Windsor Cay Resort Homes with Pool Community Features

Welcome to Windsor Cay Resort, an exquisite gem nestled in the heart of Clermont, Florida, in the picturesque Lake County. This vibrant community is designed for those who crave a perfect blend of relaxation and adventure, making it an ideal destination for families, vacationers, and anyone seeking a serene yet engaging lifestyle.

Windsor Cay Resort boasts a stunning array of homes, each thoughtfully designed to enhance your living experience. One of the standout features of this community is the abundance of homes with private pools, allowing residents to indulge in the ultimate Florida lifestyle. Imagine stepping outside your back door to a sparkling pool, where you can soak up the sun, host family barbecues, or unwind after a long day. The community’s lush landscaping and meticulously maintained surroundings create a tranquil atmosphere, perfect for enjoying the outdoors.

In addition to the luxurious homes, Windsor Cay Resort offers a host of community amenities that cater to an active lifestyle. Residents can take advantage of walking trails, sports courts, and a clubhouse that serves as a social hub for gatherings and events. The close-knit community fosters a sense of belonging, where neighbors become friends, and memories are made.

Located just a short drive from the world-renowned attractions of Orlando, Windsor Cay Resort provides the perfect balance of peaceful living and proximity to excitement. Whether you’re looking for a vacation home or a permanent residence, this enchanting community is ready to welcome you home to the Florida sunshine!

Newest Windsor Cay Resort Homes with Pool Community Features

$1,125,000

7 Beds ⋅ 6 Baths ⋅ Windsor Cay Resort SubDv. ⋅ 34714 Zip Code

Welcome to this exceptional, fully furnished 7-bedroom, 5.5-bathroom vacation home at Windsor Cay Resort, one of Central Florida’s premier short-term rental communities. Whether you're seeking a luxury vacation retreat, an income-producing investment property, or both, this turnkey residence delivers outstanding value and appeal. Thoughtfully designed to accommodate large families and groups, the spacious open-concept floor plan features expansive living and dining areas, a gourmet kitchen with modern finishes, and stylish furnishings throughout. The first-floor primary suite offers privacy and convenience, while six additional bedrooms and multiple bathrooms provide ample space for guests to relax in comfort. Entertainment and versatility abound with a dedicated game room and a spacious upstairs flex room, providing additional space for recreation, media, work, or relaxation. These thoughtfully designed areas enhance the home's appeal for both vacation guests and owners alike. Step outside to your own private resort-style oasis, complete with a sparkling screened-in pool, soothing spa, and fully equipped summer kitchen—perfect for entertaining and enjoying Florida’s year-round sunshine. Located within Windsor Cay Resort, guests enjoy access to world-class amenities and are just minutes from Orlando’s renowned theme parks, dining, shopping, and entertainment. With short-term rental approval already in place, this fully furnished home is ready to generate income from day one. Don't miss this rare opportunity to own a luxury vacation property in one of Central Florida’s most desirable resort communities.

16231 Trinidad Way, Clermont

$1,080,000

8 Beds ⋅ 6 Baths ⋅ Windsor Cay Resort SubDv. ⋅ 34714 Zip Code

Exceptional fully furnished 8-bedroom, 6-bath luxury vacation home in the new gated Windsor Cay Resort, just minutes from Disney. Key Features include strong short-term rental potential, with confirmed 2025 net revenue (after cleaning and taxes) of $97,551, plus $35,000 in confirmed 2026 bookings. This turnkey property features an open-concept living area, gourmet kitchen, elegant king suites, and professionally themed bunk rooms. Guests enjoy a Minions-themed game room, loft with pool table, private theater, and a screened pool and spa with covered patio. Windsor Cay offers resort amenities including a clubhouse, lazy river, fitness center, and sports courts, making it a top guest draw and exceptional investment opportunity. Schedule your showing today.

16364 Saint Kitts Circle, Clermont

Start Your Search