Margaritaville, Rolling Oaks Homes with Two Story Property Description

Welcome to Margaritaville, Rolling Oaks – a vibrant subdivision nestled in the heart of Kissimmee, Florida, within the enchanting Osceola County. This delightful community captures the essence of laid-back Florida living, where every day feels like a vacation. With its tropical charm and welcoming atmosphere, Margaritaville is the perfect place to call home.

As you explore this captivating neighborhood, you'll discover a range of stunning homes designed to cater to a variety of lifestyles. Among these, the two-story properties stand out, offering spacious layouts that are perfect for families and entertaining. With ample living space, these homes feature open-concept designs that seamlessly blend the kitchen, dining, and living areas, creating a warm and inviting environment for gatherings with friends and family.

The two-story homes in Margaritaville, Rolling Oaks are thoughtfully designed with modern amenities and stylish finishes, ensuring comfort and convenience. Large windows flood the interiors with natural light, while private backyards provide a serene escape for relaxation or outdoor activities. Many of these homes also come equipped with energy-efficient features, making them not only beautiful but also practical.

Beyond the homes, residents of Margaritaville enjoy access to a plethora of community amenities, including sparkling pools, lush green spaces, and walking trails. With its close proximity to local attractions, shopping, and dining, this subdivision offers an unparalleled lifestyle for those seeking the perfect blend of relaxation and adventure.

Experience the joy of living in Margaritaville, Rolling Oaks – where every day is a celebration of life in the Sunshine State!

Newest Margaritaville, Rolling Oaks Homes with Two Story Property Description

$315,000

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

$359,999

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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