Margaritaville Homes for Sale in Kissimmee - 24 homes

Remarks: Experience resort-style living in this stunning 5-bedroom, 5.5-bath cottage located in the highly sought-after Margaritaville Resort Orlando. Perfectly positioned on an oversized corner lot, this home offers exceptional privacy along with its own private pool and heated spa, creating the ideal setting for relaxation or entertaining. This beautifully designed two-story floor plan comes fully furnished, with every detail thoughtfully selected to create a light, airy, coastal atmosphere. Soft mint and pastel yellow tones, wood-plank tile flooring, and energy-efficient stainless steel appliances all come together to provide both style and function. Natural light fills the home, enhancing the bright “beach breeze” ambiance throughout. The layout features two bedrooms on the first floor and three bedrooms upstairs, including a spacious primary suite. Each of the three second-floor bedrooms boasts its own en-suite bathroom, ensuring comfort and convenience for guests. The two upstairs guest rooms offer private balconies, while the primary suite also enjoys access to outdoor space for peaceful moments of retreat. A dedicated half-bath off the lanai adds extra ease for poolside living. Located within Margaritaville Resort, residents and guests enjoy world-class amenities and a prime location with quick access to major highways, shopping, dining, and—best of all—the Disney parks. Whether you're seeking a high-performing short-term rental investment or a beautiful place to call home long-term, this cottage embodies the ultimate laid-back Florida lifestyle.

Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY (305-809-8085)

Listing Agent: Troy Boss (315-335-4622)

Remarks: Feeling stuck? Looking for a vacation home or a home that FEELS like vacation? Longing for that “Lost Shaker of Salt”?! The Margaritaville Resort Cottages can solve ALL these woes! 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.

Listing is courtesy of: LAKEFIELD REALTY GROUP LLC (407-383-6497)

Listing Agent: Autumn Makin (352-455-0044)

Remarks: Welcome to your slice of paradise in the heart of the world-famous Margaritaville Resort Orlando, where "no worries" isn't just a lyric — it's the lifestyle. This fully furnished, turnkey getaway offers 3 bedrooms plus a versatile open-concept den that flows seamlessly into the main living space, easily serving as a 4th sleeping retreat, home office, game room, or sunset lounge — however your tribe likes to unwind. The airy, door-free design keeps the vibe breezy, social, and wide open, just the way island living should be. Inside, a spacious floor plan welcomes you home, while the outdoor patio invites you to soak up that glorious Florida sunshine (frozen concoction in hand, of course ??). Recent updates include fresh living room furnishings and brand-new toilets throughout — rental-ready and waiting for its next happy crew. Step outside and the resort rolls out the red carpet: the sprawling Fins Up! Beach Club, zero-entry lagoon pools, the blissful St. Somewhere Spa, a state-of-the-art fitness center, kids' club, and the on-site Island H2O water park. When the sun goes down, the Sunset Walk entertainment district lights up with dining, shopping, and live music just steps away. Minutes from Walt Disney World, Universal Orlando, and SeaWorld, this home is perfectly parked near Central Florida's biggest thrills and best bites. Whether you're chasing a high-performing short-term rental investment or your own personal escape to Margaritaville, this one checks every box on the paradise list. Fins up — your getaway starts here.

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

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

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)