Planning a Disney Vacation with Kids: What Every Family Needs to Know
Are you planning a magical Disney vacation with your kids? Choosing where to stay is one of the most important decisions you’ll make. If you dream of the perfect mix of comfort, convenience, and kid-friendly fun, you’re in the right place.
Many families automatically consider staying at a Disney resort, but did you know that there are resorts near Disney World that offer more space, private amenities, and exceptional value? From family-friendly Orlando rentals to gated communities near Disney, there’s a range of incredible options that put you just minutes away from the magic.
Best Places to Stay in Kissimmee for Disney Trips
Kissimmee is a hidden gem when it comes to planning your Disney vacation. This area is packed with short term rentals near Magic Kingdom that cater to families, especially those traveling in groups. Among the top Kissimmee vacation communities, Windsor Hills stands out.
Why? It’s just 2 miles from Disney, offers world-class amenities, and features vacation homes with private pools—ideal for downtime after a day at the parks. Families enjoy the convenience of being close to the attractions while coming home to a peaceful, spacious environment. Whether planning a quick weekend getaway or an extended stay, having access to a kitchen, multiple bedrooms, and a private pool can make your trip more relaxing and cost-effective.
In addition to proximity, Kissimmee also offers access to dining, shopping, and entertainment options perfect for families. You can explore Old Town, visit fun-themed dinner shows, or enjoy a day at one of the nearby water parks.
Top Amenities Families Look for in Rentals Near Disney
When booking a vacation rental near Disney World, families often look for features like:
- Proximity to Disney parks
- Private pools
- Fully equipped kitchens
- Washer and dryer
- Gated community for safety
- Playgrounds and recreational areas
- Kid-friendly interior design
Windsor Hills checks all these boxes and more.
Reader’s Blog Checklist: Planning Your Disney Vacation
- ☐ Have I chosen the best place to stay near Disney (e.g. Windsor Hills or similar)?
- ☐ Does the rental offer family-friendly features like a private pool, game room, or themed bedrooms?
- ☐ Have I checked the distance from the rental to Disney parks (aim for <15 minutes)?
- ☐ Is the resort in a gated community with security and amenities for kids?
- ☐ Am I booking directly with the owner to save on third-party fees?
- ☐ Do I have a packing list for Disney (including swimwear, ponchos, strollers, etc.)?
- ☐ Have I researched other nearby attractions like Old Town Kissimmee or Island H2O Water Park?
- ☐ Have I compared pricing vs. on-site Disney hotels for value and space?
- ☐ Did I check for extras like free parking, no resort fees, and in-home laundry?
- ☐ Am I following the blog for more tips, checklists, and planning tools?
Discover More About Windsor Hills
Looking for insider tips and planning tools? Visit our blog on what to pack for Disney World in Orlando for advice on simplifying your trip planning. Discover why Windsor Hills is a great place to stay during your Disney vacation!
Is Windsor Hills Resort Safe? What Families Need to Know
When it comes to choosing accommodations, safety and value are top priorities for families. Many prefer the Windsor Hills gated community—a secure, welcoming environment with 24/7 security, a clubhouse, splash park, and playgrounds. The resort is known for being clean, well-maintained, and patrolled regularly, offering peace of mind for parents.
Our vacation home rental in Windsor Hills, Chillax Inn, is the perfect family retreat. You have everything for a stress-free vacation with five spacious bedrooms, a private screened-in pool, and a fully equipped kitchen. Whether cooking a quick breakfast before a day at the parks or relaxing in the hot tub at night, Chillax Inn gives you the comfort of home in a vacation setting.
How Does Windsor Hills Compare to Other Orlando Resorts?
Windsor Hills offers better value than hotel rooms or standard Airbnb, especially for large families. Hotels often charge extra for parking, resort fees, or additional beds. At Windsor Hills, you get multiple bedrooms, free parking, and access to community amenities at no extra cost.
When you stay at Chillax Inn, you enjoy the privacy of a home, the space to spread out, and the proximity to Disney parks—without paying inflated resort prices. Plus, you’re not limited to dining out every meal. Having a kitchen can save hundreds of dollars on food alone.
Guests love our 5-bedroom villa in Windsor Hills for its comfort, cleanliness, and unbeatable location. Don’t just take our word for it—check out the latest Windsor Hills reviews to see why families return year after year. Our guests frequently mention how the home helped create a relaxing and memorable vacation.
Chillax Inn: More Than Just a Place to Sleep
What sets Chillax Inn apart is the attention to detail. We’ve designed the home with families in mind, thinking of everything from themed kids’ rooms to complimentary strollers and high chairs. The game room, pool toys, and high-speed Wi-Fi ensure something for everyone.
Learn More About Chillax Inn
See why families love staying at our villa! Visit our page to explore amenities, see our location on the map, and read guest testimonials.
How to Book Our Windsor Hills Villa in 3 Easy Steps
Ready to book your dream stay at Windsor Hills? We’ve made the process simple so that you can focus on the fun.
- Check Availability – Visit our calendar for open dates for our Windsor Hills villa with private pool. We recommend booking early, especially during peak seasons like summer and holidays.
- Submit Your Booking—Use our secure form to book Windsor Hills vacation homes directly and avoid extra fees. Our direct booking option ensures you get the best rates without middlemen.
- Receive Confirmation – Get an instant booking confirmation and helpful planning info to prepare for your trip. We’ll also send you a personalized welcome guide with everything you need to know about your stay.
With Chillax Inn, you’re choosing an affordable Kissimmee vacation rental that combines comfort, convenience, and magical memories.
Why Book Directly With Us?
- No service fees
- Personalized customer service
- Flexible check-in/out options
- Exclusive discounts for repeat guests
When you book directly, you’re not just securing a great place to stay—you’re partnering with vacation rental owners who care about your experience. We’re here to answer your questions, offer local tips, and ensure everything goes smoothly.
Book Direct and Save
Skip the third-party sites. Book your family-friendly rental near Disney today and enjoy our guaranteed best rates.
Whether visiting for the first time or planning your next magical adventure, Chillax Inn at Windsor Hills offers everything your family needs to create lasting Disney memories.
