• 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
-
Close Quote
Detailed Quote

Playful Paradise At Windsor Hills

Kissimmee, FL

Save to Favorites
Close Inquiry

Inquire about this property:

Ask A Question
Share This

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)!

Read more

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.


Reviews

LEAVE A REVIEW

We are sorry, there are no reviews for this unit. Be the first to leave a review!


Availability

-
Close Quote
Detailed Quote

March 2025
S M T W T F S
            01
02 03 04 05 06 07 08
09 10 11 12 13 14 15
16 17 18 19 20 21 22
23 24 25 26 27 28 29
$116
30
$91
31
$86
         
April 2025
S M T W T F S
    01 02 03 04
$115
05
$108
06
$86
07 08 09 10 11 12
$99
13
$89
14 15 16 17 18 19
20 21 22 23 24 25
$105
26
$101
27
$86
28
$86
29
$86
30      
May 2025
S M T W T F S
        01 02 03
04 05 06 07 08
$86
09
$96
10
$96
11
$86
12
$86
13
$86
14
$86
15
$86
16
$88
17
18 19 20 21 22
$86
23
$106
24
$108
25
$94
26
$86
27
$86
28
$86
29
$89
30
$105
31
$106
June 2025
S M T W T F S
01
$94
02 03 04 05 06 07
$114
08
$98
09
$91
10
$90
11
$89
12
$105
13
$125
14
$131
15
$111
16
$106
17
$108
18
$116
19
$130
20
$149
21
$140
22
$124
23
$115
24
$119
25
$122
26
$144
27
$154
28
$162
29
$133
30
$118
         
July 2025
S M T W T F S
    01
$114
02
$113
03
$149
04
$169
05
$162
06
$123
07
$115
08
$113
09
$114
10
$129
11
$146
12
$141
13
$121
14
$109
15
$107
16
$107
17
$126
18
$149
19
$139
20
$115
21
$105
22
$104
23
$102
24
$115
25
$131
26
$129
27
$109
28
$102
29
$101
30
$99
31
$114
   
August 2025
S M T W T F S
          01
$142
02
$142
03
$127
04
$119
05
$124
06
$121
07
$123
08
$143
09
$144
10
$118
11
$101
12
$99
13
$94
14
$106
15
$127
16
$125
17
$105
18
$94
19
$93
20
$89
21
$101
22
$120
23
$120
24
$100
25
$89
26
$90
27
$87
28
$98
29
$123
30
$123
31
$108
           
September 2025
S M T W T F S
  01
$86
02
$86
03
$86
04 05 06
07 08 09
$86
10
$86
11
$90
12
$110
13
14 15 16 17 18 19 20
21 22 23 24 25 26 27
28 29
$86
30
$86
       
October 2025
S M T W T F S
      01
$86
02
$91
03
$104
04
$104
05
$92
06
$86
07
$86
08
$86
09
$97
10
$116
11
$119
12 13 14 15 16
$98
17
$110
18
$113
19
$99
20
$87
21
$93
22
$87
23
$100
24
$114
25
$114
26
$96
27
$86
28
$86
29
$91
30
$105
31
$119
 
November 2025
S M T W T F S
            01
$138
02
$118
03
$106
04
$105
05
$103
06
$116
07
$152
08
$148
09
$130
10
$117
11
$97
12
$98
13
$128
14
$145
15
$145
16
$128
17
$117
18
$104
19
$105
20
$117
21
$140
22
$143
23
$119
24
$111
25
$111
26
$134
27
$152
28
$168
29
$166
30
$121
           
December 2025
S M T W T F S
  01
$117
02
$119
03
$118
04
$134
05
$156
06
$149
07
$125
08
$112
09
$110
10
$113
11
$133
12
$156
13
$162
14
$142
15
$130
16
$135
17
$148
18
$182
19
$227
20
$249
21
$253
22
$235
23
$239
24
$234
25
$261
26
$297
27
$330
28
$296
29
$258
30
$257
31
$252
     
January 2026
S M T W T F S
        01
$258
02
$285
03
$282
04
$197
05
$182
06
$183
07
$179
08
$200
09
$227
10
$218
11
$155
12
$137
13
$137
14
$122
15
$131
16
$177
17
$176
18
$155
19
$111
20
$111
21
$107
22
$120
23
$149
24
$149
25
$131
26
$118
27
$118
28
$120
29
$135
30
$152
31
$151
February 2026
S M T W T F S
01
$129
02
$115
03
$116
04
$114
05
$135
06
$168
07
$176
08
$143
09
$128
10
$124
11
$122
12
$147
13
$221
14
$222
15
$179
16
$144
17
$143
18
$137
19
$154
20
$187
21
$186
22
$158
23
$140
24
$135
25
$147
26
$162
27
$188
28
$197
March 2026
S M T W T F S
01
$166
02
$145
03
$141
04
$140
05
$161
06
$193
07
$200
08
$165
09
$154
10
$156
11
$151
12
$175
13
$207
14
$211
15
$183
16
$187
17
$178
18
$174
19
$201
20
$231
21
$226
22
$192
23
$187
24
$191
25
$184
26
$210
27
$234
28
$226
29
$193
30
$179
31
$185
       
    Available     Unavailable  Check-In Only  Check-Out Only