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

$150-1,138/night
5 Bedrooms • 5 Baths • Sleeps 11-12
Allows pets Internet Private Pool (more...)

Relax in a spacious 5BR/5BA villa just minutes from Disney, designed for comfort, space, and an easy Florida stay. Perfect for families and groups, this private home offers resort-style amenities without the crowds or hassle.

Welcome to Wild Sky Retreats at Windsor Hills Resort — a comfortable, family-friendly getaway close to the magic. Our thoughtfully designed villa blends space, fun, and functionality for stress-free vacations with family and friends.

Inside the Villa
• 5 bedrooms and 5 full bathrooms — ideal for multi-generational trips
• Two king suites with en-suite baths for privacy and comfort
• Mandalorian and Frozen themed bedrooms
• Bright, open living areas with a fully equipped kitchen and dining space
• Mario-themed game room
• Smart TVs and fast, reliable Wi-Fi
• Dog-friendly (see house rules for details)

Outdoor Living
• Screened lanai with outdoor dining and seating
• Private pool and spa (pool heat available seasonally)
• Child safety features for peace of mind

Windsor Hills Resort Amenities
• Lagoon-style pool
• Water slides
• Fitness center
• Sports courts
• Playgrounds
• Movie theater
• On-site sundry shop

Location Highlights
• Approximately 2 miles from Walt Disney World
• Easy access to Universal Studios and SeaWorld
• Close to dining, shopping, and entertainment
From morning coffee by the pool to relaxed evenings under the lanai, every detail is designed to make your stay comfortable and memorable.

⚠️ Important: The Windsor Hills water park and slides will be closed for refurbishment Jan 5 – Feb 6, 2026. All other resort amenities, including the lagoon pool and cabanas, will remain open.

About the Owner

Welcome to Wild Sky Retreats! We’re a small, hands-on hosting team passionate about creating memorable stays for every guest. From your first inquiry to your check-out day, we work together to ensure your vacation is smooth, comfortable, and full of special touches. We love sharing our local knowledge, helping you plan days at the parks or the beach, and making sure the villa is perfectly prepared for your arrival. Whether it’s a quick answer to a question, a thoughtful recommendation, or a last-minute request, our goal is always the same — to make your time here effortless and unforgettable. Your adventure in the Sunshine State starts here, and we can’t wait to host 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
  • 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 Double bed, 2 Twin beds, 1 Bunk Bed, 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