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 offers a perfect blend of tranquility and convenience, making it an ideal place for families, retirees, and everyone in between. With its lush landscapes and friendly atmosphere, Rolling Oaks Phase 5 invites you to experience the joys of community living.

The homes in Rolling Oaks Phase 5 are designed with comfort and style in mind, featuring modern layouts and quality finishes that cater to a variety of lifestyles. Whether you’re looking for a cozy single-family home or a spacious abode for entertaining, you’ll find a range of options that suit your needs. Each property is thoughtfully constructed, providing ample space for relaxation and family gatherings.

One of the standout features of this subdivision is its commitment to maintenance amenities. Residents can enjoy the peace of mind that comes with professional landscaping, pool maintenance, and community upkeep. This means more time for you to enjoy the beautiful Florida weather, explore local parks, or take a short drive to the nearby attractions of Kissimmee and Orlando.

Rolling Oaks Phase 5 is not just a place to live; it’s a lifestyle. With easy access to shopping, dining, and recreational activities, you’ll find everything you need right at your fingertips. Embrace the charm of Rolling Oaks Phase 5 and discover your dream home in this welcoming community today!

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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