Westside Cay Real Estate

Westside Cay Real Estate

Welcome to Westside Cay, a charming subdivision nestled in the heart of Kissimmee, Florida, within the vibrant Osceola County. This delightful community is perfect for families, retirees, and anyone seeking a serene yet engaging lifestyle. With its prime location, Westside Cay offers residents the best of both worlds—peaceful suburban living and easy access to the excitement of Orlando's world-famous attractions.

Westside Cay boasts a variety of beautifully designed homes, each reflecting modern aesthetics and thoughtful layouts. The community is characterized by its lush landscaping and well-maintained common areas, creating an inviting atmosphere for all residents. Whether you’re looking for a cozy single-family home or a spacious residence perfect for entertaining, Westside Cay has options to suit every taste and budget.

One of the standout features of this subdivision is its proximity to some of Central Florida's most popular destinations. Just a short drive away, you’ll find the enchanting Walt Disney World, Universal Studios, and an array of shopping and dining options that cater to every palate. For outdoor enthusiasts, Westside Cay is near beautiful parks and nature trails, providing ample opportunities for recreation and relaxation.

Community spirit thrives in Westside Cay, with friendly neighbors and regular events that foster connections and camaraderie. If you’re seeking a vibrant community with a welcoming atmosphere and convenient access to the best of Florida living, look no further than Westside Cay in Kissimmee. Come discover your dream home in this idyllic subdivision today!

Newest Listings in Westside Cay

2591 Santorini Divide, Kissimmee
$595,000
5 Beds ⋅ 5 Baths ⋅ Westside Cay SubDv. ⋅ 34747 Zip Code
Fully upgraded from floor to ceiling, this luxury townhome blends contemporary elegance with high-end functionality — designed specifically for short-term rental success. Located in the exclusive Doppio Westside community in Kissimmee, just 15 minutes from Walt Disney World, this 5-bedroom, 4.5-bath home features an open-concept layout with spacious integrated living, dining, and kitchen areas that flow seamlessly to your own private heated pool. The kitchen is a showstopper with two oversized islands, Level 5 quartz countertops, designer backsplash, slatted wood detail, and Whirlpool stainless steel appliances. All cabinetry throughout the home includes soft-close features and matte hardware for a sleek, modern finish. Each of the five bedrooms is designed with comfort and rental flexibility in mind — including four full en-suites and one located on the first floor. The bathrooms are finished with high-end porcelain tile, glass shower enclosures, built-in niches, and vessel sinks in select locations. Luxury vinyl plank flooring runs throughout the entire home — no carpet anywhere — and 5.5" square baseboards give a clean, elevated look. Additional features include PVC windows, a smart front door lock, a lockable owner’s closet, a hybrid water heater, thermostat, and 2 Car Parking Spot. Construction is full concrete block, including second floor, with an insulated "sandwich" roof system and rubber membrane roofing designed for durability and energy efficiency. Located within a gated community, Doppio Westside offers resort-style amenities such as a lagoon-style pool, full-service restaurant, clubhouse with front desk concierge, fitness center, playground, convention center, and EV charging stations — all exclusively zoned for short-term rental with no public school restrictions. Don't miss this opportunity to invest in one of Central Florida’s most unique STR communities — fully upgraded as standard, and built with both guest experience and investor return in mind.

2591 Santorini Divide, Kissimmee
9058 Hayman Lane, Kissimmee
$595,000
5 Beds ⋅ 5 Baths ⋅ Westside Cay SubDv. ⋅ 34747 Zip Code
Fully upgraded from floor to ceiling, this luxury townhome blends contemporary elegance with high-end functionality — designed specifically for short-term rental success. Located in the exclusive Doppio Westside community in Kissimmee, just 15 minutes from Walt Disney World, this 5-bedroom, 4.5-bath home features an open-concept layout with spacious integrated living, dining, and kitchen areas that flow seamlessly to your own private heated pool. The kitchen is a showstopper with two oversized islands, Level 5 quartz countertops, designer backsplash, slatted wood detail, and Whirlpool stainless steel appliances. All cabinetry throughout the home includes soft-close features and matte hardware for a sleek, modern finish. Each of the five bedrooms is designed with comfort and rental flexibility in mind — including four full en-suites and one located on the first floor. The bathrooms are finished with high-end porcelain tile, glass shower enclosures, built-in niches, and vessel sinks in select locations. Luxury vinyl plank flooring runs throughout the entire home — no carpet anywhere — and 5.5" square baseboards give a clean, elevated look. Additional features include PVC windows, a smart front door lock, a lockable owner’s closet, a hybrid water heater, thermostat, and 2 Car Parking Spot. Construction is full concrete block, including second floor, with an insulated "sandwich" roof system and rubber membrane roofing designed for durability and energy efficiency. Located within a gated community, offers resort-style amenities such as a lagoon-style pool, full-service restaurant, clubhouse with front desk concierge, fitness center, playground, convention center, and EV charging stations — all exclusively zoned for short-term rental with no public school restrictions. Don't miss this opportunity to invest in one of Central Florida’s most unique STR communities — fully upgraded as standard, and built with both guest experience and investor return in mind.

9058 Hayman Lane, Kissimmee
9084 Boracay Court, Kissimmee
$580,000
5 Beds ⋅ 5 Baths ⋅ Westside Cay SubDv. ⋅ 34747 Zip Code
Experience luxury, style, and exceptional investment potential in this fully upgraded 5-bedroom, 4.5-bathroom townhome located in the exclusive Doppio Westside Resort, one of Central Florida’s newest premier short-term rental communities. Just 15 minutes from Walt Disney World, this contemporary residence was thoughtfully designed to maximize both guest experience and owner returns. From the moment you enter, you’ll appreciate the spacious open-concept design featuring expansive living and dining areas that seamlessly connect to the private heated pool, creating the perfect indoor-outdoor entertainment space. The chef-inspired kitchen is a true centerpiece, showcasing two oversized islands, Level 5 quartz countertops, a designer backsplash, elegant slatted wood accents, Whirlpool stainless steel appliances, and premium soft-close cabinetry with sleek matte hardware throughout. Designed with flexibility and comfort in mind, the home offers five spacious bedrooms, including four luxurious en-suite bedrooms and a convenient first-floor bedroom, making it ideal for large families and vacation groups. Every bathroom features designer porcelain tile, frameless glass shower enclosures, built-in niches, and stylish vessel sinks in select bathrooms. Luxury Vinyl Plank flooring extends throughout the entire home with absolutely no carpet, while oversized 5.5-inch square baseboards add a luxury custom finish. Additional premium features include PVC impact-resistant windows, smart front door lock, owner’s lockable storage closet, hybrid water heater, smart thermostat, and two dedicated parking spaces. Built for long-term durability and efficiency, the home features full concrete block construction on both the first and second floors, an insulated sandwich roof system, and a rubber membrane roofing system designed for superior performance and energy efficiency. Located within a gated resort community, Doppio Westside offers an impressive collection of resort-style amenities including a spectacular lagoon-style swimming pool, full-service restaurant, elegant clubhouse with concierge services, state-of-the-art fitness center, playground, convention and event center, and electric vehicle charging stations. Best of all, the community is fully approved and exclusively zoned for short-term rentals, offering investors outstanding flexibility and rental income potential. Whether you’re searching for a high-performing vacation rental, a second home, or a smart addition to your investment portfolio, this exceptional property delivers luxury, quality construction, and an unbeatable location in the heart of Central Florida

9084 Boracay Court, Kissimmee
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