Where luxury meets convenience in the heart of Orlando's vacation corridor
Experience resort living at its finest
Windsor at Westside Resort sets the standard for luxury vacation living in Central Florida. Our meticulously designed resort community offers an unparalleled blend of sophisticated accommodations, world-class amenities, and prime location just minutes from Orlando's most beloved attractions.
Each villa in our collection has been thoughtfully crafted to provide the perfect balance of elegance and comfort. From spacious living areas to private pools and premium finishes throughout, every detail has been considered to ensure your stay exceeds expectations.
Luxury homes with private pools and premium amenities
Minutes from theme parks and attractions
Dedicated concierge and guest services
Choose your perfect vacation home
Our signature five-bedroom villas offer 2,500+ square feet of refined living space. Perfect for families or groups seeking the ultimate in comfort and privacy with your own private pool and spa.
Experience unmatched luxury in our six-bedroom premier villas with over 3,000 square feet of living space. These homes feature upgraded amenities and spectacular pool areas.
The pinnacle of luxury living with 4,000+ square feet of exceptional space. These estate villas offer unparalleled amenities for the most discerning guests.
Everything you need for an unforgettable vacation
Multiple resort pools including a stunning lazy river, water slides, and splash zones for all ages
Fully equipped gym with cardio machines, free weights, and fitness classes led by certified instructors
On-site restaurant and bar serving gourmet cuisine and craft cocktails with poolside service
State-of-the-art arcade with the latest games, billiards, and entertainment for the whole family
Professional tennis courts, basketball courts, sand volleyball, and multi-use sports fields
Supervised activities and programs for children including arts, crafts, games, and special events
Convenience store with groceries, pool supplies, souvenirs, and vacation essentials
Complimentary shuttle service to select theme parks and attractions (schedule varies)
In-villa spa services available including massages, facials, and wellness treatments
Your gateway to Orlando's attractions
Windsor at Westside Resort enjoys a premier location at 8544 W Irlo Bronson Memorial Hwy in Kissimmee. Our strategic position offers quick access to all of Orlando's world-famous attractions while providing a peaceful retreat from the excitement.
Hundreds of restaurants from casual to fine dining within a 10-minute drive
Premium outlets, malls, and boutique shopping destinations nearby
Let us help you plan the perfect vacation
8544 W Irlo Bronson Memorial Hwy
Kissimmee, FL 34747
Daily: 8:00 AM - 8:00 PM
Guest Services: 24/7