House in Osceola County, FL
18 guests · 8 bedrooms · 6 baths
Reasons to book
High-end valueWell priced for this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental
Includes essentials and more
About this house rental
Summary:
Beautiful 8-Bedroom Vacation Home with Private Pool, Spa & Resort Amenities
Welcome to Windsor Paradise, a spacious and beautifully designed 8-bedroom, 6-bathroom two-story vacation villa located in the popular Windsor at Westside Resort in Kissimmee, Florida.
Designed with large families and groups in mind, this impressive vacation home comfortably accommodates up to 18 guests, offering plenty of bedrooms, bathrooms, gathering spaces, entertainment areas, and outdoor space for everyone to enjoy.
Whether you're planning a magical Disney vacation, an action-packed Universal Orlando getaway, a family reunion, a multi-family trip, or simply a relaxing Florida escape, Windsor Paradise gives you the comfort and privacy of a vacation home while also providing access to the extensive amenities of a resort community.
After a full day exploring Central Florida, come home, cool off in your private pool and spa, challenge the family to a game of pool, relax in the spacious living areas, or gather upstairs for a movie night on the projector and large screen.
And when you're ready for even more fun, the resort offers an impressive selection of shared amenities for guests of all ages.
The Space:
THE HOME
This spacious two-story villa features 8 bedrooms, 6 bathrooms, multiple living and entertainment spaces, a fully equipped kitchen, private pool and spa, pool table, themed children's bedrooms, and a dedicated upstairs family entertainment room.
With multiple families traveling together, everyone can enjoy their own space while still having plenty of opportunities to gather together.
FIRST FLOOR
1. King Bedroom – Poolside
The first-floor King bedroom is conveniently located near the pool area and features a comfortable King bed and a private bathroom with a soaking tub and separate shower.
The bedroom also provides convenient access toward the pool area, making it especially convenient for guests who enjoy spending time outdoors.
2. Queen Bedroom
Located near the entrance, the Queen bedroom features a comfortable Queen bed and convenient access to a shared bathroom.
This first-floor bedroom can be particularly convenient for guests who prefer to avoid stairs.
SPACIOUS KITCHEN & MAIN LIVING AREA
The home features a spacious, fully equipped kitchen designed to accommodate large groups.
Prepare breakfast before heading out to the theme parks, make a family dinner after a day of adventure, or gather around the kitchen and dining areas for a relaxed evening together.
The main living room provides a comfortable gathering space where everyone can relax, watch TV, talk about the day's adventures, and spend quality time together.
With a large group, having a true vacation home with a full kitchen and multiple gathering spaces makes it easy to enjoy both together time and personal space.
SECOND FLOOR – SIX ADDITIONAL BEDROOMS
Head upstairs to discover six additional bedrooms, including spacious King bedrooms and fun themed rooms designed especially with children and teens in mind.
3. Master King Bedroom
Enjoy a comfortable King bed, private bathroom, and 40-inch TV.
4. King Bedroom
This comfortable bedroom features a King bed, 32-inch TV, and access to a shared bathroom.
5. Queen Bedroom
The Queen bedroom includes a Queen bed, 32-inch TV, and access to a shared bathroom.
6. Mickey-Themed Bedroom
A fun choice for younger guests, this themed bedroom features:
One Full-size bed
One Twin/Single bed
55-inch TV
Shared bathroom access
7. Star Wars-Themed Bedroom
Another favorite for children and young travelers, this fun themed room includes:
One Full-size bed
One Twin/Single bed
35-inch TV
Shared bathroom access
8. Second Master King Bedroom
The second master bedroom features a comfortable King bed, private bathroom with a separate shower, and 40-inch TV.
UPSTAIRS FAMILY ENTERTAINMENT ROOM
One of the highlights of Windsor Paradise is the spacious upstairs family entertainment room.
Relax together on the large sectional after a busy day at the theme parks and enjoy a family movie night using the projector and large screen.
It's the perfect space for:
Family movie nights
Popcorn and relaxation
Family gatherings
Group entertainment
Relaxing after a long day at the parks
The additional living space also gives large groups another area to spread out and enjoy time together.
GARAGE GAME ROOM
The fun continues in the garage, where guests have access to a pool table.
Challenge your family and friends to a friendly game after returning from the parks, or enjoy some indoor entertainment when you want a break from the Florida sunshine.
YOUR PRIVATE POOL & SPA
Step outside and enjoy your own private outdoor retreat.
The private pool and spa provide the perfect place to cool down, relax, and enjoy the Florida sunshine without leaving the comfort of your vacation home.
Start your morning with a relaxing swim, cool off after visiting the theme parks, or spend a leisurely afternoon by the pool while the kids enjoy the water.
Private pool
Private spa
Outdoor relaxation
Perfect for families and groups
Please note that any optional pool/spa heating arrangements should be confirmed according to the property's current house rules and policies.
Guest Access:
RESORT AMENITIES AT WINDSOR AT WESTSIDE
Your stay includes access to the fantastic amenities available at Windsor at Westside Resort.
The resort's approximately 10,000-square-foot clubhouse is designed to give guests plenty of ways to relax and have fun without leaving the community.
Resort-Style Pool
Take a break from your private pool and enjoy the resort's expansive zero-entry resort-style pool.
Lazy River
Float, relax, and enjoy the Florida sunshine on the resort's lazy river.
Waterslide
Kids and adults can enjoy the resort waterslide for an extra dose of fun.
Children's Water Playground
Younger guests can splash and play in the dedicated children's water area.
Fitness Center
Keep up with your workout routine during your vacation with access to the resort fitness center.
Game Room
The resort clubhouse includes a game room providing additional entertainment for guests.
Sports Courts
Stay active with the resort's sports facilities, including basketball and other recreational areas.
Tu Casa Bar & Lounge
Enjoy food and drinks at the resort's Tu Casa Bar & Lounge, with poolside dining available for guests.
Sundry Shop
The clubhouse also includes a convenient sundry shop for those little vacation essentials.
Lounge & Gathering Areas
Relax in the clubhouse lounge areas and enjoy a change of scenery from the villa.
Resort amenities and operating hours are subject to community rules, seasonal schedules, maintenance, and availability.
CLOSE TO ORLANDO'S WORLD-FAMOUS ATTRACTIONS
One of the biggest advantages of Windsor Paradise is its location in the Kissimmee/Orlando vacation area.
You'll be surrounded by some of Central Florida's most popular theme parks, attractions, entertainment districts, restaurants, shopping destinations, and outdoor activities.
Walt Disney World Resort
Make unforgettable memories at the Walt Disney World Resort, including:
Magic Kingdom
EPCOT
Disney's Animal Kingdom
Disney's Hollywood Studios
Disney's Typhoon Lagoon
Disney's Blizzard Beach area/seasonal offerings
Whether you're traveling with toddlers, teenagers, or grandparents, Disney offers something for everyone.
Universal Orlando Resort
For movie and adventure lovers, Universal Orlando Resort offers world-class attractions, thrilling rides, immersive lands, and entertainment.
Explore:
Universal Studios Florida
Universal Islands of Adventure
Universal Volcano Bay
Epic Universe
Spend the day experiencing incredible rides and attractions, then return to your spacious villa for a relaxing evening.
SeaWorld & Aquatica
Explore marine life, thrilling rides, live entertainment, and family attractions at SeaWorld Orlando.
For water lovers, Aquatica Orlando offers slides, pools, lazy rivers, and water-based fun for the entire family.
LEGOLAND Florida
Planning a trip with younger children?
LEGOLAND Florida Resort is another fantastic family-friendly destination, featuring rides, attractions, shows, and LEGO-themed experiences.
Gatorland
For something uniquely Floridian, visit Gatorland, where guests can experience Florida wildlife, alligators, family attractions, and outdoor adventures.
It's a great alternative when you want something different from the major theme parks.
Old Town Kissimmee
For an evening closer to home, visit Old Town Kissimmee, a classic entertainment district featuring shopping, restaurants, rides, live entertainment, family attractions, and its iconic Ferris wheel.
Old Town covers approximately 18 acres and features more than 70 shops and restaurants, making it an easy choice for a relaxed afternoon or evening outing.
Enjoy:
Ferris wheel
Restaurants
Shopping
Live entertainment
Classic car events
Family rides
Evening entertainment
Other Things to Note:
PARKING
The property provides driveway parking, with additional vehicle parking potentially available depending on community and property-specific restrictions.
Parking availability and the exact number of vehicles permitted should be confirmed with the property management team before arrival, as Windsor at Westside has community vehicle limits. The current community guidance allows up to 5 vehicles for 8–9 bedroom single-family homes, subject to the applicable rules.
TRASH & CLEANLINESS
Trash Pickup: Trash is collected daily.
Please place all trash in 13-gallon trash bags and make sure each bag is securely tied before placing it inside the trash bin located in front of the property.
Please note that trash may not be collected if it is not properly bagged in the required 13-gallon bags.
Beautiful 8-Bedroom Vacation Home with Private Pool, Spa & Resort Amenities
Welcome to Windsor Paradise, a spacious and beautifully designed 8-bedroom, 6-bathroom two-story vacation villa located in the popular Windsor at Westside Resort in Kissimmee, Florida.
Designed with large families and groups in mind, this impressive vacation home comfortably accommodates up to 18 guests, offering plenty of bedrooms, bathrooms, gathering spaces, entertainment areas, and outdoor space for everyone to enjoy.
Whether you're planning a magical Disney vacation, an action-packed Universal Orlando getaway, a family reunion, a multi-family trip, or simply a relaxing Florida escape, Windsor Paradise gives you the comfort and privacy of a vacation home while also providing access to the extensive amenities of a resort community.
After a full day exploring Central Florida, come home, cool off in your private pool and spa, challenge the family to a game of pool, relax in the spacious living areas, or gather upstairs for a movie night on the projector and large screen.
And when you're ready for even more fun, the resort offers an impressive selection of shared amenities for guests of all ages.
The Space:
THE HOME
This spacious two-story villa features 8 bedrooms, 6 bathrooms, multiple living and entertainment spaces, a fully equipped kitchen, private pool and spa, pool table, themed children's bedrooms, and a dedicated upstairs family entertainment room.
With multiple families traveling together, everyone can enjoy their own space while still having plenty of opportunities to gather together.
FIRST FLOOR
1. King Bedroom – Poolside
The first-floor King bedroom is conveniently located near the pool area and features a comfortable King bed and a private bathroom with a soaking tub and separate shower.
The bedroom also provides convenient access toward the pool area, making it especially convenient for guests who enjoy spending time outdoors.
2. Queen Bedroom
Located near the entrance, the Queen bedroom features a comfortable Queen bed and convenient access to a shared bathroom.
This first-floor bedroom can be particularly convenient for guests who prefer to avoid stairs.
SPACIOUS KITCHEN & MAIN LIVING AREA
The home features a spacious, fully equipped kitchen designed to accommodate large groups.
Prepare breakfast before heading out to the theme parks, make a family dinner after a day of adventure, or gather around the kitchen and dining areas for a relaxed evening together.
The main living room provides a comfortable gathering space where everyone can relax, watch TV, talk about the day's adventures, and spend quality time together.
With a large group, having a true vacation home with a full kitchen and multiple gathering spaces makes it easy to enjoy both together time and personal space.
SECOND FLOOR – SIX ADDITIONAL BEDROOMS
Head upstairs to discover six additional bedrooms, including spacious King bedrooms and fun themed rooms designed especially with children and teens in mind.
3. Master King Bedroom
Enjoy a comfortable King bed, private bathroom, and 40-inch TV.
4. King Bedroom
This comfortable bedroom features a King bed, 32-inch TV, and access to a shared bathroom.
5. Queen Bedroom
The Queen bedroom includes a Queen bed, 32-inch TV, and access to a shared bathroom.
6. Mickey-Themed Bedroom
A fun choice for younger guests, this themed bedroom features:
One Full-size bed
One Twin/Single bed
55-inch TV
Shared bathroom access
7. Star Wars-Themed Bedroom
Another favorite for children and young travelers, this fun themed room includes:
One Full-size bed
One Twin/Single bed
35-inch TV
Shared bathroom access
8. Second Master King Bedroom
The second master bedroom features a comfortable King bed, private bathroom with a separate shower, and 40-inch TV.
UPSTAIRS FAMILY ENTERTAINMENT ROOM
One of the highlights of Windsor Paradise is the spacious upstairs family entertainment room.
Relax together on the large sectional after a busy day at the theme parks and enjoy a family movie night using the projector and large screen.
It's the perfect space for:
Family movie nights
Popcorn and relaxation
Family gatherings
Group entertainment
Relaxing after a long day at the parks
The additional living space also gives large groups another area to spread out and enjoy time together.
GARAGE GAME ROOM
The fun continues in the garage, where guests have access to a pool table.
Challenge your family and friends to a friendly game after returning from the parks, or enjoy some indoor entertainment when you want a break from the Florida sunshine.
YOUR PRIVATE POOL & SPA
Step outside and enjoy your own private outdoor retreat.
The private pool and spa provide the perfect place to cool down, relax, and enjoy the Florida sunshine without leaving the comfort of your vacation home.
Start your morning with a relaxing swim, cool off after visiting the theme parks, or spend a leisurely afternoon by the pool while the kids enjoy the water.
Private pool
Private spa
Outdoor relaxation
Perfect for families and groups
Please note that any optional pool/spa heating arrangements should be confirmed according to the property's current house rules and policies.
Guest Access:
RESORT AMENITIES AT WINDSOR AT WESTSIDE
Your stay includes access to the fantastic amenities available at Windsor at Westside Resort.
The resort's approximately 10,000-square-foot clubhouse is designed to give guests plenty of ways to relax and have fun without leaving the community.
Resort-Style Pool
Take a break from your private pool and enjoy the resort's expansive zero-entry resort-style pool.
Lazy River
Float, relax, and enjoy the Florida sunshine on the resort's lazy river.
Waterslide
Kids and adults can enjoy the resort waterslide for an extra dose of fun.
Children's Water Playground
Younger guests can splash and play in the dedicated children's water area.
Fitness Center
Keep up with your workout routine during your vacation with access to the resort fitness center.
Game Room
The resort clubhouse includes a game room providing additional entertainment for guests.
Sports Courts
Stay active with the resort's sports facilities, including basketball and other recreational areas.
Tu Casa Bar & Lounge
Enjoy food and drinks at the resort's Tu Casa Bar & Lounge, with poolside dining available for guests.
Sundry Shop
The clubhouse also includes a convenient sundry shop for those little vacation essentials.
Lounge & Gathering Areas
Relax in the clubhouse lounge areas and enjoy a change of scenery from the villa.
Resort amenities and operating hours are subject to community rules, seasonal schedules, maintenance, and availability.
CLOSE TO ORLANDO'S WORLD-FAMOUS ATTRACTIONS
One of the biggest advantages of Windsor Paradise is its location in the Kissimmee/Orlando vacation area.
You'll be surrounded by some of Central Florida's most popular theme parks, attractions, entertainment districts, restaurants, shopping destinations, and outdoor activities.
Walt Disney World Resort
Make unforgettable memories at the Walt Disney World Resort, including:
Magic Kingdom
EPCOT
Disney's Animal Kingdom
Disney's Hollywood Studios
Disney's Typhoon Lagoon
Disney's Blizzard Beach area/seasonal offerings
Whether you're traveling with toddlers, teenagers, or grandparents, Disney offers something for everyone.
Universal Orlando Resort
For movie and adventure lovers, Universal Orlando Resort offers world-class attractions, thrilling rides, immersive lands, and entertainment.
Explore:
Universal Studios Florida
Universal Islands of Adventure
Universal Volcano Bay
Epic Universe
Spend the day experiencing incredible rides and attractions, then return to your spacious villa for a relaxing evening.
SeaWorld & Aquatica
Explore marine life, thrilling rides, live entertainment, and family attractions at SeaWorld Orlando.
For water lovers, Aquatica Orlando offers slides, pools, lazy rivers, and water-based fun for the entire family.
LEGOLAND Florida
Planning a trip with younger children?
LEGOLAND Florida Resort is another fantastic family-friendly destination, featuring rides, attractions, shows, and LEGO-themed experiences.
Gatorland
For something uniquely Floridian, visit Gatorland, where guests can experience Florida wildlife, alligators, family attractions, and outdoor adventures.
It's a great alternative when you want something different from the major theme parks.
Old Town Kissimmee
For an evening closer to home, visit Old Town Kissimmee, a classic entertainment district featuring shopping, restaurants, rides, live entertainment, family attractions, and its iconic Ferris wheel.
Old Town covers approximately 18 acres and features more than 70 shops and restaurants, making it an easy choice for a relaxed afternoon or evening outing.
Enjoy:
Ferris wheel
Restaurants
Shopping
Live entertainment
Classic car events
Family rides
Evening entertainment
Other Things to Note:
PARKING
The property provides driveway parking, with additional vehicle parking potentially available depending on community and property-specific restrictions.
Parking availability and the exact number of vehicles permitted should be confirmed with the property management team before arrival, as Windsor at Westside has community vehicle limits. The current community guidance allows up to 5 vehicles for 8–9 bedroom single-family homes, subject to the applicable rules.
TRASH & CLEANLINESS
Trash Pickup: Trash is collected daily.
Please place all trash in 13-gallon trash bags and make sure each bag is securely tied before placing it inside the trash bin located in front of the property.
Please note that trash may not be collected if it is not properly bagged in the required 13-gallon bags.
Amenities at Windsor Paradise | 8BR Resort Villa Near Disney
Non-smoking
No pets allowed
Family friendly
Map of Osceola County, FL
$$$$
Don't miss out! Price and availability may change
