Westside Cay Homes with Gated Community - No Guard Community Features

Westside Cay Homes with Gated Community - No Guard Community Features

Welcome to Westside Cay, a hidden gem nestled in the heart of Kissimmee, Florida, within the beautiful Osceola County. This charming subdivision offers the perfect blend of convenience and tranquility, making it an ideal choice for families, retirees, and anyone looking to embrace the Florida lifestyle.

Westside Cay is a gated community, providing residents with an added layer of security and peace of mind. While it is a no-guard community, the gated entrance ensures that only residents and their guests enjoy the serene surroundings, creating a close-knit neighborhood atmosphere. The beautifully landscaped streets are perfect for evening strolls, while the community’s design promotes a sense of belonging and camaraderie among neighbors.

The homes in Westside Cay are thoughtfully designed, featuring modern layouts and stylish finishes that cater to a variety of tastes and preferences. Many of the residences boast spacious yards, perfect for outdoor gatherings, gardening, or simply soaking up the Florida sun. With a range of sizes and styles available, prospective buyers are sure to find a home that fits their needs.

Conveniently located just minutes from major highways, Westside Cay offers easy access to the vibrant attractions of Kissimmee and the greater Orlando area. Enjoy a day at the world-famous theme parks, explore local shopping and dining options, or take advantage of the nearby recreational activities, including parks and lakes.

Discover the charm and community spirit of Westside Cay, where your dream home awaits!

Newest Westside Cay Homes with Gated Community - No Guard Community Features

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
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