Rolling Oaks Ph 5 Homes with Security Community Extras

Welcome to Rolling Oaks Phase 5, a delightful subdivision nestled in the heart of Kissimmee, Florida, within the vibrant Osceola County. This charming community offers a perfect blend of tranquil living and modern conveniences, making it an ideal choice for families, retirees, and anyone seeking a serene escape from the hustle and bustle of city life.

Rolling Oaks Phase 5 features beautifully designed homes that cater to a variety of lifestyles. With spacious layouts, contemporary finishes, and lush landscaping, each residence provides a warm and inviting atmosphere. Whether you’re looking for a cozy family home or a stylish retreat, you’re sure to find the perfect fit within this community.

One of the standout features of Rolling Oaks is its commitment to safety and comfort. The subdivision boasts a secure environment, complete with community extras that enhance the living experience. Residents can enjoy amenities such as well-maintained parks, walking trails, and recreational areas, encouraging a healthy and active lifestyle. The sense of community here is palpable, with friendly neighbors and regular events that foster connections and create lasting friendships.

Located just a short drive from the vibrant attractions of Kissimmee, Rolling Oaks Phase 5 offers easy access to shopping, dining, and entertainment options. Plus, with Florida’s stunning natural beauty surrounding you, outdoor enthusiasts will relish the nearby lakes, parks, and wildlife areas.

Embrace the charm and security of Rolling Oaks Phase 5, where your dream home awaits in a community designed for comfort, connection, and peace of mind. Come discover the perfect place to call home!

Newest Rolling Oaks Ph 5 Homes with Security Community Extras

$399,900

3 Beds ⋅ 3 Baths ⋅ Rolling Oaks Ph 5 SubDv. ⋅ 34747 Zip Code

YOUR ORLANDO VACATION HOME IS READY—JUST BRING YOUR SUITCASE! Fully furnished and turnkey inside Margaritaville Resort Orlando, this 3-bedroom + BONUS ROOM, 3-bath cottage delivers the resort lifestyle buyers dream about just minutes from Walt Disney World. A desirable CORNER LOCATION and DUAL PRIMARY SUITES one upstairs and one downstairs, create exceptional flexibility for owners, families, and vacationing guests. Inside, soaring ceilings and abundant natural light complement the open-concept design, quartz countertops, stainless steel appliances, upgraded cabinetry, and signature “Son of a Sailor” interior package. Step outside to your private tropical retreat featuring a paved patio and HEATED HOT TUB, the perfect ending to a day at the parks.Best of all, it’s FULLY FURNISHED, including furniture, TVs, décor, linens, kitchen essentials, housewares, and more. Enjoy it immediately as your Florida getaway, second home, or SHORT-TERM RENTAL opportunity. Walk to Margaritaville resort amenities and enjoy nearby Sunset Walk dining, shopping, entertainment, and live music. Minutes from Disney, Universal Orlando, Epic Universe, golf, and Central Florida attractions. Don’t just visit paradise...OWN IT.

8060 Dreamsicle Drive, Kissimmee

$311,799

1 Beds ⋅ 1 Baths ⋅ Rolling Oaks Ph 5 SubDv. ⋅ 34747 Zip Code

Welcome to Pirate Way — a beautifully furnished, fun 1-bedroom cottage located in the heart of Margaritaville Resort Orlando! If you've been dreaming of owning your own piece of paradise, this charming, turnkey cottage offers the perfect combination of vacation-home lifestyle, resort living and investment potential. Step inside and you'll immediately feel the Margaritaville vibe. This fully furnished, one-story cottage features ceiling fans throughout, a bright and colorful coastal-inspired design, and an open-concept kitchen that flows seamlessly into the living area — perfect for relaxing after a day at the parks or entertaining family and friends and NO carpet! Step outside to your private back patio, complete with a table and four chairs plus two lounge chairs — the perfect spot to enjoy your morning coffee or unwind after a day of fun. And then there's the LOCATION! This cottage is ideally positioned within Margaritaville Resort Orlando, just steps from the resort's incredible amenities. Enjoy access to 7 resort pools, the Fins Up Beach Club, fitness center, resort transportation and shuttle service to the theme parks. The community is also pet-friendly and features Barkaritaville, a dedicated dog park. When you're ready to venture out, you're surrounded by everything that makes this area one of Central Florida's most desirable vacation destinations. Sunset Walk is just steps away, offering restaurants, bars, live entertainment, shopping and more, while Island H2O Water Park is right nearby. Disney, Universal, SeaWorld and Orlando's other major attractions are all just minutes away. Even better, the monthly HOA includes high-speed internet, cable, phone service, daily doorstep trash pickup, landscaping, pest control, a resort shuttle and a shuttle to the parks adding even more convenience to resort living. Whether you're looking for a vacation getaway, second home, full-time residence or a short-term rental investment, this is your opportunity to own a fully furnished cottage in one of Central Florida's most popular resort communities. Pack your flip-flops and come see why life really is better in Margaritaville! Schedule your private showing today!

3054 Pirate Way, Kissimmee

Start Your Search