Condo
Windsor Hills Magical Retreat, Cinderella. Toy Story, Star Wars, 2mis to Disney!
Family-friendly condo with water park and fitness centre
Photo gallery for Windsor Hills Magical Retreat, Cinderella. Toy Story, Star Wars, 2mis to Disney!
3 bedrooms2 bathroomsSleeps 8
Popular amenities
Explore the area
- Place, Mystic Dunes Golf Club
- Place, Disney's Animal Kingdom® Theme Park
- Place, Disney's Hollywood Studios®
- Airport, Kissimmee, FL (ISM-Kissimmee Gateway)
Rooms & beds
3 bedrooms (sleeps 8)
Bedroom 1
1 King Bed
Bedroom 2
1 Queen Bed
Bedroom 3
2 Single Beds
Living Room 1
1 Queen Bed
2 bathrooms
Bathroom 1
Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Hair dryer
Bathroom 2
Soap · Towels provided · Bathtub or shower · Toilet · Shower only · Hair dryer
Spaces
Porch or lanai
Kitchen
Balcony
Separate dining area
Dining area
About this property
Windsor Hills Magical Retreat, Cinderella. Toy Story, Star Wars, 2mis to Disney!
Create memories that last a lifetime in this 3-bedroom, 2-bath Windsor Hills condo just 2 miles from Walt Disney World!
Located in Kissimmee’s most desirable resort, this beautifully updated vacation home is more than just a place to stay—it’s part of the adventure. Step into a world of comfort, convenience, and family fun, with themed bedrooms that bring Disney magic right into your home base.
Windsor Hills Resort spoils guests with its incredible amenities: a lagoon-style pool, water park with slides, theater, arcade, fitness center, tennis, and more—all within a gated community with 24/7 security.
The space
Designed to delight both kids and adults, this upgraded condo is the ultimate vacation retreat:
Cinderella’s Room – A royal-inspired bedroom fit for your little prince or princess, complete with whimsical details that spark fairy-tale dreams.
Toy Story Room – Adventure awaits with Buzz, Woody, and friends in this playful space that captures the heart of childhood imagination.
Star Wars Room – Perfect for young Padawans and seasoned Jedi alike, this galaxy-themed hideaway immerses guests in the world of lightsabers, droids, and epic adventures.
Along with the magical bedrooms, enjoy:
Upgraded kitchen with stainless steel appliances & everything you need to make family meals.
Smart TVs throughout (58” 4K in the living room, plus 58” & 50” TVs in each bedroom).
Comfortable new furniture, including a plush sleeper sofa, accommodating up to 8 guests.
High-speed WiFi for streaming, gaming, or remote work.
Restful nights in a spacious master suite plus the themed bedrooms for the kids.
Guest access
You’ll enjoy full access to Windsor Hills Resort’s amenities, including:
Lagoon-style pool, splash park, and water slides
Movie theater & game arcade
Fitness center
Tennis, basketball, & sand volleyball courts
Free parking (3-car limit)
Gated security with 24/7 peace of mind
Other things to note
- Starter kit of toiletries, soaps, and paper products provided (guests may want to purchase additional supplies).
- Kitchen is stocked with cookware (please bring condiments/spices).
- Windsor Hills Welcome Center offers park tickets, shuttle info, and equipment rentals.
- Waterslide & Splash Pad Closure: January 5 – February 16, 2026 (pool, clubhouse, arcade & fitness center remain open).
Whether your family is dreaming of meeting Cinderella, playing with Woody and Buzz, or exploring galaxies far, far away, this Windsor Hills condo brings the magic of Disney home. Combine that with a world-class resort and unbeatable location, and you’ve found the perfect place to begin every Orlando adventure.
Located in Kissimmee’s most desirable resort, this beautifully updated vacation home is more than just a place to stay—it’s part of the adventure. Step into a world of comfort, convenience, and family fun, with themed bedrooms that bring Disney magic right into your home base.
Windsor Hills Resort spoils guests with its incredible amenities: a lagoon-style pool, water park with slides, theater, arcade, fitness center, tennis, and more—all within a gated community with 24/7 security.
The space
Designed to delight both kids and adults, this upgraded condo is the ultimate vacation retreat:
Cinderella’s Room – A royal-inspired bedroom fit for your little prince or princess, complete with whimsical details that spark fairy-tale dreams.
Toy Story Room – Adventure awaits with Buzz, Woody, and friends in this playful space that captures the heart of childhood imagination.
Star Wars Room – Perfect for young Padawans and seasoned Jedi alike, this galaxy-themed hideaway immerses guests in the world of lightsabers, droids, and epic adventures.
Along with the magical bedrooms, enjoy:
Upgraded kitchen with stainless steel appliances & everything you need to make family meals.
Smart TVs throughout (58” 4K in the living room, plus 58” & 50” TVs in each bedroom).
Comfortable new furniture, including a plush sleeper sofa, accommodating up to 8 guests.
High-speed WiFi for streaming, gaming, or remote work.
Restful nights in a spacious master suite plus the themed bedrooms for the kids.
Guest access
You’ll enjoy full access to Windsor Hills Resort’s amenities, including:
Lagoon-style pool, splash park, and water slides
Movie theater & game arcade
Fitness center
Tennis, basketball, & sand volleyball courts
Free parking (3-car limit)
Gated security with 24/7 peace of mind
Other things to note
- Starter kit of toiletries, soaps, and paper products provided (guests may want to purchase additional supplies).
- Kitchen is stocked with cookware (please bring condiments/spices).
- Windsor Hills Welcome Center offers park tickets, shuttle info, and equipment rentals.
- Waterslide & Splash Pad Closure: January 5 – February 16, 2026 (pool, clubhouse, arcade & fitness center remain open).
Whether your family is dreaming of meeting Cinderella, playing with Woody and Buzz, or exploring galaxies far, far away, this Windsor Hills condo brings the magic of Disney home. Combine that with a world-class resort and unbeatable location, and you’ve found the perfect place to begin every Orlando adventure.
Add dates for prices
Amenities
Pool
Hot tub
Kitchen
Washing machine
Dryer
Free WiFi
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House Rules
Check in after 4:00 PM
Minimum age to rent: 21
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed
Smoking
Smoking is not permitted
Check-out instructions
The host requires you to complete the following before checking out:
Load and start the dishwasher
Strip any used beds, gather used towels and store extra beds
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights, lock the doors and return the keys
Failure to complete these may result in a negative review from the host.
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Kissimmee
Located in Windsor Hills, a neighbourhood in Kissimmee, this condo is near theme parks. Mystic Dunes Golf Club and Reunion Resort Golf Course are worth checking out if an activity is on the agenda, while those wishing to experience the area's popular attractions can visit Walt Disney World® Resort and Old Town. Travelling with kids? Make time for Disney's Hollywood Studios®, or head to an event or a match at ESPN Wide World of Sports Complex. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Kissimmee, FL
What's nearby
- Mystic Dunes Golf Club - 4 min drive - 2.4 km
- Disney's Animal Kingdom® Theme Park - 6 min drive - 3.8 km
- Disney's Blizzard Beach Water Park - 7 min drive - 6.2 km
- ESPN Wide World of Sports Complex - 7 min drive - 6.1 km
- Disney's Hollywood Studios® - 8 min drive - 7.4 km
Getting around
Restaurants
- McDonald's - 3 min drive
- Starbucks - 3 min drive
- Del Taco - 3 min drive
- Drafts Sports Bar & Grill - 14 min walk
- Sickies Garage Burgers & Brews - 3 min drive
Frequently asked questions
Reviews
Reviews
No reviews yet
Be the first to leave a review for this property after your stay.
About the host
Hosted by Richard & Jeanne
We love making family vacation dreams a reality, one of our joys is to help travelers build memories to last a lifetime.
My wife and I are from the NJ area. Our daughters, Madison (who is 6) and now Maya (who is 1) loves to visit Walt Disney World and the Beaches. We love the attractions and the Orlando/Florida area. We decided to buy a vacation home because we needed the accommodations that hotels could not provide (full kitchen, privacy, and extra space!). We love to use these homes but also share the joy with others. We take pride as these are our private selection of homes and have done plenty of research to find the perfect resorts. These are our babies and we have upgraded and kept in a immaculate condition. We have given it lots of love and hope you enjoy it as much as we do!
My wife and I are from the NJ area. Our daughters, Madison (who is 6) and now Maya (who is 1) loves to visit Walt Disney World and the Beaches. We love the attractions and the Orlando/Florida area. We decided to buy a vacation home because we needed the accommodations that hotels could not provide (full kitchen, privacy, and extra space!). We love to use these homes but also share the joy with others. We take pride as these are our private selection of homes and have done plenty of research to find the perfect resorts. These are our babies and we have upgraded and kept in a immaculate condition. We have given it lots of love and hope you enjoy it as much as we do!
Why they chose this property
1. Unbeatable Location — Just Minutes from Disney
Only 2 miles from Walt Disney World — closer than many on-property resorts.
Quick access to Universal Studios, SeaWorld, and International Drive.
Surrounded by world-class shopping, dining, and golf courses.
2. Gated Resort with 24/7 Security
Fully gated community with on-site security guards for peace of mind.
Ideal for families who value safety and privacy during their stay.
3. Resort-Style Amenities
Expansive lagoon-style pool with a two-story water slide and splash pad.
Clubhouse featuring a movie theater, fitness center, arcade, and marketplace café.
Sports courts for tennis, basketball, volleyball, and putting green.
Playgrounds and picnic areas spread throughout the community.
4. Family-Friendly & Fun
Designed with vacationing families in mind — everything is walkable and convenient.
Many homes feature themed kids’ rooms (Disney, Star Wars, Princess, etc.).
Great sense of community — guests often return year after year.
5. Convenience That Feels Like Home
Free parking, no resort fees, and full-size condos/villas with kitchens and laundry.
On-site shuttle options to the Disney parks.
Managed grounds and responsive resort staff keep everything clean and welcoming.
6. Proven Reputation
Windsor Hills is consistently one of the top-rated vacation communities in Kissimmee.
Highly reviewed for its cleanliness, amenities, and unbeatable location.
Loved by families, groups, and snowbirds alike.
Only 2 miles from Walt Disney World — closer than many on-property resorts.
Quick access to Universal Studios, SeaWorld, and International Drive.
Surrounded by world-class shopping, dining, and golf courses.
2. Gated Resort with 24/7 Security
Fully gated community with on-site security guards for peace of mind.
Ideal for families who value safety and privacy during their stay.
3. Resort-Style Amenities
Expansive lagoon-style pool with a two-story water slide and splash pad.
Clubhouse featuring a movie theater, fitness center, arcade, and marketplace café.
Sports courts for tennis, basketball, volleyball, and putting green.
Playgrounds and picnic areas spread throughout the community.
4. Family-Friendly & Fun
Designed with vacationing families in mind — everything is walkable and convenient.
Many homes feature themed kids’ rooms (Disney, Star Wars, Princess, etc.).
Great sense of community — guests often return year after year.
5. Convenience That Feels Like Home
Free parking, no resort fees, and full-size condos/villas with kitchens and laundry.
On-site shuttle options to the Disney parks.
Managed grounds and responsive resort staff keep everything clean and welcoming.
6. Proven Reputation
Windsor Hills is consistently one of the top-rated vacation communities in Kissimmee.
Highly reviewed for its cleanliness, amenities, and unbeatable location.
Loved by families, groups, and snowbirds alike.
Languages:
English, French, German, Italian, Spanish, Japanese, Portuguese, Russian, Korean, Danish, Dutch, Finnish, Indonesian, Norwegian, Swedish, Arabic, Croatian, Czech, Greek, Hungarian, Polish, Romanian, Slovak, Slovenian, Swahili, Turkish
Premier Host
They consistently provide great experiences for their guests
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