Best Kissimmee Vacation Rental Near Disney: What to Look For

Best Kissimmee Vacation Rental Near Disney: What to Look For

Aerial resort at Our Disney Home, a vacation home in Windsor Hills, Kissimmee

KEY TAKEAWAYS

  • Distance matters most: Our Disney Home is about 2 miles (5 to 10 minutes) from Walt Disney World and about 16 miles from Universal Orlando.
  • Look at real bedrooms and bathrooms, not just the sleep number. This home has 5 bedrooms and 5 bathrooms and sleeps up to 12.
  • A private heated pool and hot tub, plus full Windsor Hills resort access, is hard to beat in the Florida heat.
  • Themed bunk rooms and an arcade game room keep the kids happy and bring the family together.
  • Booking direct helps you skip third-party service fees.

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 near Disney 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.

Think of the five points below as a simple checklist. The more of them a rental covers, the smoother your trip will be.

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 to 10 minutes) from Walt Disney World and about 16 miles from Universal Orlando, which is a 20 to 25 minute drive. That puts it among the closest you’ll find. It sits inside Windsor Hills Resort, so you can leave the parks at lunchtime, head back for a swim, and still be in time for the evening fireworks.

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 and sleeps up to 12. That includes 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. Guests also get full access to the Windsor Hills community pool and waterpark, fitness center, and sports courts. Those shared amenities come with your stay, so there are no daily resort fees like the ones many Disney-area hotels add on.

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 and a retro Disney queen room. The fully loaded arcade game room has air hockey, a multi-game arcade cabinet, racing and basketball games, and consoles, all on free play. After a long day at the parks, the whole family can end up in the same room, playing together.

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, and compare the final total, not just the nightly rate.

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

What our guests say

“We very much enjoyed our time in Windsor Hills. We’ve rented many vacation homes in the area but Our Disney Home stands out. The home was fantastic, with friendly, responsive service! It was great to have a real hot tub – hard to find in Kissimmee vacation rentals. The arcade room was a fan favourite. The starter of dish soap, paper towel, soap/shampoo etc was very much appreciated, especially after a long trip when you haven’t made it to the store yet. Can’t wait to come back again!”

Darcie A, Airbnb guest, stayed March 2025

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. Booking direct also 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.