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 charming subdivision nestled in the heart of Kissimmee, Florida, within the vibrant Osceola County. This community is a hidden gem that perfectly balances the tranquility of suburban living with the excitement of nearby attractions. Rolling Oaks Phase 5 is designed for those who appreciate a maintenance-free lifestyle, offering an array of amenities that cater to both relaxation and recreation.

The homes in Rolling Oaks Phase 5 are thoughtfully designed to provide modern comfort and style. With spacious layouts and contemporary finishes, each residence is a testament to quality craftsmanship. Residents can enjoy beautifully landscaped yards without the hassle of upkeep, thanks to the community’s maintenance-free extras. This means more time for you to enjoy the scenic walking trails, community parks, and nearby recreational facilities that enhance the neighborhood's appeal.

Located just a stone's throw away from the bustling attractions of Kissimmee, Rolling Oaks Phase 5 offers the best of both worlds—quiet suburban living with easy access to vibrant city life. Whether you’re seeking family-friendly activities, shopping, dining, or outdoor adventures, everything you need is just minutes away.

Join a community that values comfort, convenience, and a sense of belonging. Rolling Oaks Phase 5 is not just a place to live; it’s a place to thrive. Explore your future home today and experience the charm of maintenance-free living in one of Florida's most sought-after neighborhoods!

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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