Margaritaville, Rolling Oaks Homes with Stucco Exterior Construction

Welcome to Margaritaville at Rolling Oaks, a vibrant and inviting subdivision nestled in the heart of Kissimmee, Florida. This enchanting community perfectly captures the essence of laid-back, tropical living, making it an ideal destination for those seeking a slice of paradise right at home.

Margaritaville at Rolling Oaks offers a unique blend of modern amenities and classic charm. The homes here boast stunning stucco exterior construction, providing not only an attractive aesthetic but also durability and low maintenance. With designs inspired by coastal living, these residences feature open floor plans, spacious kitchens, and inviting outdoor spaces that beckon you to relax and unwind. Whether you’re sipping your morning coffee or hosting a weekend barbecue, the homes are designed for both comfort and entertaining.

Located in Osceola County, Kissimmee is known for its rich culture, vibrant community, and proximity to world-renowned attractions like Walt Disney World and Universal Studios. Residents of Margaritaville enjoy easy access to a plethora of shopping, dining, and recreational options. The community is also surrounded by beautiful parks and nature preserves, making it perfect for outdoor enthusiasts and families alike.

With its enchanting atmosphere, stunning homes, and unbeatable location, Margaritaville at Rolling Oaks is more than just a subdivision; it’s a lifestyle. Experience the joy of living in a community that embraces the spirit of relaxation and fun. Come discover your dream home in this tropical paradise today!

Newest Margaritaville, Rolling Oaks Homes with Stucco Exterior Construction

$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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