Villa in Osceola County, FL
18 guests · 8 bedrooms · 7 baths
Reasons to book
Top-tier experienceA high end property in 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 villa rental
Summary:
Discover paradise in our luxurious 8-BR Villa at Windsor at Westside Resort. Unwind in the private heated pool, enjoy the AC game room, or indulge in opulent bedrooms. Near Disney, fine dining, shopping and nightlife - an ideal getaway for large groups seeking vacation excellence.
The Space:
Step into our 6,000 ft² lake-view luxury retreat and embrace the tranquil elegance that permeates every inch of this architectural masterpiece. Each of our eight tastefully decorated bedrooms provides a peaceful sanctuary for rest and relaxation. Premium linens, smart TVs, and elegant décor punctuate the rooms, while spa-like amenities in five extravagant bathrooms ensure all guests revel in plush comfort.
Illuminate your culinary passion in the chef-inspired kitchen, equipped with state-of-the-art stainless steel appliances and double refrigerators. Enjoy warm family meals in the chic dining area or choose the picturesque outdoor dining space wrapped in sunset hues and palm tree silhouettes.
Relaxation knows no bounds in our radiant living area designed for communal gatherings, entertainment, and relaxation. Stream your favorite movie on the large Smart TV, or spend a leisurely morning savoring coffee while drinking in the tranquil lake view.
A complete entertainment package awaits in our air-conditioned game room, loaded with an arcade, billiards table and oozing unbounded fun. Outside, a heated pool and spa beckon you for a soothing soak as you catch mesmerizing views of the serene lake.
Guest Access:
Guests will have exclusive access to the complete villa, secure, and private throughout their stay, with the luxury of parking multiple vehicles. Enjoy the warmth of the private heated pool, spa, and the ease of a fully equipped kitchen. In addition to the villa's exquisite offerings, Windsor at Westside Resort boasts a myriad of top-notch amenities including a resort-style pool, water slides, and a laid-back lazy river; a deluxe fitness center; a game arcade and splash park; and a tiki bar & lounge to enjoy refreshing drinks under the radiant Florida sun. For additional information about Windsor at Westside Resort, including resort amenities and guest information, please visit the official Windsor at Westside Resort website
The Neighborhood:
Nestled in the heart of Central Florida, the Villas at Windsor Westside offer an exclusive resort experience designed for unforgettable family vacations. 🏖️✨
🏰 World-Class Clubhouse & Amenities
Spread across 20,000+ sq. ft., the Windsor Westside Clubhouse is a premier entertainment hub featuring:
💦 Resort-style pool with water slides, lazy river, and splash park
🍹 Tiki bar serving refreshing drinks & delicious bites
🎬 Movie theatre for cozy family nights
🏋️♂️ State-of-the-art fitness center to keep your vacation active
🎮 Game room, playground, and volleyball courts for all ages
🎾 Tennis clubhouse and stadium-style courts for sports enthusiasts
The air-conditioned cabanas around the pool are perfect for relaxing under the Florida sun in total comfort. 🌞🕶️
🍽️ Dine & Relax in Style
Head to The Grille for a delicious meal — whether you prefer poolside dining or the cool comfort of the clubhouse. Simply raise your lounger flag, and an attendant will deliver your favorite drink or dish while you unwind by the pool. 🍔🍸
👨👩👧👦 Fun for Everyone
While the little ones enjoy supervised activities organized by trained staff, adults can sit back and savor some well-deserved rest and relaxation. With over 900 acres of community amenities, you’ll find everything you need for a perfect getaway — and you may never want to leave! 🏡💫
🔥 Good to Know:
Pool heat available upon request for $45/day (recommended during colder months).
Located minutes from Disney World, Universal Studios, and Orlando’s top attractions!
📸 Perfect for Families | Groups | Disney Lovers
Experience the best of resort-style living with the comfort and privacy of your own villa — where luxury, leisure, and location meet. 🌴✨
Getting Around:
Exploring Central Florida from the Villas at Windsor Westside is effortless and convenient! 🌴✨
🕹️ Prime Location:
You’re just 10–15 minutes from Disney’s Magic Kingdom, Animal Kingdom, Epcot, and Hollywood Studios, while Universal Studios and SeaWorld are a quick drive away. The resort’s central location in Kissimmee puts you right at the heart of the action — close to world-class dining, shopping, and entertainment. 🎢🛍️
🚘 Transportation Options:
Free parking is available both on the property and within the resort for all guests.
Driving is the easiest way to get around — major highways like I-4, US-192, and SR-429 are just minutes away, offering direct routes to Orlando attractions, outlet malls, and beaches.
Rideshare services such as Uber and Lyft are readily available and affordable for quick trips to Disney or local restaurants.
Prefer a more leisurely option? Many guests enjoy renting golf carts or bicycles to explore the scenic resort grounds and nearby lakeside trails. 🚲
✈️ Airports:
Orlando International Airport (MCO): ~30 minutes away.
Sanford International Airport (SFB): ~1 hour drive.
Whether you’re heading to the theme parks, outlet shopping, or a beach day on either coast, getting around from Windsor Westside is simple, smooth, and stress-free. 🏖️✨
Other Things to Note:
Our luxurious lakefront villa is an ideal destination for the upcoming fall holidays. Imagine grand holiday feasts in our elegant indoor dining space or a snug BBQ under the sheltered Florida sky by the pool, all against the gorgeous backdrop of twinkling autumn stars reflected in the lake.
The villa's prime location ensures easy access to the most enchanting attractions in Florida. Relish the magic moments away in Disney's Animal Kingdom, Magic Kingdom Park, Epcot, Disney's Hollywood Studios, and the all-embracing Walt Disney World Resort, not forgetting the dazzling display of Happily Ever After Fireworks. Shopping enthusiasts will discover retail heaven in Posner Park and nearby premium outlet malls.
The lively local dining scene offers fresh seafood and prime steak delicacies at The Venetian Chop House at Grand Lakeside. Unwind and sip on signature cocktails at friendly nearby bars that promise a warm and inviting ambiance.
To uphold a harmonious environment for all guests, kindly abide by our no smoking and no pet rules. Whether you're planning a family holiday, a reunion, or a friends' getaway, prepare to be enraptured by the unparalleled blend of luxury, location, and leisure - book today for an unforgettable vacation experience!
Interaction with Guests:
We’re committed to delivering a five-star, white-glove experience from the moment you arrive until checkout. 🌟 Our team is available 24/7 to assist with anything you need — whether it’s a quick question, a local recommendation, or help arranging an extra service.
Communication is seamless and convenient through the app, ensuring prompt responses and peace of mind throughout your stay. 💬✨
Relax and enjoy — we’re always just a message away to make sure your vacation is nothing short of exceptional. 🏡💖
Discover paradise in our luxurious 8-BR Villa at Windsor at Westside Resort. Unwind in the private heated pool, enjoy the AC game room, or indulge in opulent bedrooms. Near Disney, fine dining, shopping and nightlife - an ideal getaway for large groups seeking vacation excellence.
The Space:
Step into our 6,000 ft² lake-view luxury retreat and embrace the tranquil elegance that permeates every inch of this architectural masterpiece. Each of our eight tastefully decorated bedrooms provides a peaceful sanctuary for rest and relaxation. Premium linens, smart TVs, and elegant décor punctuate the rooms, while spa-like amenities in five extravagant bathrooms ensure all guests revel in plush comfort.
Illuminate your culinary passion in the chef-inspired kitchen, equipped with state-of-the-art stainless steel appliances and double refrigerators. Enjoy warm family meals in the chic dining area or choose the picturesque outdoor dining space wrapped in sunset hues and palm tree silhouettes.
Relaxation knows no bounds in our radiant living area designed for communal gatherings, entertainment, and relaxation. Stream your favorite movie on the large Smart TV, or spend a leisurely morning savoring coffee while drinking in the tranquil lake view.
A complete entertainment package awaits in our air-conditioned game room, loaded with an arcade, billiards table and oozing unbounded fun. Outside, a heated pool and spa beckon you for a soothing soak as you catch mesmerizing views of the serene lake.
Guest Access:
Guests will have exclusive access to the complete villa, secure, and private throughout their stay, with the luxury of parking multiple vehicles. Enjoy the warmth of the private heated pool, spa, and the ease of a fully equipped kitchen. In addition to the villa's exquisite offerings, Windsor at Westside Resort boasts a myriad of top-notch amenities including a resort-style pool, water slides, and a laid-back lazy river; a deluxe fitness center; a game arcade and splash park; and a tiki bar & lounge to enjoy refreshing drinks under the radiant Florida sun. For additional information about Windsor at Westside Resort, including resort amenities and guest information, please visit the official Windsor at Westside Resort website
The Neighborhood:
Nestled in the heart of Central Florida, the Villas at Windsor Westside offer an exclusive resort experience designed for unforgettable family vacations. 🏖️✨
🏰 World-Class Clubhouse & Amenities
Spread across 20,000+ sq. ft., the Windsor Westside Clubhouse is a premier entertainment hub featuring:
💦 Resort-style pool with water slides, lazy river, and splash park
🍹 Tiki bar serving refreshing drinks & delicious bites
🎬 Movie theatre for cozy family nights
🏋️♂️ State-of-the-art fitness center to keep your vacation active
🎮 Game room, playground, and volleyball courts for all ages
🎾 Tennis clubhouse and stadium-style courts for sports enthusiasts
The air-conditioned cabanas around the pool are perfect for relaxing under the Florida sun in total comfort. 🌞🕶️
🍽️ Dine & Relax in Style
Head to The Grille for a delicious meal — whether you prefer poolside dining or the cool comfort of the clubhouse. Simply raise your lounger flag, and an attendant will deliver your favorite drink or dish while you unwind by the pool. 🍔🍸
👨👩👧👦 Fun for Everyone
While the little ones enjoy supervised activities organized by trained staff, adults can sit back and savor some well-deserved rest and relaxation. With over 900 acres of community amenities, you’ll find everything you need for a perfect getaway — and you may never want to leave! 🏡💫
🔥 Good to Know:
Pool heat available upon request for $45/day (recommended during colder months).
Located minutes from Disney World, Universal Studios, and Orlando’s top attractions!
📸 Perfect for Families | Groups | Disney Lovers
Experience the best of resort-style living with the comfort and privacy of your own villa — where luxury, leisure, and location meet. 🌴✨
Getting Around:
Exploring Central Florida from the Villas at Windsor Westside is effortless and convenient! 🌴✨
🕹️ Prime Location:
You’re just 10–15 minutes from Disney’s Magic Kingdom, Animal Kingdom, Epcot, and Hollywood Studios, while Universal Studios and SeaWorld are a quick drive away. The resort’s central location in Kissimmee puts you right at the heart of the action — close to world-class dining, shopping, and entertainment. 🎢🛍️
🚘 Transportation Options:
Free parking is available both on the property and within the resort for all guests.
Driving is the easiest way to get around — major highways like I-4, US-192, and SR-429 are just minutes away, offering direct routes to Orlando attractions, outlet malls, and beaches.
Rideshare services such as Uber and Lyft are readily available and affordable for quick trips to Disney or local restaurants.
Prefer a more leisurely option? Many guests enjoy renting golf carts or bicycles to explore the scenic resort grounds and nearby lakeside trails. 🚲
✈️ Airports:
Orlando International Airport (MCO): ~30 minutes away.
Sanford International Airport (SFB): ~1 hour drive.
Whether you’re heading to the theme parks, outlet shopping, or a beach day on either coast, getting around from Windsor Westside is simple, smooth, and stress-free. 🏖️✨
Other Things to Note:
Our luxurious lakefront villa is an ideal destination for the upcoming fall holidays. Imagine grand holiday feasts in our elegant indoor dining space or a snug BBQ under the sheltered Florida sky by the pool, all against the gorgeous backdrop of twinkling autumn stars reflected in the lake.
The villa's prime location ensures easy access to the most enchanting attractions in Florida. Relish the magic moments away in Disney's Animal Kingdom, Magic Kingdom Park, Epcot, Disney's Hollywood Studios, and the all-embracing Walt Disney World Resort, not forgetting the dazzling display of Happily Ever After Fireworks. Shopping enthusiasts will discover retail heaven in Posner Park and nearby premium outlet malls.
The lively local dining scene offers fresh seafood and prime steak delicacies at The Venetian Chop House at Grand Lakeside. Unwind and sip on signature cocktails at friendly nearby bars that promise a warm and inviting ambiance.
To uphold a harmonious environment for all guests, kindly abide by our no smoking and no pet rules. Whether you're planning a family holiday, a reunion, or a friends' getaway, prepare to be enraptured by the unparalleled blend of luxury, location, and leisure - book today for an unforgettable vacation experience!
Interaction with Guests:
We’re committed to delivering a five-star, white-glove experience from the moment you arrive until checkout. 🌟 Our team is available 24/7 to assist with anything you need — whether it’s a quick question, a local recommendation, or help arranging an extra service.
Communication is seamless and convenient through the app, ensuring prompt responses and peace of mind throughout your stay. 💬✨
Relax and enjoy — we’re always just a message away to make sure your vacation is nothing short of exceptional. 🏡💖
Amenities
Non-smoking
No pets allowed
Family friendly
Map of Osceola County, FL
$$$$
Don't miss out! Price and availability may change
