Rolling Oaks Ph 5 Homes with Deed Restrictions Community Features

Welcome to Rolling Oaks Phase 5, a serene and inviting subdivision nestled in the heart of Kissimmee, Florida, within the vibrant Osceola County. This charming community is designed for those who appreciate a blend of comfort, style, and security, making it an ideal place to call home.

Rolling Oaks Phase 5 features a collection of beautifully crafted homes, each reflecting modern architectural designs and thoughtful layouts. With deed restrictions in place, residents can enjoy a well-maintained neighborhood that upholds aesthetic standards and promotes a sense of pride in homeownership. These guidelines ensure that the community remains visually appealing and enhances the overall quality of life for its residents.

As you explore the neighborhood, you’ll discover an array of community features that cater to families and individuals alike. The lush, landscaped surroundings provide a tranquil escape, while nearby parks and recreational areas offer opportunities for outdoor activities and social gatherings. The friendly atmosphere fosters a strong sense of community, making it easy to connect with neighbors and build lasting relationships.

Conveniently located, Rolling Oaks Phase 5 is just a short drive from the bustling attractions of Kissimmee and the greater Orlando area. Residents have easy access to shopping, dining, and entertainment options, ensuring that everything you need is within reach.

If you’re seeking a peaceful yet vibrant place to live, look no further than Rolling Oaks Phase 5. Embrace the charm of this exceptional community and experience the perfect blend of comfort, convenience, and community spirit that awaits you in Kissimmee, Florida.

$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