Rolling Oaks Ph 5 Homes with Maintenance Amenities

Rolling Oaks Ph 5 Homes with Maintenance Amenities

Welcome to Rolling Oaks Phase 5, a picturesque subdivision nestled in the heart of Kissimmee, Florida. This charming community in Osceola County offers an ideal blend of tranquility and convenience, making it the perfect place for families, retirees, and anyone looking to enjoy the Florida lifestyle.

Rolling Oaks Phase 5 is known for its well-maintained homes and inviting atmosphere. Each property in this subdivision is designed with comfort and style in mind, featuring spacious layouts, modern finishes, and beautiful landscaping. Many homes come equipped with energy-efficient appliances and smart home technology, ensuring a seamless living experience.

One of the standout features of Rolling Oaks Phase 5 is its maintenance amenities. The community takes pride in providing residents with top-notch services that include landscaping, pool maintenance, and common area upkeep. This means you can spend more time enjoying your home and less time worrying about chores. Whether you’re lounging by the community pool, taking a leisurely stroll through the beautifully landscaped parks, or enjoying a sunny afternoon at the playground, you’ll find that Rolling Oaks Phase 5 is designed for relaxation and recreation.

Located just minutes away from shopping, dining, and entertainment options, this subdivision offers easy access to the vibrant culture of Kissimmee and the exciting attractions of Central Florida. With its friendly community atmosphere and convenient amenities, Rolling Oaks Phase 5 is not just a place to live; it’s a place to thrive. Come discover your new home in this delightful 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
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