Margaritaville, Rolling Oaks Homes with Community Pool type

Margaritaville, Rolling Oaks Homes with Community Pool type

Welcome to Margaritaville in Rolling Oaks, a vibrant and inviting subdivision nestled in the heart of Kissimmee, Florida. This picturesque community offers a unique blend of relaxation and excitement, making it the perfect place to call home. With its tropical-inspired atmosphere and laid-back vibe, Margaritaville captures the essence of Florida living while providing residents with all the modern conveniences they desire.

The homes in Margaritaville are designed with both comfort and style in mind. Each residence boasts spacious layouts, contemporary finishes, and ample outdoor living spaces, perfect for enjoying the beautiful Florida sunshine. The community is also equipped with a stunning community pool, where residents can unwind, socialize, and soak up the sun. Imagine spending your weekends lounging poolside with friends and neighbors, creating unforgettable memories in this idyllic setting.

Located in Osceola County, Margaritaville offers easy access to all that Kissimmee has to offer. With nearby attractions such as Walt Disney World, Universal Studios, and a variety of shopping and dining options, you’ll never run out of things to do. The area is also known for its beautiful parks and recreational opportunities, ensuring that outdoor enthusiasts will find plenty of ways to stay active.

Experience the charm and warmth of Margaritaville in Rolling Oaks, where your dream home awaits. Whether you’re looking for a permanent residence or a vacation getaway, this community offers the perfect blend of relaxation and adventure in the heart of Central Florida. Come discover why Margaritaville is the ideal place to create lasting memories!

Newest Margaritaville, Rolling Oaks Homes with Community Pool type

8201 Surf Street, Kissimmee
$299,999
2 Beds ⋅ 3 Baths ⋅ Margaritaville, Rolling Oaks SubDv. ⋅ 34747 Zip Code
Welcome to paradise at 8201 Surf St, a beautifully appointed, fully furnished 2-bedroom, 2.5-bathroom townhome offering the ultimate turn-key resort lifestyle. Nestled in the heart of the world-class Margaritaville Resort Orlando, this property boasts a prime location on the same street as the signature cottages and stands as one of the closest units to the main hotel building and its sprawling resort-style pool complex. Step inside to an inviting, open-concept floor plan filled with tropical charm and modern finishes, seamlessly extending out to a private patio area perfect for enjoying warm Florida sunshine, morning coffee, or evening relaxation. Positioned for exceptional investment potential, this home generated $45,587.00 in rental revenue for 2025, making it a proven performer for savvy real estate investors or buyers seeking an income-producing personal vacation getaway. Owners and guests enjoy top-tier resort amenities, including the zero-entry pools at Fins Up Beach Club, the tranquil St. Somewhere Spa, poolside dining at Salty Rim Bar & Grill, a state-of-the-art fitness center, and access to the adjacent Promenade at Sunset Walk and Island H2O Water Park. Located just minutes from Walt Disney World, Universal Orlando, premier shopping, and world-class dining, this move-in-ready property delivers effortless island living and lucrative return potential in Central Florida’s premier destination.

8201 Surf Street, Kissimmee
2916 On The Rocks Point, Kissimmee
$344,999
3 Beds ⋅ 3 Baths ⋅ Margaritaville, Rolling Oaks SubDv. ⋅ 34747 Zip Code
Welcome to paradise at 2916 On The Rocks Pt, a stunning, turnkey-ready 3-bedroom, 3-bathroom townhome located in the highly coveted Margaritaville Resort Orlando. Sold fully furnished and beautifully decorated, this property features a bright, open-concept living area that seamlessly transitions to your own private patio space—perfect for soaking in the warm Florida sunshine. Best of all, you are just steps away from one of the pristine community pools. Designed for effortless ownership, this property is an exceptional opportunity for vacation home buyers seeking a personal tropical getaway or savvy investors looking to capitalize on a premier short-term rental destination. Living in Margaritaville Resort means enjoying a world-class, island-inspired lifestyle with access to incredible amenities, including expansive lagoon-style swimming pools, the relaxing St. Somewhere Spa, a state-of-the-art fitness center, and the thrilling Island H2O Water Park. The property is also exceptionally close to the Promenade at Sunset Walk, a bustling hub packed with premier dining, retail shopping, and live entertainment. Located just minutes away from Walt Disney World Resort and other top Central Florida attractions, this townhome offers the ultimate blend of resort relaxation and theme park adventure.

2916 On The Rocks Point, Kissimmee
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