You will need to completely cover all new flooring for protection as well. 

We made to make some upgrades to cover the number of people but haven't had any issues other than normal maintenance yet. 

Being clear about what’s covered in the lease and by local laws can avoid misunderstandings and set their realistic expectations.If you do plan to carry out the cosmetic upgrades (because the property is overdue and of course you want to ensure your tenants are enjoying their home to the best of your abilities), try to schedule the repairs at times that minimize disruption.

Pictures are included.

Since then, I increased my security deposit to cover more than a half month's rent should I need to use it.

I’d prefer to avoid double-paying for insurance if possible.Additional Note: This property will be used as a short-term rental, which adds to the complexity.Any advice on how to structure the insurance to cover all bases without redundant costs would be greatly appreciated!

I cover utilities.

Here’s a quick checklist to cover your bases:Property Condition: Get a thorough inspection to assess major items like the roof, foundation, and HVAC—this helps you plan for any big repairs.Financials: Account for all costs, including taxes, insurance, maintenance, and property management fees if applicable.

When you have a tenant issue there aren't a bunch of other units to cover the shortfall.

This should be defined in the lease agreement as to how it's covered (by the tenant or landlord) and how they're switched over when turnover occurs.2) Not sure if I'm understanding correctly, but any fees paid to the property manager should be separate.