Margaritaville, Rolling Oaks Homes with Two Story Property Description

Welcome to Margaritaville at Rolling Oaks, a vibrant and sought-after subdivision located in Kissimmee, FL. Nestled in the heart of Osceola County, this community offers the perfect blend of convenience and tranquility for residents looking to experience the best of Florida living.

The homes in Margaritaville at Rolling Oaks are truly unique, with many featuring a charming two-story layout that adds character and style to the neighborhood. From spacious living areas to cozy bedrooms, these properties are designed to provide comfort and functionality for families of all sizes.

Imagine coming home to a picturesque setting where lush greenery and modern amenities coexist harmoniously. Whether you're looking to relax on your front porch or entertain guests in your backyard, Margaritaville at Rolling Oaks offers the ideal backdrop for creating lasting memories.

With easy access to shopping, dining, and entertainment options, residents of this subdivision can enjoy a convenient lifestyle without sacrificing the beauty of nature that surrounds them. From scenic walking trails to community parks, there's something for everyone to enjoy in this welcoming neighborhood.

Experience the charm and allure of Margaritaville at Rolling Oaks and discover why this community is the perfect place to call home in Kissimmee, FL. Live the Florida lifestyle you've always dreamed of in a home that truly embodies the essence of modern living.

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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