Kissimmee is one of the most popular places to stay near Walt Disney World — which means there are thousands of vacation rentals competing for your booking. So how do you choose the best Kissimmee vacation rental for your family? This guide breaks down exactly what to look for, and shows how Our Disney Home in Windsor Hills measures up on each point.
1. Distance to the parks
The single most important factor is how close you'll be to the parks. Kissimmee rentals range from a few minutes to over 30 minutes from Disney. The closer you are, the easier midday breaks and evening fireworks trips become. Our Disney Home is about 2 miles (5–10 minutes) from Walt Disney World and about 16 miles from Universal Orlando — among the closest you'll find.
2. Real bedrooms and bathrooms for your group
Look at how many bedrooms and bathrooms a rental actually has — not just the advertised sleep number. A home that sleeps 12 with two bathrooms means morning traffic jams. Our Disney Home has 5 bedrooms and 5 bathrooms, including two newly remodeled king suites with private baths, so large groups aren't fighting over the shower before rope drop.
3. A private pool (and resort amenities)
In the Florida heat, a private pool is close to essential. The best value comes from a home that has its own pool plus access to resort amenities. Our Disney Home offers a private screened, heated pool and hot tub, and guests also get full access to the Windsor Hills community pool and waterpark, fitness center, and sports courts.
4. Features that entertain the kids
The rentals that win repeat bookings give kids a reason to love coming "home." Themed bedrooms and a game room turn downtime into part of the vacation. Our Disney Home features Star Wars and Harry Potter bunk rooms, a retro Disney queen room, and a fully loaded arcade game room with air hockey, a multi-game arcade cabinet, racing and basketball games, and consoles — all on free play.
5. How you book — and the fees
The same home can cost noticeably more on a third-party listing site once service fees are added. Look for a property you can book directly with the owner or manager. Booking direct with Our Disney Home helps you skip those extra platform service fees while dealing with a responsive, professional local management team.
Comparison at a glance
| What to look for | Our Disney Home |
| Distance to Disney | ~2 miles (5–10 min) |
| Distance to Universal | ~16 miles (20–25 min) |
| Bedrooms / Bathrooms | 5 BR / 5 BA |
| Private pool | Yes — screened, heated, plus hot tub |
| Resort amenities | Full Windsor Hills access (pool, waterpark, gym, courts) |
| Kid features | Themed bedrooms + arcade game room |
| Book direct | Yes — skip third-party service fees |
Frequently Asked Questions
What should I look for in a Kissimmee vacation rental near Disney?
Prioritize distance to the parks, enough real bedrooms and bathrooms for your group, a private pool plus resort amenities, kid-friendly features like a game room, and the ability to book direct to avoid extra service fees.
How close to Disney can a Kissimmee rental be?
Some Kissimmee communities are very close — Windsor Hills Resort, where Our Disney Home is located, sits about 2 miles from the Walt Disney World main gate.
Are Kissimmee vacation rentals cheaper than Disney hotels?
For families and groups they often are, especially per person, because you get multiple bedrooms, a kitchen, and a private pool — and booking direct avoids third-party service fees.
Do Kissimmee rentals include resort amenities?
Some do. Homes inside gated resort communities like Windsor Hills include access to shared amenities such as a community pool, waterpark, gym, and sports courts.
Is it better to book direct or through a listing site?
Booking direct with the owner or manager typically lets you skip the extra service fees that third-party platforms add on top of the nightly rate.
See how Our Disney Home compares
When you line up the things that matter most — location, space, pool, kid appeal, and value — Our Disney Home checks every box. Inquire now to check your dates, and book direct to skip the extra service fees.