Margaritaville, Rolling Oaks Townhomes for Sale

Welcome to Margaritaville, Rolling Oaks – an enchanting community nestled in the heart of Kissimmee, Florida, within Osceola County. This vibrant subdivision is designed for those who seek a lifestyle infused with relaxation, adventure, and a touch of paradise. With its tropical ambiance and laid-back atmosphere, Margaritaville is the perfect escape from the hustle and bustle of everyday life.

Imagine waking up in a beautifully designed townhome that embodies the spirit of island living. The townhomes for sale in Margaritaville, Rolling Oaks, offer a unique blend of modern comfort and coastal charm. Each residence features spacious layouts, contemporary finishes, and private outdoor spaces—ideal for soaking up the Florida sun or enjoying a leisurely evening with friends and family. With various floor plans available, you can find the perfect home that suits your lifestyle and needs.

Living in Margaritaville means you have access to an array of resort-style amenities. Take a dip in the sparkling pool, unwind at the spa, or indulge in delicious dining options just moments from your doorstep. For the adventure-seekers, the nearby attractions, including world-renowned theme parks and outdoor recreational areas, provide endless opportunities for fun and exploration.

Whether you're looking for a primary residence, a vacation home, or an investment opportunity, the townhomes in Margaritaville, Rolling Oaks, promise a lifestyle of leisure and enjoyment. Embrace the charm of this picturesque community and make your dream of living in paradise a reality! Come discover your new home in Margaritaville today!

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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