Haven't converted one of our long-terms to short-term but we have run a short-term rental and we've interviewed numerous successful people in the niche.
The first thing to research is whether the municipality in the area where your rental is will allow It. Google "your city" and "short-term rental ordinance" to see if there is any news regarding that.
Next, I would pull up your address on Airdna.co 's rentalizer and see what it predicts as annual/monthly revenue. If the gross is more than double the current rent you're getting, it will probably work as a short-term rental. Also, don't ignore medium-term furnished rentals, especially if you are near a hospital. Traveling nurses and family in town to visit loved ones in long-term care need places to stay.
There are many short-term rental managers, the fees they charge will vary based upon how passive you want to be. It's not like managing a long-term rental. Fees could range from 10-25% of gross revenue.
Wayfair is a great place to shop for furniture.