Rolling Oaks Ph 5 Homes with Maintenance Free Community Extras

Rolling Oaks Ph 5 Homes with Maintenance Free Community Extras

Welcome to Rolling Oaks Phase 5, a hidden gem nestled in the heart of Kissimmee, Florida! This charming subdivision is situated in Osceola County, offering residents the perfect blend of suburban tranquility and convenient access to the vibrant attractions of Central Florida.

Rolling Oaks Phase 5 is designed for those who appreciate the beauty of nature and the comfort of a well-maintained community. Here, you'll find a collection of beautiful homes that boast modern designs and spacious layouts, perfect for families of all sizes. Each residence is thoughtfully crafted with attention to detail, ensuring a warm and inviting atmosphere.

One of the standout features of Rolling Oaks Phase 5 is its maintenance-free community extras. Residents can enjoy a lifestyle free from the burdens of yard work and exterior upkeep, allowing more time to relax and enjoy the amenities. Imagine spending your weekends by the sparkling community pool, or taking leisurely strolls along the scenic walking trails that wind through the neighborhood.

Additionally, the subdivision's prime location means you're just a short drive away from the bustling attractions of Kissimmee, including world-class dining, shopping, and entertainment options. Whether you’re visiting the magical realms of nearby theme parks or exploring the natural beauty of local parks, there’s always something exciting to do.

Come discover the charm of Rolling Oaks Phase 5, where homeownership meets a carefree lifestyle in one of Florida's most desirable communities!

Newest Rolling Oaks Ph 5 Homes with Maintenance Free Community Extras

$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
Start Your Search