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

$150-1,091/night
5 Bedrooms • 5 Baths • Sleeps 11-12
Allows pets Internet Private Pool (more...)

🌟 June, July, and August dates are open — don't wait until they're gone.

Just 12 minutes from Disney World, this 5-bedroom, 5-bathroom Windsor Hills villa is your family's perfect summer home base. Private pool and spa, themed bedrooms the kids will never stop talking about, and full Windsor Hills Resort amenities — all included at no extra cost.

Florida summer means the pool is warm and ready every single day. No waiting, no fees, just jump in. And when the afternoon storms roll in around 3pm (and they will), the Mario-themed game room is waiting — pool table, foosball, and arcade games to keep everyone happy until the sun comes back out.

Frozen and Mandalorian themed bedrooms, two king master suites, and a queen suite mean everyone gets their own space and their own moment of magic. Every bedroom has a private en-suite bathroom.

Two miles from Disney. Just minutes home at the end of a long park day.

This is the summer vacation your family has been waiting for!

About the Owner

Welcome to Wild Sky Retreats. I manage every booking personally — from the moment you book to the moment you check out, you'll have a real person available to answer questions and make sure everything runs smoothly. My goal is simple: make your family's vacation easy, stress-free, and memorable. This home was designed with families in mind, and it shows.

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
  • 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
  • Wifi
  • Ceiling Fans
  • Basic Soaps
  • Paper Towels
  • Shampoo
  • Toilet Paper
  • Hangers
  • Private Entrance
  • Lock On Bedroom Door
  • Extra Pillows & Blankets
  • Free Internet
  • 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
  • Heated Pool
  • Jacuzzi
  • Fenced Pool
Vehicles
  • Parking
  • Free Parking
  • EV Charger
  • Free Parking On Premises
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, 2026