Margaritaville, Rolling Oaks Townhomes for Sale

Welcome to Margaritaville at Rolling Oaks, a vibrant and enchanting subdivision nestled in the heart of Kissimmee, Florida. This tropical paradise is more than just a place to live; it’s a lifestyle that embodies relaxation and fun, inspired by the laid-back vibes of Jimmy Buffett. With its picturesque landscapes, swaying palm trees, and inviting atmosphere, Margaritaville is the perfect escape for families, retirees, and anyone seeking a slice of paradise.

The townhomes for sale in Margaritaville at Rolling Oaks offer a unique blend of comfort and style, designed with modern living in mind. Ranging from cozy two-bedroom retreats to spacious four-bedroom residences, these townhomes feature open floor plans, contemporary finishes, and charming outdoor spaces perfect for entertaining or enjoying a peaceful evening under the stars. Each home is thoughtfully crafted to maximize space and natural light, ensuring a warm and inviting ambiance throughout.

Residents of Margaritaville enjoy a wealth of amenities that elevate everyday living. From resort-style pools and a state-of-the-art fitness center to walking trails and communal spaces, there’s something for everyone. The community also boasts a vibrant social scene, with regular events and activities that foster connections among neighbors.

Located just minutes from the magical attractions of Walt Disney World and the bustling downtown Kissimmee, Margaritaville at Rolling Oaks offers the perfect blend of tranquility and adventure. Whether you’re looking for a permanent residence or a vacation getaway, these townhomes are a gateway to a life of leisure, fun, and unforgettable memories. Come and discover your dream home in this idyllic community today!

Newest Margaritaville, Rolling Oaks Townhomes for Sale

$299,999

2 Beds ⋅ 3 Baths ⋅ S5155480 MLS ⋅ 8201 BLDG.

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

Listing courtesy of TEAM DONOVAN. 407-705-2616

$359,999

3 Beds ⋅ 3 Baths ⋅ S5149980 MLS ⋅ 2916 BLDG.

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

Listing courtesy of TEAM DONOVAN. 407-705-2616

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