Rolling Oaks Ph 5 Homes with Maintenance Amenities

Rolling Oaks Ph 5 Homes with Maintenance Amenities

Welcome to Rolling Oaks Phase 5, an enchanting subdivision nestled in the heart of Kissimmee, Florida, within the picturesque Osceola County. This vibrant community offers a perfect blend of modern living and serene surroundings, making it an ideal choice for families, retirees, and anyone in search of a peaceful retreat.

Rolling Oaks Phase 5 is characterized by its charming homes, each thoughtfully designed to provide comfort and style. With a variety of floor plans and architectural styles, you’re sure to find the perfect match for your lifestyle. The homes in this subdivision boast maintenance amenities, allowing residents to enjoy a low-maintenance lifestyle. This means more time to relax and take advantage of the community's excellent recreational facilities, such as parks, walking trails, and playgrounds, perfect for family outings or leisurely strolls.

The location of Rolling Oaks Phase 5 is another highlight, providing easy access to major highways, shopping centers, and dining options, ensuring that everything you need is just a stone's throw away. Plus, with Kissimmee's vibrant culture and proximity to Orlando's world-renowned attractions, your weekends will be filled with adventure and excitement.

Experience the charm of Rolling Oaks Phase 5, where community spirit thrives, and neighbors become friends. Whether you are looking for a place to settle down or a vibrant community to call home, Rolling Oaks Phase 5 is the perfect destination for your next chapter. Come and discover the lifestyle that awaits you 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
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