Villa in Osceola County, FL
10 guests · 5 bedrooms · 5 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 villa rental
Summary:
Discover a world of comfort and opulence in our 5-BR villa, the ultimate abode for Disney lovers and groups seeking a luxury retreat in the heart of Kissimmee. Experience resort-style living with exclusive features: a private heated pool, in-house game room, gourmet kitchen, plus clubhouse access. Only moments to Disney’s iconic parks and top Florida attractions. Celebrate the upcoming summer season and major holidays in unmatched style and convenience. Your memorable getaway begins here.
The Space:
Unveil the elegance in our 5-BR luxury villa, your personal haven designed to deliver refined comfort tailored for discerning travelers. Step through the front door and immerse yourself in the carefully curated atmosphere encompassing lavish bedrooms, each equipped with Smart TVs and premium linens. Enjoy serene slumbers after bustling park adventures or chaotic Zoom meetings at our dedicated workspace with complimentary WiFi.
Five spa-like private baths, fully stocked with luxe essentials, offer an intimate space for pampering and relaxation. Unleash your inner gourmet in our modern and fully-equipped kitchen furnished with top-tier appliances, sparking joy and culinary creativity.
Venture outdoors to our heated pool radiating under Florida's invigorating sun or unwind in the absolute tranquility of our spa. Challenge your bravery in our in-house game room, packed with amusement sources suitable for all age ranges.
Whether it's the robust A/C system, coffee-maker, hairdryer, iron, baby crib, or the other seemingly small yet essential details, we've seamlessly blended them into your stay for optimal convenience.
Guest Access:
Guests enjoy unreserved access to the entire villa with free on-premise and street parking for easy convenience. Your reservation comes with a unique code for a seamless check-in experience. A private entrance ensures a peaceful and tranquil stay.
You’ll also have unrestricted access to the Windsor Westside Clubhouse, replete with world-class amenities such as a resort-style pool, movie theater, fitness center, Tiki bar, and tennis courts, truly adding a cherry to your fantastic Florida getaway.
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
🎾 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 villa’s prime position makes it the desired choice for the upcoming landmark holidays, nestled comfortably near some of the most iconic attractions Florida has to offer.
Engage in a grand Independence Day celebration at Disney's Magic Kingdom or embrace heartwarming Thanksgiving moments by our sumptuous dining table; our villa pledges memorable experiences tailored for each season.
Enjoy the summer in full swing in our lush backyard, perfect for family picnics, pool gatherings or simply soaking in the Florida sun. Disney’s Animal Kingdom, Magic Kingdom, Epcot, and Hollywood Studios are merely a stone's throw away, enhancing your chances of thrilling escapades.
Planning a dining outing? The Venetian Chop House at Grand Lakeside, a short drive away, offers a tantalizing menu. You may also prefer to take advantage of the community amenities at the Windsor Westside Clubhouse, ensuring an exquisite blend of entertainment and relaxation.
Strict policies of no-smoking, no pets, and no events are enforced to maintain tranquility. Pool heating is accessible upon request at an additional $45/day.
Note that a mandatory hold of $1000 or damage waiver coverage of $50 on your card for damages is required. Steep fines in case of violation of house rules.
Step into a luxurious, hassle-free Florida vacation at our villa. Dive into a world where luxury, leisure, and location blend perfectly to create memories to last a lifetime.
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 a world of comfort and opulence in our 5-BR villa, the ultimate abode for Disney lovers and groups seeking a luxury retreat in the heart of Kissimmee. Experience resort-style living with exclusive features: a private heated pool, in-house game room, gourmet kitchen, plus clubhouse access. Only moments to Disney’s iconic parks and top Florida attractions. Celebrate the upcoming summer season and major holidays in unmatched style and convenience. Your memorable getaway begins here.
The Space:
Unveil the elegance in our 5-BR luxury villa, your personal haven designed to deliver refined comfort tailored for discerning travelers. Step through the front door and immerse yourself in the carefully curated atmosphere encompassing lavish bedrooms, each equipped with Smart TVs and premium linens. Enjoy serene slumbers after bustling park adventures or chaotic Zoom meetings at our dedicated workspace with complimentary WiFi.
Five spa-like private baths, fully stocked with luxe essentials, offer an intimate space for pampering and relaxation. Unleash your inner gourmet in our modern and fully-equipped kitchen furnished with top-tier appliances, sparking joy and culinary creativity.
Venture outdoors to our heated pool radiating under Florida's invigorating sun or unwind in the absolute tranquility of our spa. Challenge your bravery in our in-house game room, packed with amusement sources suitable for all age ranges.
Whether it's the robust A/C system, coffee-maker, hairdryer, iron, baby crib, or the other seemingly small yet essential details, we've seamlessly blended them into your stay for optimal convenience.
Guest Access:
Guests enjoy unreserved access to the entire villa with free on-premise and street parking for easy convenience. Your reservation comes with a unique code for a seamless check-in experience. A private entrance ensures a peaceful and tranquil stay.
You’ll also have unrestricted access to the Windsor Westside Clubhouse, replete with world-class amenities such as a resort-style pool, movie theater, fitness center, Tiki bar, and tennis courts, truly adding a cherry to your fantastic Florida getaway.
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
🎾 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 villa’s prime position makes it the desired choice for the upcoming landmark holidays, nestled comfortably near some of the most iconic attractions Florida has to offer.
Engage in a grand Independence Day celebration at Disney's Magic Kingdom or embrace heartwarming Thanksgiving moments by our sumptuous dining table; our villa pledges memorable experiences tailored for each season.
Enjoy the summer in full swing in our lush backyard, perfect for family picnics, pool gatherings or simply soaking in the Florida sun. Disney’s Animal Kingdom, Magic Kingdom, Epcot, and Hollywood Studios are merely a stone's throw away, enhancing your chances of thrilling escapades.
Planning a dining outing? The Venetian Chop House at Grand Lakeside, a short drive away, offers a tantalizing menu. You may also prefer to take advantage of the community amenities at the Windsor Westside Clubhouse, ensuring an exquisite blend of entertainment and relaxation.
Strict policies of no-smoking, no pets, and no events are enforced to maintain tranquility. Pool heating is accessible upon request at an additional $45/day.
Note that a mandatory hold of $1000 or damage waiver coverage of $50 on your card for damages is required. Steep fines in case of violation of house rules.
Step into a luxurious, hassle-free Florida vacation at our villa. Dive into a world where luxury, leisure, and location blend perfectly to create memories to last a lifetime.
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 at 5BR Resort Villa w/ Pool Near Disney
Non-smoking
No pets allowed
Family friendly
Map of Osceola County, FL
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