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

$150-1,053/night
5 Bedrooms • 5 Baths • Sleeps 11-12
Allows pets Internet Private Pool (more...)

📍 Windsor Hills - Closest Resort to Disney (Just 2 Miles!) 🏰
Skip the long commutes and maximize your park time. You'll be at Disney's gates in minutes, with Universal Studios and SeaWorld also nearby.
🔥 FREE Heated Pool & Spa (Oct-May) + Spacious 5BR/5BA Villa
Perfect for spring break families who want comfort, space, and resort amenities without the crowds. This private home offers everything you need for an effortless Florida vacation.
Inside the Villa:

5 bedrooms, 5 full bathrooms — ideal for multi-generational trips
Two king master suites with en-suite baths for privacy and comfort
Mandalorian & Frozen themed bedrooms to delight the kids
Mario-themed game room with air hockey, foosball & console gaming
Bright, open living areas with fully equipped gourmet kitchen
Smart TVs, fast Wi-Fi, upgraded beds & linens for quality sleep
Dog-friendly — your furry family members are welcome! ($100/pet fee)

Private Outdoor Oasis:

Screened lanai with outdoor dining and shaded seating
Private heated pool & spa (complimentary heating Oct-May)
Child safety features for peace of mind

Windsor Hills Resort Amenities:

Lagoon-style pool with water slides
Fitness center, sports courts, playgrounds
Movie theater & on-site sundry shop

Perfect Spring Break Location:

2 miles to Walt Disney World (closest resort to the parks!)
Easy access to Universal Studios & SeaWorld
Close to dining, shopping, and entertainment

What Makes Us Different:
This isn't just a rental — it's a thoughtfully designed home where spring break memories are made. From themed bedrooms that kids love to private pool time without resort crowds, every detail is here to make your family vacation comfortable and stress-free.
From morning coffee by the pool to relaxed evenings under the lanai, we've created the perfect home base for your Disney-area adventure.

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!
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 Number
DWE5927178
Registration Expiration Date
Apr 1, 2026