Rolling Oaks Ph 5 Homes with Maintenance Amenities

Rolling Oaks Ph 5 Homes with Maintenance Amenities

Welcome to Rolling Oaks Phase 5, a hidden gem nestled in the heart of Kissimmee, Florida, within the vibrant Osceola County. This enchanting subdivision offers a perfect blend of tranquility and convenience, making it an ideal choice for families, retirees, and anyone seeking a peaceful yet connected lifestyle.

Rolling Oaks Phase 5 is characterized by its beautiful tree-lined streets and charming homes that exude warmth and character. Each residence is designed with comfort in mind, featuring spacious layouts, modern finishes, and lush landscaping that creates a welcoming atmosphere. Whether you’re looking for a cozy starter home or a spacious family abode, you’ll find a variety of options to suit your needs.

One of the standout features of Rolling Oaks Phase 5 is its commitment to maintenance amenities. Residents can enjoy the luxury of hassle-free living, thanks to the well-managed community services that take care of common areas and landscaping. This means more time for you to enjoy the nearby parks, recreational facilities, and the vibrant culture that Kissimmee has to offer.

Additionally, the subdivision's prime location provides easy access to major highways, shopping centers, and top-rated schools, ensuring that everything you need is just a stone's throw away. Whether you’re exploring the enchanting attractions of nearby Orlando or savoring the local dining scene, Rolling Oaks Phase 5 positions you perfectly to enjoy the best of Central Florida living.

Discover the charm and convenience of Rolling Oaks Phase 5—your dream home awaits!

Newest Rolling Oaks Ph 5 Homes with Maintenance Amenities

$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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