But I agree with your initial statement that when you sell to yourself, you don't need a NEW title search or NEW title insurance. 

Look at Intel headquarters, Google, FB, Amazon, Nationwide, Honda, etc.

If you searched the forums as stated you’ve noticed that it’s been asked EVERY time this question is asked.

For suburbs you really have to search for each cities rules.  

After communicating with a prospective resident (Google Voice #, usually by text), with just a name, telephone number and email, the applicant can pay $55 to provide us with a background, eviction and credit check.

If it's substantial enough, they may actually put effort into the search.

Have you searched for co-hosts in your area? 

And I require whoever I start training to view these documents in my Google Drive.

You can search for "Orlando investors group," etc., and you should find some local investors with whom you can connect and learn their investment strategies. 

I would closely monitor your competitions pricing to see what is working for them.Vrbo has built in tools to monitor when people are searching for specific dates.