave. The oven/stove didn't work, so plan on eating out if you stay here unless they change that out. The Playstation 5's weren't set up yet either, but we got a great deal so it all evened out 👍🏼
Guest favourite
Home in Kissimmee
4.87 out of 5 average rating, 103 reviews

Disney Escape at Windsor Hills

Rick Rating, 5 stars4 weeks ago
Place was great! Jennifer was very quick to respond to messages, gave accurate clear instructions to get into the community and house itself. Location is fantastic for all the Disney parks! Couldn’t have been happier with our experience and stay here, would highly recommend Jennifer and this place to anyone considering a Disney vacation!
Superhost
Home in Kissimmee
4.75 out of 5 average rating, 4 reviews

Perfect Townhome Near Disney!

RichieRating, 5 stars1 week ago
Very Communicative Host, Peaceful stay
Superhost
Home in Kissimmee
4.85 out of 5 average rating, 13 reviews

Themed Luxury 6BR Getaway with Resort Amenities Pr

StephanieRating, 5 stars1 month ago
It was a beautiful experience! The place was the perfect spot for a weekend get away. The only complaint was the bed for some of the rooms were a bit uncomfortable. I believe because they were air mattress. But other than that! This place is exactly how it shows on the pictures.
Guest favourite
Home in Kissimmee
4.94 out of 5 average rating, 16 reviews

Dream Stay: Resort Pool Villa minutes to Disney

DavidRating, 5 stars1 month ago
Great villa in a perfect location Quiet, peaceful but close to everything Games room was brilliant and well equipped Was a great touch to have a spice rack, salt, pepper, washing liquid already at the villa which we also made sure we replenished for the next person. We bought a few folding chairs so have left them at the place for the next people to use also 👍🏻👌🏻 Could maybe do with a chopping board and laundry basket but that’s me being super critical. We will 100% be back in touch to see if we can stay again Thank you Daniel you have been a great host

Family-friendly apartment rentals

Guest favourite
Flat in Kissimmee
4.89 out of 5 average rating, 341 reviews

King Bed Family Condo Orlando Disney Universal

AmandaRating, 5 stars6 days ago
Great stay! Exactly what my small family needed for our quick weekend in town!
Top guest favourite
Flat in Kissimmee
4.95 out of 5 average rating, 57 reviews

Luxury Lake View Condo Near Disney

EugeneRating, 5 stars2 weeks ago
It’s a perfect place to stay during the Disney visit. 10 - 15 min drive to Disney parks. Large 3 bedroom property in a modern complex. Very clean. The host was very responsive. Kids enjoyed the pool and water park.
Guest favourite
Flat in Kissimmee
4.89 out of 5 average rating, 45 reviews

Beautiful Condo near Disney

RachelRating, 5 stars2 months ago
This was the perfect place to stay for our first time in Florida. Clean cozy, lots of amenities and definitely worth the price! Centrally located so it wasn't too far away from food and shopping!!
Guest favourite
Flat in CHAMPIONS GT
4.88 out of 5 average rating, 202 reviews

Magical Newly Renovated 10 minutes to Disney 2+2

JazzRating, 5 stars3 weeks ago
Great check in process! Would boom again when in the area! Very clean, smelled good and great space!
Superhost
Flat in Kissimmee
4.86 out of 5 average rating, 139 reviews

1-104 Perfect location, Steps From The Heated Pool

LeslieRating, 5 stars1 week ago
Very responsive host, cozy place for us to enjoy our Florida trip.
Top guest favourite
Flat in Kissimmee
4.95 out of 5 average rating, 106 reviews

Oceanic Oasis Near Disney

RickRating, 5 stars1 week ago
It was a good place to stay and the host communicated very well . When I come back to the area again I will be picking this spot again
Top guest favourite
Flat in Kissimmee
4.97 out of 5 average rating, 133 reviews

3121-402 Resort Lake View Disney Universal Orlando

LeslieRating, 5 stars6 days ago
We had a great stay here! The process was very smooth. Would highly recommend if you are coming to visit the Orlando area.
Guest favourite
Flat in Kissimmee
4.84 out of 5 average rating, 185 reviews

2 Bedrooms/2 Bathrooms Storey Lake Resort 3150-404

LesleyRating, 5 stars2 weeks ago
We loved the apartment. Perfect location to all the parks. Pools were amazing. 10/10!!!

Family-friendly apartment rentals

Guest favourite
Apartment in Kissimmee
4.95 out of 5 average rating, 137 reviews

🏖 Resort Condo | 🎢 2mi -> Disney | 💦 Waterpark Fun

CamilaRating, 5 stars1 week ago
We had an amazing time! The home was spotless, comfortable, and felt very safe—which made it easy to relax and enjoy our stay. The kids had an absolute blast at the water park and could have stayed there all day. The location is perfect—just a short drive to supermarkets, restaurants, and other local attractions, which made everything so convenient. The neighborhood was peaceful and quiet at night, which we really appreciated. The check-in process was smooth and the host was very responsive and helpful. We definitely plan to come back again and would highly recommend this place to anyone looking for a fun, family-friendly getaway!
Superhost
Apartment in Kissimmee
4.8 out of 5 average rating, 198 reviews

Magic Stay at Windsor Hills! 2 bedroom apartment!

DaniellaRating, 5 stars1 month ago
We had a great stay at Thiago's place, which has a fun Disney themed children's room that the kids loved. We also loved that the kids had their own little table in the living room, which they used allot. Convenient that there are two bathrooms and a kitchen. The resort is nice and very close to the Disney parks, which is perfect if you are visiting the parks. It's also close by to Walmart and gas station. Overall a great stay in a great apartment, very suitable for a family of 4 to 5 people. Would recommend!
Guest favourite
Apartment in Kissimmee
4.84 out of 5 average rating, 183 reviews

Heated Waterpark 10 mins to Disney in Windsor Hill

JohnRating, 5 stars1 month ago
This was our first time using Airbnb and we have to say it was a great experience. The rental unit was true to the pictures and our kids loved the double bunk beds. The kitchen was set up perfectly for us and the laundry is a huge plus. We loved the outdoor sitting area after long days in the sun. The property itself was better than we expected for our family. The pool was huge, warm, and had many friendly guests who were also staying there. They have the amenities and activities for the kids down to a science. Our kids really enjoyed the outdoor basketball, tennis, and volleyball courts. Brooke has all of the equipment for these activities and more! This is a perfect unit for a family with young kids.
Superhost
Apartment in Kissimmee
4.84 out of 5 average rating, 148 reviews

Star Wars Condo in Windsor Hills 3 bdrm, 2 baths

JamesRating, 5 stars1 month ago
Excellent location within community and is an easy walk to the pool. Kids loved the Star Wars room and the bunk beds were very sturdy.
Guest favourite
Apartment in Kissimmee
4.93 out of 5 average rating, 205 reviews

Andy's Toy Chest at Windsor Hills, Next to Disney!

EricRating, 5 stars2 weeks ago
This place was just what we needed! Clean, comfortable and private. Just what you need whether you are spending a day by the pool or a day at Disney/Universal. We did not need much during our stay but anytime before and after our stay that I had a question, Courtney was very responsive. The extra amenities like high chair and stroller really assisted our stay as well so we didn’t need to bring from home. My daughter absolutely loved the toy story room and now wishes she had one at home.. lol. Will definitely stay again in the future when planning trips to the Orlando theme parks.
Guest favourite
Apartment in Kissimmee
4.96 out of 5 average rating, 130 reviews

Disney Oasis

CodyRating, 5 stars2 weeks ago
My stay was wonderful. Location is perfect for Disney and other things Orlando has to offer. Great pool and water slides for the kids. Hosts have almost anything you could think of at your disposal, from pack and plays, to cooler bags, and any dishware you could want. Additionally they have maybe the most robust welcome book that answers any question you could have. If you have kids and are taking them to Disney or Orlando, book this spot, you won't be disappointed!
Top guest favourite
Apartment in View Park-Windsor Hills
5 out of 5 average rating, 170 reviews

Mickey's Imagination Condo at Windsor Hills Resort

HeidiRating, 5 stars2 weeks ago
Booked a last min stay for my family of 6 including 5 yr daughter and 2 yr old son as well as my in laws. The place was overall perfect for us! It was clean, spacious and comfortable; we felt right at home with how well appointed and stocked everything was (probably the most stocked for any place I’ve ever rented). The hosts truly thought of every need a family traveling with children may have! The hosts were kind, friendly and accommodating with allowing us to extend our stay an extra day and also offered a flexible check out so we could enjoy the awesome amenities before heading out. We loved the pool/water park; it was so convenient to be able to order yummy food and drinks for lunch at the pool. The condo was located 15-20 min from Magic Kingdom which easily allowed us to head back from the park each day for a midday nap - perfect timing given the 90+ temps. We were only 20 min from Disney Springs. The Walmart was super close too! Def recommend and will be back for future stays!
Guest favourite
Apartment in Kissimmee
4.82 out of 5 average rating, 289 reviews

Beautiful 2/2 Gem, 2 mi to Disney with Water Park!

SharondaRating, 5 stars1 week ago
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

Quick stats about holiday rentals that are kid-friendly in Windsor Hills, Four Corners

  • Total rentals

    260 properties

  • Nightly prices starting at

    ₹8,579 before taxes and fees

  • Total number of reviews

    6.7K reviews

  • Family-friendly rentals

    240 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with a pool

    260 properties have a pool

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