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 delightful subdivision nestled in the heart of Kissimmee, Florida, within Osceola County. This vibrant community is the perfect blend of comfort, convenience, and charm, offering a serene lifestyle just moments away from the bustling attractions of Central Florida.

Rolling Oaks Phase 5 features beautifully designed homes that cater to the needs of modern families and individuals alike. Each residence boasts spacious layouts, contemporary finishes, and an array of amenities that make everyday living a pleasure. One of the standout features of this community is its maintenance-free lifestyle. Homeowners can enjoy the luxury of leisure, as the community takes care of landscaping and exterior upkeep, allowing you to spend more time enjoying the things you love.

The surrounding area is rich with recreational opportunities, from picturesque parks to vibrant shopping centers and delightful dining options. Families will appreciate the proximity to top-rated schools and various entertainment venues, including the world-renowned theme parks that make Kissimmee a sought-after destination.

Rolling Oaks Phase 5 is not just a place to live; it’s a community where neighbors become friends and memories are made. Whether you’re looking for a tranquil retreat or a lively neighborhood atmosphere, this subdivision has it all. Discover the joys of maintenance-free living and embrace a lifestyle of comfort and convenience at Rolling Oaks Phase 5, where your dream home awaits!

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
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