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 charming subdivision is the perfect blend of serene living and modern convenience, offering an idyllic retreat for families and individuals alike.

Rolling Oaks Phase 5 boasts a variety of beautiful homes designed with comfort and style in mind. Each residence is thoughtfully built to provide spacious interiors and inviting outdoor spaces, making it easy to create lasting memories with loved ones. The community is known for its lush landscapes and friendly atmosphere, ensuring that every day feels like a vacation.

One of the standout features of Rolling Oaks Phase 5 is its maintenance amenities. Residents can enjoy the peace of mind that comes with well-maintained common areas and landscaping, allowing you to spend more time enjoying your home and less time worrying about upkeep. The community offers amenities that cater to an active lifestyle, including walking trails, parks, and recreational facilities, perfect for families and fitness enthusiasts.

Located just minutes from the bustling attractions of Kissimmee and the enchanting experiences of nearby Orlando, Rolling Oaks Phase 5 provides easy access to shopping, dining, and entertainment options. Whether you’re looking to explore the magic of theme parks or unwind in nature, this community offers the best of both worlds.

Discover your dream home in Rolling Oaks Phase 5, where a vibrant community and beautiful surroundings await you. Embrace the lifestyle you’ve always wanted in this delightful Kissimmee neighborhood!

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
Start Your Search