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 charming Osceola County. This delightful community is designed for those seeking a blend of relaxation and adventure, perfectly capturing the essence of the Florida lifestyle. With its tropical flair and laid-back atmosphere, Margaritaville is more than just a neighborhood; it’s a lifestyle choice.

The homes in this picturesque subdivision boast stunning two-story designs that offer both elegance and functionality. Each residence is thoughtfully crafted to maximize space and comfort, featuring open-concept layouts that seamlessly connect living, dining, and kitchen areas. Large windows bathe the interiors in natural light, creating an inviting ambiance that makes you feel right at home.

As you explore the two-story properties, you will find spacious bedrooms, luxurious bathrooms, and ample storage solutions, making them perfect for families of all sizes. The master suites often come with walk-in closets and en-suite bathrooms, providing a private retreat for relaxation after a long day. Outdoor spaces are equally impressive, with beautifully landscaped yards and patios ideal for entertaining or enjoying a quiet evening under the stars.

Living in Margaritaville, Rolling Oaks means you’re just minutes away from world-class attractions, shopping, dining, and recreational activities. Whether you’re lounging by the community pool, enjoying a stroll through the lush surroundings, or partaking in nearby adventures, this subdivision offers a perfect blend of leisure and excitement. Come experience the charm of Margaritaville, where your dream home awaits!

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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