Margaritaville, Rolling Oaks Townhomes for Sale

Welcome to Margaritaville at Rolling Oaks, a vibrant community nestled in the heart of Kissimmee, Florida, within the picturesque Osceola County. This delightful subdivision offers a unique blend of relaxation and adventure, making it the perfect destination for those seeking a laid-back lifestyle with easy access to the excitement of Central Florida.

Margaritaville at Rolling Oaks is renowned for its tropical charm and resort-style amenities. Imagine waking up to the soothing sounds of nature, with palm trees swaying gently in the breeze and the sun shining brightly overhead. The community features beautifully designed townhomes for sale, each exuding a sense of coastal elegance and comfort. These homes are perfect for families, retirees, or anyone looking to enjoy a slice of paradise.

The townhomes in Margaritaville come equipped with modern amenities and spacious layouts, ideal for entertaining friends or spending quality time with family. Residents can take advantage of the community’s fantastic offerings, including a sparkling pool, fitness center, and social spaces that encourage neighborly connections. Plus, the proximity to world-famous attractions like Walt Disney World and Universal Studios ensures that adventure is just around the corner.

Whether you’re looking for a vacation retreat or a permanent residence, Margaritaville at Rolling Oaks presents an unparalleled lifestyle opportunity. Experience the magic of Florida living in this enchanting community, where every day feels like a getaway. Explore the townhomes for sale today and start your journey toward a life filled with sunshine, fun, and relaxation!

Newest Margaritaville, Rolling Oaks Townhomes for Sale

$315,000

2 Beds ⋅ 3 Baths ⋅ Margaritaville, Rolling Oaks SubDv.

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.

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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