• Indulge in the luxurious allure of Playful Paradise At Windsor Hills
    Indulge in the luxurious allure of Playful Paradise At Windsor Hills
  • Lavish in the convenience of our baby amenities
    Lavish in the convenience of our baby amenities
  • Enjoy all of the amenities Windsor Hills has to offer
    Enjoy all of the amenities Windsor Hills has to offer
  • "The Force is strong with this one" Themed bedrooms with lush bedding
    "The Force is strong with this one" Themed bedrooms with lush bedding
  • Craft your favorite meals in this well-appointed kitchen
    Craft your favorite meals in this well-appointed kitchen
  • Savor the crisp breeze on your exclusive balcony
    Savor the crisp breeze on your exclusive balcony
  • Bright living space with sofa sleeper and Smart TV
    Bright living space with sofa sleeper and Smart TV
  • Bright living space with sofa sleeper and Smart TV
    Bright living space with sofa sleeper and Smart TV
  • Bright living space with sofa sleeper and Smart TV
    Bright living space with sofa sleeper and Smart TV
  • Bright living space with sofa sleeper and Smart TV
    Bright living space with sofa sleeper and Smart TV
  • Bright living space with sofa sleeper and Smart TV
    Bright living space with sofa sleeper and Smart TV
  • Dining table with seating for 6
    Dining table with seating for 6
  • “Playful” Paradise!
    “Playful” Paradise!
  • Dining table with seating for 6
    Dining table with seating for 6
  • Fully equipped kitchen
    Fully equipped kitchen
  • Fully equipped kitchen
    Fully equipped kitchen
  • Fully equipped kitchen
    Fully equipped kitchen
  • Fully equipped kitchen
    Fully equipped kitchen
  • Fully equipped kitchen
    Fully equipped kitchen
  • Fun art Super Hero art wall
    Fun art Super Hero art wall
  • Oh boy! Mickey themed bedroom 1 with twin/full bunk bed, magnet board, and Smart TV
    Oh boy! Mickey themed bedroom 1 with twin/full bunk bed, magnet board, and Smart TV
  • Oh boy! Mickey themed bedroom 1 with twin/full bunk bed, magnet board, and Smart TV
    Oh boy! Mickey themed bedroom 1 with twin/full bunk bed, magnet board, and Smart TV
  • Oh boy! Mickey themed bedroom 1 with twin/full bunk bed, magnet board, and Smart TV
    Oh boy! Mickey themed bedroom 1 with twin/full bunk bed, magnet board, and Smart TV
  • Oh boy! Mickey themed bedroom 1 with twin/full bunk bed, magnet board, and Smart TV
    Oh boy! Mickey themed bedroom 1 with twin/full bunk bed, magnet board, and Smart TV
  • Oh boy! Mickey themed bedroom 1 with twin/full bunk bed, magnet board, and Smart TV
    Oh boy! Mickey themed bedroom 1 with twin/full bunk bed, magnet board, and Smart TV
  • Oh boy! Mickey themed bedroom 1 with twin/full bunk bed, magnet board, and Smart TV
    Oh boy! Mickey themed bedroom 1 with twin/full bunk bed, magnet board, and Smart TV
  • Shared bathroom with shower/tub combo
    Shared bathroom with shower/tub combo
  • Shared bathroom with shower/tub combo
    Shared bathroom with shower/tub combo
  • "May the Force be with you" Star Wars themed room with king bed, TV, and ensuite
    "May the Force be with you" Star Wars themed room with king bed, TV, and ensuite
  • "May the Force be with you" Star Wars themed room with king bed, TV, and ensuite
    "May the Force be with you" Star Wars themed room with king bed, TV, and ensuite
  • "May the Force be with you" Star Wars themed room with king bed, TV, and ensuite
    "May the Force be with you" Star Wars themed room with king bed, TV, and ensuite
  • "May the Force be with you" Star Wars themed room with king bed, TV, and ensuite
    "May the Force be with you" Star Wars themed room with king bed, TV, and ensuite
  • "May the Force be with you" Star Wars themed room with king bed, TV, and ensuite
    "May the Force be with you" Star Wars themed room with king bed, TV, and ensuite
  • Ensuite bathroom with stand up shower
    Ensuite bathroom with stand up shower
  • Ensuite bathroom with stand up shower
    Ensuite bathroom with stand up shower
  • Laundry closet
    Laundry closet
  • Windsor Hills
    Windsor Hills
  • Windsor Hills
    Windsor Hills
  • Windsor Hills
    Windsor Hills
  • Windsor Hills
    Windsor Hills
  • Windsor Hills
    Windsor Hills
  • Windsor Hills
    Windsor Hills
  • Windsor Hills
    Windsor Hills
  • Windsor Hills
    Windsor Hills
  • Windsor Hills
    Windsor Hills
  • Windsor Hills
    Windsor Hills
  • Windsor Hills
    Windsor Hills
  • Windsor Hills
    Windsor Hills
  • Windsor Hills
    Windsor Hills
  • Windsor Hills
    Windsor Hills
  • Windsor Hills
    Windsor Hills
  • Windsor Hills
    Windsor Hills
  • Windsor Hills
    Windsor Hills
  • Windsor Hills
    Windsor Hills
  • Windsor Hills
    Windsor Hills
  • Windsor Hills
    Windsor Hills
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Playful Paradise At Windsor Hills

Kissimmee, FL

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Condo

7 Guests

2 Bedrooms

3 Beds

2 Bathrooms

Playful Paradise at Windsor Hills isn’t just a vacation destination; it’s a home away from home where families create lasting memories and experience the magic of Florida together! From the exciting amenities to the luxurious accommodations, it’s a delightful retreat for travelers seeking the perfect blend of comfort and adventure. As the name alludes, you’ll be located within the fabulous Windsor Hills Resort, characterized by lush landscapes, palm-lined streets, and a variety of amenities for kids and kids-at-heart alike.

Dive into the sparkling, tropical-themed community pool and waterpark, complete with thrilling slides and a splash pad for the little ones. With an onsite game room, fitness center, and sports facilities like tennis and basketball courts, there's never a shortage of activities for every age group. The resort also features a fantastic playground where kids can burn off energy, and the castle-themed clubhouse hosts movie nights, providing entertainment for the whole family. With a sundry shop for last-minute snacks and necessities and a grill for enjoying a fantastic lunch by the pool, everything you need is within reach!

After a day of exploring the parks, retreat to the tranquility of the home where the peaceful atmosphere invites you to relax and recharge for another day of adventures. The cheerful, open interior is a nod to the magic of the parks, as vibrant and eye catching as they are subtle and sophisticated. Curl up for a family movie night on the plush living room sofa and armchair seating while the cool breeze flows from the balcony through the home. The chic, circular dining table can seat 6 for formal meals and game nights alike, with service to and from the kitchen just steps away. The kitchen itself is fully equipped for all your home-cooking needs, showcasing stainless steel appliances, stone countertops, and sleek cabinetry with sophisticated gold accents. All the cookware and dining ware you need is supplied for you whether you’re planning a family-style meal or whipping up a spread of delicious hors d’oeuvres.

This home comfortably sleeps 7 guests between 2 private bedrooms and a queen size sleeper sofa in the living room.

Bedroom #1 immerses you in a classic Mickey adventure, including a twin-over-full bunk bed and a smart TV.

The force is with you in bedroom #2, inclusive of a king size bed, TV, and ensuite bathroom with a single granite vanity and glass walk-in shower.

The home also includes an additional full guest bathroom that will transport you under the sea, with a single granite vanity and shower/tub combo.

THINGS TO NOTE:
• Washer and dryer in home.
• Lot parking available for 3 vehicles. Passes are required and will be provided upon check-in.
• Guests are required to submit a guest list including all members of their party aged 2 years old or older.
• The clubhouse pool will be closed for resurfacing for the entire month of September 2024. Unfortunately, guests will not be able to use the pool for this month.

Windsor Hills is advantageously located with several nearby options for dining and shopping. You’ll enjoy staying just minutes from world-renowned attractions, beautiful beaches, and challenging golf courses. The major Florida attractions are also just a skip-and-a-jump away: Magic Kingdom (8 miles), Epcot (6 miles), Hollywood Studios (5 miles), Animal Kingdom (2 miles), Universal Studios (16 miles), Legoland (33 miles), Margaritaville (3 miles), and Sea World (11 miles)!

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Where you'll sleep

Bedroom 1

1 Sofa Sleeper

Bedroom 2

1 Bunk Bed

Bedroom 3

1 King


Amenities

  • Air Conditioning
  • Arcade
  • BBQ
  • Balcony
  • Blender
  • Board Games
  • Body Soap
  • Call to Book
  • Carbon Monoxide Detector
  • Ceiling Fan
  • Close to ATM/Bank
  • Close to Biking Trails
  • Close to Downtown
  • Close to Equipment Rentals
  • Close to Golf
  • Close to Groceries
  • Close to Gym
  • Close to Hiking Trails
  • Close to Mail Services
  • Close to Medical Services
  • Close to Movie Theater
  • Close to Museums
  • Close to Park
  • Close to Rec Center
  • Close to Restaurants
  • Close to Shopping
  • Close to Shuttle
  • Close to Theme Parks
  • Close to Town
  • Close to Water Parks
  • Close to Zoo
  • Clubhouse
  • Coffee Maker
  • Communal Pool
  • Cookware
  • DVD Player
  • Dining Room
  • Dining Table
  • Dishes & Silverware
  • Dishwasher
  • Dryer
  • Essentials
  • Fitness Room
  • Full Kitchen
  • Game Room
  • Garden View
  • Guest House
  • Hair Dryer
  • Heating
  • High Chair
  • Hiking
  • Home Theater
  • Hot Tub
  • Hot Water
  • Internet
  • Iron Board
  • Laptop Workspace
  • Linens Provided
  • Long Term Stays
  • Microwave
  • Oven
  • Pack and Play
  • Parking
  • Parking Info
  • Parking Lot Parking
  • Parking Pass Required
  • Ping Pong Table
  • Pool Table
  • Private Entrance
  • Putting Green
  • Refrigerator
  • Shampoo/Conditioner
  • Shuffleboard
  • Smoke Detector
  • Stereo
  • Stove
  • Television
  • Tennis
  • Toaster
  • Washer
  • Water Sports
  • Wineware

House rules

  1. This property is non-smoking. You will be fined $500 plus mitigation costs
  2. Pets of any kind are not allowed. You will be fined $500 plus cleaning costs.
  3. Do not exceed the maximum number of cars or occupants.
  4. Do not park automobiles in the grass, as you will be towed/ticketed.
  5. Always observe quiet hours after 9PM, as there are neighbors close by.
  6. Failure to follow these rules/procedures and the rules/procedures stated in the agreed upon rental agreement could result in fines, forfeit of the security deposit, and in some cases being asked to leave without a refund.

Book with Confidence

Our policy is simple and transparent. Read our cancellation policy >

Enhanced Cleaning Protocols

Your safety is our priority. Our professional housekeepers are going above and beyond to provide your family with a clean stay.

Local Support

Our customer care department is available round-the-clock to assist you with any queries or concerns you may have. Additionally, our local office is open during normal business hours to serve you. In case of emergencies outside of business hours, please contact our after-hours support team.


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December 2024
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February 2025
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$143
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$128
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March 2025
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$219
         
April 2025
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$212
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$269
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May 2025
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$154
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June 2025
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July 2025
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August 2025
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$188
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$146
           
September 2025
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$115
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$113
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$113
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$113
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$149
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October 2025
S M T W T F S
      01
$115
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$115
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$149
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$150
05
$137
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$126
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$118
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$123
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$124
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$167
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$167
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$153
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$122
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$118
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$125
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$144
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$123
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$117
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$165
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$146
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$131
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$119
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$125
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$163
 
November 2025
S M T W T F S
            01
$173
02
$141
03
$120
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$113
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$120
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$125
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$189
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$194
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$177
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$155
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$120
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$128
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$137
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$192
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$190
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$162
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$139
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$137
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$149
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$147
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$189
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$165
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$133
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$170
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$170
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$219
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$213
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$161
           
December 2025
S M T W T F S
  01
$140
02
$130
03
$144
04
$147
05
$191
06
$189
07
$168
08
$139
09
$145
10
$142
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$149
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$192
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$212
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$166
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$161
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$136
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$169
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