Kissimmee Portfolio of properties for Sale - Osceola Outlying
This listing represents a fully turnkey and automated Short-Term Rental (STR) business operating in the high-demand Disney Corridor of Central Florida. The sale includes three income-producing properties, a complete digital ecosystem, an established brand, and all operational infrastructure necessary for remote ownership.
The business demonstrates consistent multi-year performance. One property was added mid-2023, followed by a fully stabilized year in 2024 and normalized operations in 2025. On a blended three-year basis, the portfolio generates approximately $120,000 in stabilized annual net operating income.
Offered as a going-concern investment, this opportunity is ideal for passive or out-of-state investors seeking immediate cash flow in a proven Florida STR market without startup or ramp-up risk.
The business operates under Margarita Vacation Rentals, a recognized name with a strong online presence, including a full website and domain (MargaritaVacationRentals.com), Airbnb Superhost status, VRBO Premier Host status, and optimized listings on multiple booking platforms.
Each property is fully furnished, professionally staged, and located in two top-performing resort communities—Windsor at Westside and Regal Palms—offering premium amenities such as lazy rivers, pools, clubhouses, gyms, security, and guest services.
The business is engineered for low-touch, remote management. It runs on an automation system that handles guest messaging, vendor notifications, cleaning schedules, HOA compliance alerts, price optimization, and calendar syncing across Airbnb, VRBO, and Booking.com. Cleaning teams, pool service providers, and maintenance vendors are already in place and familiar with the operation.
This is not just a real estate sale—it is the acquisition of a fully automated short-term rental business with approximately $194K in average annual gross revenue and $120K in stabilized annual net operating income based on multi-year performance.
The business is ideal for investors seeking passive cash flow, out-of-state buyers, or those looking to expand into the STR space with a fully established and profitable platform.
