Margaritaville, Rolling Oaks Homes with Two Story Property Description

Welcome to Margaritaville in Rolling Oaks, a vibrant and enchanting subdivision nestled in the heart of Kissimmee, Florida. This tropical oasis is more than just a neighborhood; it’s a lifestyle designed for those who crave the perfect blend of relaxation and adventure. With its stunning landscapes, palm-lined streets, and a welcoming community atmosphere, Margaritaville invites you to experience the charm of Florida living at its finest.

The homes in this delightful subdivision are primarily two-story properties, expertly crafted to maximize both space and comfort. These residences boast modern designs, open floor plans, and an abundance of natural light, making them ideal for families and individuals alike. Each home is thoughtfully appointed with high-end finishes, spacious kitchens, and cozy living areas, creating the perfect backdrop for entertaining friends or enjoying quiet evenings at home.

Residents of Margaritaville in Rolling Oaks enjoy access to a wealth of amenities that elevate the living experience. Dive into the resort-style pool, unwind at the clubhouse, or take a leisurely stroll through the beautifully landscaped parks. With its prime location in Osceola County, Kissimmee offers easy access to world-famous attractions, shopping, and dining, ensuring that there’s never a dull moment.

Whether you’re seeking a permanent residence or a vacation home, Margaritaville in Rolling Oaks provides an idyllic setting that captures the essence of Florida’s charm. Come discover your dream home in this vibrant community, where every day feels like a getaway!

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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