Rolling Oaks Ph 5 Homes with Maintenance Amenities

Welcome to Rolling Oaks Phase 5, a charming subdivision nestled in the heart of Kissimmee, Florida, within the vibrant Osceola County. This community is a hidden gem that perfectly blends comfort, convenience, and a touch of Southern charm. With its picturesque landscapes and well-maintained streets, Rolling Oaks Phase 5 offers an inviting atmosphere for families, retirees, and everyone in between.

One of the standout features of this subdivision is the array of homes equipped with maintenance amenities. Homeowners can enjoy the luxury of low-maintenance living, allowing them more time to savor the beautiful Florida sunshine or explore the nearby attractions. The community takes pride in its well-kept common areas and landscaping, ensuring that residents can relish a pristine environment without the hassle of upkeep.

Rolling Oaks Phase 5 is strategically located, providing easy access to major highways, shopping centers, and recreational facilities. Whether you’re in the mood for a day at the theme parks, a leisurely stroll through local parks, or a shopping spree at nearby boutiques, everything you need is just a stone's throw away.

As you explore the diverse range of homes available in Rolling Oaks Phase 5, you’ll find a variety of styles and sizes to suit your unique lifestyle. Each home is designed with comfort and functionality in mind, making it the perfect place to create lasting memories. Come discover the charm of Rolling Oaks Phase 5, where your dream home awaits in sunny Kissimmee!

$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 Maintenance Amenities

Newest Rolling Oaks Ph 5 Homes with Maintenance Amenities