Rolling Oaks Ph 5 Homes with Maintenance Free Community Extras

Rolling Oaks Ph 5 Homes with Maintenance Free Community Extras

Welcome to Rolling Oaks Ph 5, a charming subdivision nestled in the heart of Kissimmee, FL. Located in Osceola County, this community offers a serene and picturesque setting for homeowners looking to enjoy a peaceful lifestyle.

One of the standout features of the homes in Rolling Oaks Ph 5 is the Maintenance Free Community Extras. Imagine coming home to a place where your weekends are truly yours to enjoy, without the hassle of yard work or exterior maintenance. This added convenience allows residents to spend more time relaxing and exploring all that this vibrant community has to offer.

Whether you're looking for a cozy single-family home or a spacious property for your growing family, Rolling Oaks Ph 5 has a variety of housing options to suit your needs. With well-maintained streets and a strong sense of community, this subdivision provides a safe and welcoming environment for residents of all ages.

In addition to its convenient location near shopping, dining, and entertainment options, Rolling Oaks Ph 5 is also within close proximity to major highways, making it easy to commute to nearby cities and attractions. Experience the best of Florida living in this delightful neighborhood that truly embodies the essence of maintenance-free living.

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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