Margaritaville, Rolling Oaks Townhomes for Sale in Kissimmee - 25 townhouses

Remarks: Owning at Margaritaville Resort Orlando isn’t just buying real estate — it’s buying freedom. When you’re here, the clock stops, the vibe takes over, and life slips into island time. Fully furnished and turn-key ready, this 2-bed, 2-bath townhome with bonus room is your ticket to live the good life — or let it pay you back while you’re away. Bright, open, and breezy, the main level serves up a seamless flow from the kitchen to the living room to the water views beyond. The kitchen nails that effortless vacation-home feel with quartz countertops, stainless appliances, and a big center island that begs for coffee in the morning and cocktails by night. Step onto the patio, breathe in the stillness, and remember what it feels like to actually unwind. Upstairs, two stylish bedrooms and a flexible bonus space keep guests comfortable and happy — because you know they’ll be visiting. But the real story here? It’s the lifestyle you can’t replicate anywhere else. Poolside cabanas, live music, craft cocktails, spa days, water slides — all steps from your front door. Fins Up Beach Club brings the island energy, St. Somewhere Spa melts the stress, Promenade at Sunset Walk brings the food, shopping, and nightlife, and Island H2O Live! Water Park keeps the fun rolling. Even when you skip the theme parks, you’ve got your own built-in vacation city right here. Whether you’re escaping for a long weekend or cashing in on high-demand rentals, life here pays dividends — in profit and peace of mind. Because in a world that runs on deadlines and devices, Margaritaville gives you something rarer: permission to exhale, turn up the music, and let every day feel like the weekend.

Listing is courtesy of: EXP REALTY LLC (407-305-4300)

Listing Agent: Tony Ubaldini (407-242-6781)

Remarks: Bright and spacious TWO BEDROOM VILLA WITH BONUS BUNK ROOM located in the heart of Margaritaville Resort just 5 minutes from Disney! This spacious townhome is located on a premium lot with open greenspace views and has two large bedrooms, plus a bonus bunk room, cozy and perfect for children or guests. It also comes with high end wood look tile, quartz countertops, upgraded appliances, wooden stairs, private owners' closet, high ceilings, and so much more! This property can be used as a full-time residence, second home, or short-term rental property. This resort style community features three large swimming pools near the Margaritaville Resort Hotel, 4 pools just steps from the villa itself, multiple restaurants and bars, fitness center, full-service spa, lush and tranquil walking trails to all ends of the community, as well as a moments walk to all of the restaurants, bars, shops and entertainment that Sunset Walk has to offer! Low maintenance resort living includes fully maintained grounds, home exterior, lawn care, and 24/7 roaming and manned gated security entrance.

Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)

Listing Agent: Jenna Palmero (407-697-8727)

Remarks: Escape to the ultimate "Island Time" lifestyle with this stunning, fully furnished 3-bedroom, 3-bathroom townhome at 2993 Caribbean Soul Drive! This property is a jewel within the highly sought-after Margaritaville Resort Orlando, offering a true turnkey vacation experience. Its location couldn't be better—you're mere steps away from one of the resort's beautiful community pools, inviting you to dive into paradise the moment you arrive. Owners and guests enjoy access to the resort's phenomenal amenities, including multiple lagoon pools, a relaxing lazy river, the full-service St. Somewhere Spa, the Fins Up Fitness Center, delicious dining options, lively bars, and the adjacent Promenade at Sunset Walk entertainment district. This townhome is a dream acquisition for both vacation home buyers and savvy investors. Beyond the resort, you are perfectly positioned to enjoy Central Florida's best, with Walt Disney World, world-class dining, premium shopping, and all the region's top attractions just minutes away. Secure your piece of paradise and a reliable income stream with this effortless, high-demand investment opportunity!

Listing is courtesy of: TEAM DONOVAN (407-705-2616)

Listing Agent: James Donovan (407-705-2616)

Remarks: Welcome to 3184 Caribbean Soul Dr, a stunning 4-bedroom, 3-bathroom townhouse in the vibrant Margaritaville Orlando community. This end unit offers privacy and convenience with the community pool just steps away from your door. The home features beautiful wood cabinets, stylish tile floors throughout, and modern stainless steel appliances. What makes this property truly special is that all furniture and decor stays with the home, making it completely move-in ready. This versatile property works perfectly as an Airbnb rental, full-time residence, or your personal vacation retreat. The location puts you close to exciting attractions like Island H2O water park, Sunset Walk's entertainment district, movie theaters, shopping centers, and diverse dining options. Nearby amenities include Formosa Winery Tasting House for wine enthusiasts, Target Grocery for convenient shopping,Walt Disney World. The property also offers easy access to public transportation. Whether you're looking for an investment opportunity or a place to call home in sunny Florida, this Margaritaville townhouse delivers comfort, style, and endless possibilities in one attractive package.

Listing is courtesy of: LUXE PROPERTIES LLC (305-809-7650)

Listing Agent: Deanna Meredith (407-331-6542)

Remarks: Indulge in the height of comfort and style with this charming 3 bedroom, 3 bath Villa in Margaritaville. As you enter, you'll be greeted by a bright and airy atmosphere that invites relaxation. The thoughtfully designed floor plan seamlessly combines style and functionality, providing the perfect setting for creating lasting memories. The villa features Samsung appliances, a washer and dryer, and a well-appointed kitchen with quartz countertops. With volume ceilings, 8 ft doors, and wood stairs, this home exudes sophistication and craftsmanship. Immerse yourself in the resort-style amenities, including 3 large pools, a hot tub, live entertainment, a full-service spa, and a fitness center, plus 4 additional pools just walking distance from your Villa. The convenience of nearby restaurants and complimentary shuttles adds an extra layer of ease to your daily life. Situated less than 2 miles from the entrance to Animal Kingdom, this villa offers the perfect balance of tranquility and accessibility. Don't miss the opportunity to make this exceptional property your own. ***MRO Approved City Furniture/Housewares Package INCLUDED IN LIST! Furniture/Housewares Package Includes Blinds, Drapes, TVs, Artwork, Kitchen Necessities, Dishware, Linens, and so MUCH MORE!

Listing is courtesy of: P4L REALTY LLC (407-845-9189)

Listing Agent: Beatriz Lochead (321-662-6262)