Rolling Oaks Ph 5 Homes with Deed Restrictions Community Features

Rolling Oaks Ph 5 Homes with Deed Restrictions Community Features

Welcome to Rolling Oaks Ph 5, a charming subdivision nestled in the heart of Kissimmee, FL. This community is part of Osceola County, offering residents a peaceful and serene setting to call home.

Homes in Rolling Oaks Ph 5 come with deed restrictions, ensuring that the neighborhood maintains its beauty and value for years to come. The community features are truly exceptional, with amenities that cater to residents of all ages. From well-maintained parks and playgrounds to walking trails and community events, there is always something to enjoy in this vibrant neighborhood.

Living in Rolling Oaks Ph 5 means being part of a close-knit community where neighbors become friends and memories are made. The picturesque surroundings and well-manicured streets make coming home a true pleasure. With easy access to shopping, dining, and entertainment options, residents have everything they need right at their fingertips.

Whether you're looking for a cozy starter home or a spacious family residence, Rolling Oaks Ph 5 has a variety of housing options to suit your needs. Come and discover the beauty and charm of this wonderful community in Kissimmee, FL.

Newest Rolling Oaks Ph 5 Homes with Deed Restrictions Community Features

$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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