If I want to speculate it might as well be at the casino-the entry price is way lower and I can walk away any time I want.

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

I infuriated my mother on a cruise ship once because she gave me a few hundred bucks to spend at the casino...I played two rounds of three-card, won, and walked away!

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

Nine homes sold in Atherton had eight-digit price tags, three of them higher than $20 million.Glen Ellen — up by 33.3 percent — This small Sonoma Valley community had a second-quarter median sales price of $1.25 million, with two-thirds of homes selling for higher than $1 million.Sonoma — up by 30.5 percent — At $895,000, Sonoma‘s median sales price hit a three-year high on a quarterly basis.

Depends if course on the fees the sponsors are charging as well - if those fees are very light, then low double digits could still be possible