So having some financial modeling background I could not resist any longer. 

Consider carefully what types of properties will help you achieve your long-term goals while maintaining the financial freedom you’re working towards.Let me know if you'd like to go deeper into the financial modeling or need any assistance with financing options to pull out the equity.

Given my tech and data background, I'm considering developing an online app specifically for Canadian investors.I'm envisioning an interactive dashboard that integrates economic data, sales figures, bylaws, and rental information, complete with prediction models.

They're not 'like' items.

You would be entering an estimate for each item. 

@William SilvaSTR and LTR are very different models.  

I understand the business model, but I would like to see the thought process of someone actively running a Short term rental.

I'm currently considering whether to 1031 a couple of rental SFH's I have in the DFW area over to Vegas.Having lived in an owner-occupied house here for 3 years now and looking at my Clark County bill:- The assessed value is only 25% of the current "quick and dirty" market value (Redfin, Z)- There's a line item where property tax rate appears to be 3% of the assessed value- ... however, another line item subtracts a lot from this because of the lag from owner-occupied increase cap percentage of 3% annually (if I'm understanding correctlyAlso, despite changing hands 3 years ago, it's interesting that the assessed value didn't get re-assessed to the purchase price back then.

They should keep detailed records, including photos of damaged property, repair estimates, and receipts for items like cars and appliances.

I just made an excel model and you're right!