New to medium term rentals - strategy?

[Joy Daniels]

Hey everyone! We recently acquired a key that is a minimum 90 day mid-term. We are wondering about a few aspects of it and would love some advice and input! 

- Maximizing Bookings – What’s been your best strategy? Are you focusing on corporate housing, insurance placements, traveling professionals, or something else? Any marketing hacks that work well?
- Guest Insurance – Do you require guests to carry their own insurance, or do you use a service like Safely, Proper Insurance, or another option to cover damages?
- Retainer/Deposit Fees – If you charge a retainer for mid-term stays, how much do you typically require? Does it cover just marketing and admin, or do you bundle it into property management fees?
- Background Checks & Applications – What software do you use to screen mid-term guests? Are you going full tenant-style background checks or using something lighter for short-term travelers?

- property analysis. - how do you estimate the income on mid-term rentals? I find that it's easier to find data on STR and LTR so I struggle to estimate the income

We’d love to learn from the community and hear what’s working (or what to avoid)! Thanks in advance!