Margaritaville, Rolling Oaks Townhomes for Sale

Margaritaville, Rolling Oaks Townhomes for Sale

Welcome to Margaritaville at Rolling Oaks, an enchanting subdivision nestled in the heart of Kissimmee, Florida. This vibrant community offers a unique blend of laid-back luxury and tropical charm, making it the perfect place to call home. With its lush landscapes and inviting atmosphere, Margaritaville is designed for those who appreciate the finer things in life while enjoying a relaxed, resort-style living experience.

The townhomes for sale in Margaritaville are truly a gem. Ranging from cozy two-bedroom retreats to spacious three-bedroom residences, each townhome is thoughtfully designed to maximize comfort and style. Featuring open floor plans, modern kitchens, and private outdoor spaces, these homes are ideal for both entertaining and unwinding after a long day. Imagine sipping your morning coffee on your patio or hosting a barbecue with friends in your beautifully landscaped yard.

Living in Margaritaville means more than just enjoying a stunning home; it’s about embracing a lifestyle. Residents have access to an array of amenities, including a sparkling pool, a state-of-the-art fitness center, and vibrant community spaces perfect for social gatherings. Plus, with nearby attractions such as Walt Disney World and the serene shores of Lake Tohopekaliga, adventure is just around the corner.

Whether you’re looking for a vacation getaway or a permanent residence, Margaritaville at Rolling Oaks offers the perfect blend of relaxation and excitement. Don’t miss your chance to be part of this extraordinary community—explore the townhomes for sale today and discover your slice of paradise in Kissimmee!

Newest Margaritaville, Rolling Oaks Townhomes for Sale

$315,000
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
$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
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