Try your best to estimate the costs to fix each item (do your homework, ask here).

i suggest taking it step by step and incorporate these items as you gain small successes going forward. 

@Simone Koga In addition to the support staff you have have already identified (with house cleaners being the most important) Have spare items available like sheets towels etc that the cleaners can access if something is damaged.I use a simple lockbox as there is less risk it will have a fault but other people have used wifi enabled locks where they can change the codes easily.

Good answers above on some of the big items.

Yes it was my grandpas house but that’s related to the items that were in it.

Suggest you get hold of a licensed general contractor to itemize the deficiencies in the order of urgency and your budget.

Find ways to improve these areas, a new paint job and some articles and items to create a "theme" in the bathroom can go a long way and make it much more enticing.

I truly Am appreciative to each of you So no one has leases with something like tenant is responsible for maintenance items up to x amount 

I would want to see copies of the leases, a rent roll for the past 3 years, and itemized list of repairs and maintenance done over the past 3 years, property tax documents, proof of insurance and bills and any appraisal done in the past several years. 

Taking care of miscellaneous punch list items.