Margaritaville, Rolling Oaks Townhomes for Sale

Welcome to Margaritaville, Rolling Oaks – a vibrant and enchanting subdivision nestled in the heart of Kissimmee, Florida. This delightful community offers a unique blend of relaxation and adventure, making it the perfect destination for those seeking a slice of paradise. With its tropical-inspired architecture and lush landscaping, Margaritaville captures the essence of Florida living, inviting residents to embrace a laid-back lifestyle while enjoying the many amenities this charming neighborhood has to offer.

In Rolling Oaks, you’ll find an array of stunning townhomes for sale, each designed with comfort and style in mind. These beautifully appointed residences feature open-concept layouts, modern finishes, and spacious outdoor areas, perfect for entertaining or simply enjoying the warm Florida sunshine. With options ranging from cozy two-bedroom homes to expansive four-bedroom retreats, there’s a perfect fit for every family and lifestyle.

Living in Margaritaville means you’re just moments away from some of Central Florida’s most sought-after attractions. From world-renowned theme parks to pristine beaches, adventure awaits at every turn. Additionally, the community boasts fantastic amenities, including a resort-style pool, fitness center, and walking trails, ensuring that residents can enjoy a balanced and fulfilling lifestyle.

Whether you’re looking for a permanent residence, a vacation getaway, or an investment opportunity, the townhomes in Margaritaville, Rolling Oaks present an unparalleled chance to experience the best of Florida living. Don’t miss out on your opportunity to call this enchanting community home!

Newest Margaritaville, Rolling Oaks Townhomes for Sale

$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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