Properties For Sale in Kissimmee

Welcome to a truly unparalleled luxury estate, nestled on 5 acres of serene privacy. This custom-built masterpiece, completed in 2009, boasts an impressive 11,138 square feet of meticulously designed living space, where every detail has been thoughtfully curated for the discerning homeowner. A...

Discover a premier investment opportunity in Reunion Resort’s esteemed Bear’s Den community. This custom-designed, ten-bedroom home combines luxurious style, flexible layout, and top-tier amenities, making it ideal for turnkey short-term rentals, corporate retreats, or upscale vacations. Impr...

Unmatched Luxury & Rental Performance in Reunion’s Prestigious Bear’s Den Club! Experience the ultimate in resort-style living in one of the most exceptional vacation rental homes in all of Reunion Resort. This exceptional 7-bedroom residence is positioned on a rare oversized homesite with n...

Exquisite Lakefront Luxury Estate in Formosa Gardens on Star Lake Welcome to an extraordinary, turnkey Mediterranean estate perfectly positioned on the shores of Star Lake in the Formosa Gardens community. Just minutes from Walt Disney World, Universal Studios Florida, and SeaWorld Orlando, th...

Luxury 10-Bedroom Golf Front Estate in Reunion Resort. This property comes with the Gold Membership and access to Golf, Water Parks and the Tennis Facilities. - Fully Turnkey Investment Opportunity Welcome to an exceptional 10-bedroom, 9.5-bath luxury estate perfectly positioned on a premium over...

Luxury 10-Bedroom Golf Front Estate in Reunion Resort. This property comes with the Gold Membership and access to Golf, Water Parks and the Tennis Facilities. – Fully Turnkey Investment Opportunity Welcome to an exceptional 10-bedroom, 9.5-bath luxury estate perfectly positioned on a pre...

RARE 9 BEDROOM ***Only 4 years Old. Luxury, Legacy and Lifestyle greet you at the private “Bears Den” gate at Reunion Resort. Once inside you will be met by this stunning 9 bedroom 8 ½ bath Reunion Resort Membership property that is equally inviting and LARGE enough to accommodate families with ...

One or more photo(s) has been virtually staged. This home can be purchased with NO INCOME VERIFICATION needed! This property is not just a home — it’s an experience, a destination, and an incredibly powerful income-producing asset all wrapped into one unforgettable opportunity. Built in 2020 and ...

One or more photo(s) has been virtually staged. Welcome to a one-of-a-kind, fully furnished, professionally designed luxury vacation home in one of Central Florida’s top-performing vacation rental communities, Veranda Palms. This exceptional property is truly turnkey and income-producing from day...

Water View! Welcome to an extraordinary luxury vacation residence in the highly sought-after Sonoma Resort at Tapestry, where sophisticated modern design meets exceptional short-term rental potential. Perfectly positioned with tranquil water views at the back, this professionally curated home de...

*ACTIVE MEMBERSHIP AVAILABLE*** MUST SEE HOME!!! Located at the end of a quiet cul-de-sac backing up to the tee box of the 7th hole of the Watson designed course in the one of a kind Reunion Resort & Golf Club. Architecturally designed to impress, and accentuated with HIGH-END finishes throug...

Experience the pinnacle of resort living and high-yield investment potential at 7936 Jacks Club Court, a stunning 6-bedroom, 6.5-bathroom masterpiece located within the prestigious Bear’s Den enclave at Reunion Resort. Meticulously designed to sleep 14 guests, this fully furnished villa serves as...

This stunning fully furnished 15-bedroom, 15.5-bathroom vacation home offers an incredible great investment opportunity in the highly sought-after Sonoma Resort. Located in a premium resort-style community, this spacious 6,249 sq ft property is perfectly positioned in a great location — just minu...

Welcome to this stunning and well-maintained 12-bedroom, 11-bathroom fully furnished home located in the highly desirable Veranda Palms community! This exceptional property is the perfect opportunity for a primary residence or vacation home. Designed with comfort and functionality in mind, the h...

Welcome to an extraordinary luxury vacation residence in the highly sought-after Sonoma Resort at Tapestry, where sophisticated modern design meets exceptional short-term rental potential. Perfectly positioned with tranquil water views at the front, this professionally curated home delivers a tru...

Reunion Resort Escape: 9BR Whitemarsh Cove Villa—Pool, Theater, & Disney Thrills! To all Investors —welcome to 7638 Whitemarsh Way, your slice of paradise in gated Whitemarsh Cove at Reunion Resort. Nine bedrooms, ten baths, bright open floor plan and vibes—massive living space, chef’s kitch...

Experience luxury and performance in this stunning Reunion Resort home located on one of the community’s deepest lots with panoramic views of the Jack Nicklaus Golf Course. This property stands out as a high-producing short-term rental with strong financial performance and an active Reunion Resor...

This 2022-built residence offers a rare scale of 12 bedrooms and 11.5 bathrooms , spanning 4,831 square feet of heated living space. Located in a gated community with short-term rental eligibility , the property features a pond-view lot with a private heated gunite pool and integrated spa.The int...

Priced to sell! Exceptional Investment Opportunity! This stunning, fully furnished and professionally themed vacation home in the sought-after Veranda Palms community generated over $150,000 in gross rental income last year—with future bookings already in place that can seamlessly transfer to the...

Under contract-accepting backup offers. Step inside this home from anywhere! To experience a fully immersive walk-through of this home click on the Video or Virtual Tour button on this page. Exquisite Luxury Residence in Celebration's Coveted Island Village. Perfectly positioned on a premium corn...

Welcome to the Crown Jewel of Encore at Reunion! This extraordinary 11-bedroom, 13-bathroom (11 full, 2 half) LUXURY RESORT ESTATE is one of Encore's most celebrated and HEAVILY BOOKED short-term rentals - a rare, one-owner masterpiece sitting on ONE OF THE LARGEST LOTS IN ALL OF ENCORE, offering...

Style + Income Opportunity. This 7-bedroom 2025 home in Solara Resort is fully furnished and ready to generate income from day one. Designed for short-term rentals, with an open floor plan, modern kitchen, and private pool with barbecue, modern and new decor, it will truly be excellent for use an...

Enjoy the luxury and excitement with this professionally decorated vacation home. Just last month 8 BEDROOMS decorate (7 BR + bonus room converted to the 8th BEDROOM), this stunning property already offers an unforgettable experience with beautifully designed interiors and themed rooms that bring...

Beautiful and impeccably maintained 9-bedroom, 6.5-bath home located in the sought-after Solara Resort. Built in 2020 and never used for short-term rental, this stunning property is fully furnished and professionally decorated with high-end finishes throughout, including custom wallpaper, stainle...