Margaritaville, Rolling Oaks Homes with Sidewalks Community Features

Margaritaville, Rolling Oaks Homes with Sidewalks Community Features

Welcome to Margaritaville at Rolling Oaks, a charming subdivision located in Kissimmee, FL, in the heart of Osceola County. This vibrant community is known for its laid-back atmosphere, perfect for those looking to embrace the sunny Florida lifestyle.

One of the standout features of Margaritaville at Rolling Oaks is its Homes with Sidewalks Community. True to its name, this subdivision boasts well-maintained sidewalks that not only enhance the aesthetic appeal of the neighborhood but also provide residents with a safe and convenient way to explore the area on foot or by bike. Whether you're taking a leisurely stroll or going for a morning jog, the sidewalks offer a picturesque setting to enjoy the beautiful surroundings.

Living in Margaritaville at Rolling Oaks means being part of a welcoming community where neighbors become friends and every day feels like a vacation. With a range of housing options to choose from, including single-family homes and townhouses, there's something for everyone in this diverse and inclusive neighborhood.

Come and experience the best of Kissimmee living at Margaritaville at Rolling Oaks, where the sun always shines, and the good times never end.

Newest Margaritaville, Rolling Oaks Homes with Sidewalks Community Features

$399,000
2 Beds ⋅ 3 Baths ⋅ Margaritaville, Rolling Oaks SubDv. ⋅ 34747 Zip Code
Welcome to paradise at 3071 Key Lime Loop, a premium turnkey real estate opportunity located in the highly sought-after Margaritaville Resort Orlando. Located in the First Phase close to the Fins Up Club, this beautifully furnished 2-bedroom, 2.5-bathroom island-inspired cottage features high-end coastal decor and an open-concept floor plan designed for effortless relaxation. The bright interior flows seamlessly to a private outdoor oasis, boasting an open patio area equipped with your own private, above-ground heated spa. It is the ultimate setting to relax with an ice-cold beverage after a long day in the Florida sun, making it an incredibly enticing property for vacation home buyers and savvy investors looking for a high-demand rental asset. As part of this world-class resort community, owners and guests enjoy full access to premium, on-site amenities. Spend your days lounging at the expansive Fins Up Beach Club lagoon-style pools, exploring the Island H2O water park, or relaxing at the luxurious St. Somewhere Spa. The resort features a state-of-the-art fitness center, regular live entertainment, and a spectacular lineup of themed restaurants and bars right on your doorstep. Best of all, this property sits in an unbeatable Central Florida location—just minutes from Walt Disney World, and a short walk or golf-cart ride from the dining, shopping, and endless entertainment at the Promenade at Sunset Walk. Secure your piece of the profitable Orlando vacation market today!

3071 Key Lime Loop, 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
$575,000
4 Beds ⋅ 5 Baths ⋅ Margaritaville, Rolling Oaks SubDv. ⋅ 34747 Zip Code
BEST DEAL IN MARGARITAVILLE!!!! This world famous resort exudes cheer with a colorful palette of tropical hues and lush landscaping! Imagine owning a 3 story Island style home drenched in aqua blue with stylish awnings and crisp white balconies, this wins hands down for curb appeal!! Worth mentioning is the quality construction and choice of a concrete tile roof in lieu of shingles and a center of state location! The interior is fully furnished with superbly crafted Ethan Allen furniture guaranteed to last with solid wood construction and durable fabrics, a 55k package. All bedding & linens are from the Margaritaville Hotel, ensuring the same luxurious slumber! Everything is included from tv’s to modems to artwork and silverware! All appliances large and small also convey! Luxury vinyl plank keeps things cohesive and very low maintenance. This floor plan is spacious and gives plenty of privacy to large parties looking to kick back and relax! The backyard has a new hot tub and is a great spot to lounge and enjoy a cocktail or two, because it’s always 5 o’clock somewhere! Yes, it can get catchy…so don’t blow out your flip flop or step on a pop top rushing to see this amazing life you could be living or benefitting from! A cheeseburger in paradise is an understatement with an incredible array of restaurants and specialty shoppes throughout the resort. Sunset Walk offers an array of international delicacies. Dine and dance the night away at Estefan’s Kitchen enjoying decadent Cuban cuisine or pop into the Wharf for fresh seafood, a cold beer and live music! With countless choices and activities you’ll never run out of new experiences to try and savor. On site make a splash at the Island H20 water park, one of the many pools or jump on the free shuttle to the parks! A reservation is required thru Fins Up Beach Resort.

8045 Lost Shaker Lane, Kissimmee
Start Your Search