My 9-5 is in digital marketing and we remind clients all the time that landscape is better for the web so that's a "duh" moment for me.

I personally will not use income approach to value until I am at double digit units.

When it is triple digits, a prudent landlord supplies window units/portables or puts them up in a hotel (or airbnb) for the night. 

Many in West Coast bet the two digits (%) appreciation will be last forever. 

They can change their 10 digit access code down to a 4 digit 'short code' with instructions provided.

Finally, I would recommend digitalizing the check in process so guests can let themselves in without anyone having to go there.Once all that is done and you get some momentum, give your house a name and create a simple website to get direct bookings which will be slightly less expensive than the 3rd party sites you are on.

I don't know how it is with land lording there as I never rented my home that I had there out.. but I suspect the landlord has their rights.. the City I bought in Kelowna BC had tons of rentals so I know it happens  ( rent that is )  and boy the prices sky rocketed talk about an appreciation play.. wish I never sold my place but I did not want to be a distant landlord.. and I made 20k in a year on it with currency arbitrage and modest appreciation..

I recently made the switch to a digital book keeping system, so would I be able to send the tax documents over to them?

What are you seeing out there in your market I actually minor in economics and an investor in Stock and FOREX (currency, basically like stock market but instead of companies, you invest in countries). 

I also play the FOREX market (currency, but instead of companies the whole country), that you have to get approved by banks since I control 1:400.