Rolling Oaks Ph 5 Homes with Deed Restrictions Community Features

Welcome to Rolling Oaks Phase 5, a picturesque subdivision nestled in the heart of Kissimmee, Florida, within the charming Osceola County. This vibrant community is designed for those who appreciate the perfect blend of modern living and natural beauty. Rolling Oaks Phase 5 is not just a neighborhood; it’s a lifestyle that emphasizes comfort, security, and community spirit.

As you enter this beautifully landscaped community, you'll immediately feel at home. The homes in Rolling Oaks Phase 5 feature thoughtfully designed layouts that cater to families of all sizes. With deed restrictions in place, residents can enjoy peace of mind knowing that their investment is protected and that the neighborhood maintains its charm and appeal. These guidelines ensure that the community remains a desirable place to live, with well-kept homes and yards that reflect pride of ownership.

Residents of Rolling Oaks Phase 5 benefit from a host of community features, including serene walking trails, lush green spaces, and recreational areas perfect for family gatherings or leisurely strolls. The community fosters a friendly atmosphere, encouraging neighbors to connect and build lasting relationships.

Conveniently located, Rolling Oaks Phase 5 is just a short drive from the vibrant attractions of Kissimmee, including shopping, dining, and entertainment options that cater to all tastes. With easy access to major highways, residents can explore the beautiful beaches and thrilling theme parks that Central Florida is famous for.

Discover the charm of Rolling Oaks Phase 5, where community, comfort, and convenience come together to create the perfect place to call home!

$1,349,000

8 Beds ⋅ 9 Baths ⋅ Rolling Oaks Ph 5 SubDv. ⋅ 34747 Zip Code

JUST REDUCED $50,000! NOW IS THE TIME! Kick back and embrace the laid-back island rhythm at this breezy lakefront retreat in Margaritaville Resort Orlando, perfectly positioned on Parrot Head Place. Wrapped in carefree Key West charm, this home delivers sun-splashed interiors, coastal hues, and a relaxed, barefoot-friendly layout that makes every day feel like vacation. Out back, your private pool and spa overlook tranquil water views, creating the ultimate setting for lazy mornings, afternoon floats, and sunset cocktails with a soundtrack of good vibes (NEW POOL HEATER FEB 2026). The open living spaces flow effortlessly for easy entertaining, while spacious bedrooms provide a calm, salt-air escape after long days of fun and sun. Perfectly located just minutes from Walt Disney World, Universal Orlando Resort, including the highly anticipated Universal Epic Universe, and SeaWorld Orlando, this home offers the best of both worlds—action-packed adventures by day and laid-back island living by night. Whether you’re chasing thrills, fireworks, or unforgettable family memories, you’ll love coming home to your own private oasis where the pace slows, the music softens, and relaxation takes center stage. Designed for both personal enjoyment and short-term rental success, this home captures the essence of island living with a splash of luxury. Just steps from resort amenities, dining, and entertainment, it’s a place where worries drift away, flip-flops are the dress code, and life moves at a perfectly unhurried pace. Multiple tropical pools with cabanas, lounging areas, and full food & beverage service. Island-inspired restaurants, poolside bars, and casual spots all within walking distance. The St. Somewhere Spa offers massages, facials, body treatments, and salon services. Find your latitude, adjust your attitude, and come home to a true five-o’clock-somewhere lifestyle—complete with lake views, poolside living, and pure Margaritaville Magic! Sale is contingent upon Buyer entering into a property management agreement with Vstays Property Management and assuming and honoring all existing future reservations/bookings.

3052 Parrot Head Place, Kissimmee

Rolling Oaks Ph 5 Homes with Deed Restrictions Community Features

Newest Rolling Oaks Ph 5 Homes with Deed Restrictions Community Features