Buying a short-term rental near Disney can be a smart move when you focus on the areas that truly support this type of investment. While many buyers initially look toward Orlando, some of the strongest opportunities are actually found just outside the city, where regulations are clearer and communities are designed with short-term rentals in mind.
Counties like Osceola and Polk have become go-to destinations for investors because they actively allow and support short-term rentals. Kissimmee in Osceola County and Davenport in Polk County offer a wide range of resort-style neighborhoods that welcome Airbnb-style properties, all while being just minutes from Disney. These areas combine flexibility, proximity, and strong guest demand, making them ideal for investors seeking consistency and peace of mind. Buyers also comparing Winter Garden real estate should understand how county rules differ, while those exploring Clermont may find these nearby markets offer a more streamlined path to short-term rental ownership.
- Osceola County, including Kissimmee, clearly permits short-term rentals in many communities
- Polk County areas like Davenport are known for investor-friendly short-term rental policies
- Numerous resort-style neighborhoods are built specifically for vacation rentals – many beautiful Clermont homes
- Easy access to Disney and major attractions without Orlando’s tighter restrictions
- More predictable regulations create confidence for long-term investment planning
Focusing on these outer Orlando markets allows investors to enjoy the benefits of the Disney-area demand while operating in locations that are designed to support short-term rentals. With the right community and clear local guidelines, these areas continue to stand out as some of the best options for short-term rental buyers in Clermont, Florida and surrounding areas.
