Windsor Cay Resort Homes with Pool

Welcome to Windsor Cay Resort, a hidden gem nestled in the heart of Clermont, Florida. This enchanting subdivision offers a perfect blend of luxury, comfort, and convenience, making it an ideal destination for families, vacationers, and investors alike. Located in the scenic Lake County, Windsor Cay Resort is just a stone's throw away from the vibrant attractions of Orlando, while providing a serene retreat from the hustle and bustle.

One of the standout features of this picturesque community is the stunning homes, each thoughtfully designed with modern finishes and ample space to accommodate both relaxation and entertainment. Many of the residences boast private pools, allowing residents and guests to bask in the Florida sunshine from the comfort of their own backyards. Imagine unwinding after a day at the theme parks with a refreshing dip or hosting unforgettable gatherings poolside with family and friends.

Windsor Cay Resort is not just about beautiful homes; it’s a lifestyle. The community is enhanced by a wealth of amenities, including walking trails, recreational parks, and social spaces that foster a sense of belonging among neighbors. Whether you’re seeking a vacation rental or a permanent residence, Windsor Cay Resort presents an unparalleled opportunity to experience the best of Florida living.

With its prime location in Clermont, you’ll enjoy easy access to shopping, dining, and outdoor adventures, including the stunning lakes that Lake County is famous for. Come discover the charm of Windsor Cay Resort – where your dream home awaits!

Newest Windsor Cay Resort Homes with Pool

$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

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