In the 2024 insurance market, CA is hard to place, so even though you could force them onto a single policy, it may be more economical to keep them separate.I'll send you a note with the carriers who can do this for you.

our first baby is officially on the market and i have mix emotions but more happy because im excited for the next chapter !

Even if the specific booking is not from Airbnb, the entitlement is permeating the market in general.I do like how pretty much all of the OTA's offer trip insurance. 

They would likely be able to confirm that your expenses are reasonable for the area or that your rents are at market rates.

It’s not necessarily more difficult than market-rate rentals, just different.If you’re seriously considering this route, feel free to reach out.

Can you please share any information on properties or markets where you are that can help guide my search?

They offer weekly training sessions on everything from investing and construction to vendor management, cash management, market analysis, and home underwriting.

The market shifts, and properties take longer to rent or sell?

Not that I am aware of, but I am not aware of all softwares on the market. 

It is a very competitive market and units in the tens of thousands.