Wild Sky Retreats

Welcome to our vacation villa where you will be just minutes from Disney magic. This family and pet-friendly vacation home is ideal for visiting Orlando's theme parks, and provides a cozy retreat after a day of adventures.The villa is designed for young travelers and their extended families, so everyone can share in making magical memories together. This is the perfect retreat to watch amazing Florida sunsets while you relax by the private pool and spa, prepare family meals, and relax to watch a movie or your favorite shows. 

Discover unparalleled comfort and excitement at Windsor Hills Resort in Kissimmee. Nestled just minutes away from Walt Disney World, this premier vacation destination offers a blend of spacious accommodations and fun amenities. From the resort swimming pool and water slides to fitness facilities, a movie theatre, game room and outdoor sports, Windsor Hills Resort ensures an unforgettable stay in the heart of the magic, where every moment is a step into a world of leisure and enchantment.

 

Guest access

Prior to Check-in, Guests are required to:
1. Sign Rental Agreement
2. Provide Copy of Valid Driver's License

$150-1,006/night
5 Bedrooms • 5 Baths • Sleeps 11-12
Allows pets Internet Private Pool (more...)

🍂 Fall and holiday dates are open — including Thanksgiving week.
Just 12 minutes from Disney World, this 5-bedroom, 5-bathroom Windsor Hills villa is built for fall trips: smaller crowds at the parks, festival season at EPCOT, and cooler evenings made for the spa.

Here's the part most Disney rentals charge extra for: our pool and spa are heated October through May at no charge. No heating fees, no cold-pool surprises — just swim.

When you're back from the parks, the Mario-themed game room is waiting: pool table, foosball, and arcade games. Frozen and Mandalorian themed bedrooms, two king master suites, and a queen suite mean everyone gets their own space, each with a private en-suite bathroom.

Close to Disney. Just minutes home at the end of a long park day — and yes, your dog is invited too.

About the Owner

Welcome to Wild Sky Retreats. We're a small, family-run team, and we believe the details of how guests are cared for matter — that's the standard behind everything in this house. We built Wild Sky for families: themed bedrooms the kids talk about on the drive home, a game room for the hours between park days, and a heated pool waiting when you get back. Every room was designed with care, and our team knows this house inside and out. If you need anything before or during your stay, reach out and someone will take care of it. Most importantly, thank you for choosing to stay with us. We can't wait to welcome you.

Amenities

Property Type House
Accommodation Entire Home
Check-In A keypad is available 24 hours a day to provide entry for guests
House Rules
  • Maximum occupancy: 12
  • Children welcome
  • Infants welcome
  • Smoking not allowed
  • Wheelchair inaccessible
  • Minimum age of primary renter: 21
  • Pets welcome
Setting & View
  • Pool View
  • Resort Access
General
  • Internet / Wifi
  • Telephone
  • Air Conditioning
  • Central Heating
  • Linens Provided
  • Towels Provided
  • Washing Machine
  • Clothes Dryer
  • Hot Water
  • Private Living Room
  • Fitness Room/Equipment
  • Hair Dryer
  • Iron & Board
  • Ceiling Fans
  • Basic Soaps
  • Paper Towels
  • Shampoo
  • Toilet Paper
  • Hangers
  • Private Entrance
  • Lock On Bedroom Door
  • Extra Pillows & Blankets
  • Body Soap
  • Hair Conditioner
  • Rain Shower
  • Shower Gel
  • Clothing Storage (closet or wardrobe)
  • Clothes Drying Rack
Kitchen
  • Kitchen
  • Refrigerator
  • Stove
  • Oven
  • Microwave
  • Dishwasher
  • Dishes & Utensils
  • Spices/Pantry Items
  • Coffee Maker
  • Toaster
  • Ice Maker
  • Freezer
  • Blender
  • Kettle
  • Pots & Pans
  • Kitchen Island
  • Dining Table
  • Baking Sheet
  • Coffee
  • Wine Glasses
Dining
  • Child's Highchair
  • Seating for 8 people
Bathrooms 5 Baths
  • Mandalorian – Combination Tub/Shower, Toilet
  • Frozen – Combination Tub/Shower, Toilet
  • Upstairs Suite – Combination Tub/Shower, Toilet
  • Primary 1 Bathroom – Shower, Toilet
  • Primary 2 – Shower, Toilet
Sleeping Arrangements 5 Bedrooms, sleeps 11-12
  • Mandalorian – 1 Bunk Bed, 1 Double Bed, 2 Twin Beds, 1 Trundle
  • Primary 1 – 1 King Bed
  • Primary 2 – 1 King Bed
  • Frozen – 2 Twin Beds
  • Upstairs Suite – 1 Queen Bed
Entertainment
  • Satellite/Cable
  • Games/Board Games
  • Game Room
  • Pool Table
  • Ping Pong Table
  • Foosball
  • Gym
  • Smart TV
  • Exercise Equipment
  • Arcade Machine
  • Theme Room
Family
  • Baby Gate
  • Children's Dinnerware
  • Pack N Play/Travel Crib
  • Room Darkening Shades
Outdoor
  • Deck/Patio (uncovered)
  • Lanai/Gazebo (covered)
  • Lawn/Garden
  • Tennis
  • Beach Essentials
  • Walkable to Park/Playground
  • Play Area
  • Outdoor Dining
  • Outdoor Seating
  • Playground
  • Sun Loungers
Pool/Spa
  • Communal Pool
  • Private Pool
  • Jacuzzi
Vehicles
  • Free Parking
  • EV Charger
Theme
  • Family
  • Tourist Attractions
Attractions
  • Theme Parks
  • Water Parks
Leisure
  • Outlet Shopping
  • Shopping
  • Water Sports
Sports & Adventure
  • Basketball Court
Safety
  • Deadbolt Lock
  • Fire Extinguisher
  • First Aid Kit
  • Medical Emergency Contact
  • Exterior Lighting
  • Smoke Detector
  • Enhanced Cleaning Practices
  • Cleaning Disinfection
  • Common Surface Disinfectant Cleaned
  • Linens High Temp Wash
  • Cleaning Products
Expectations
  • Cameras/Surveillance
Check Out Tasks
  • Turn Things Off
  • Throw Away Trash
  • Lock Up
  • Gather Towels
  • Additional Requests

Registration

Registration Number
DWE5927178
Registration Expiration Date
Apr 1, 2027