Do you have a RUP license (Restricted Use Pesticide)? 

I understand there are significant ST-rental restrictions in the Palm Springs/Palm Desert area that vary from city to city.

I wonder if there are regulatory restrictions making something like this impossible?

Just because all the tenants have Sec 8 vouchers doesn't mean much about the building.Can you get a title report to see if there is a LURA (land use restriction agreement) against title? 

Here if you’re outside the city and there’s no CCRs restricting it you could do multiple on one lot and it would be like a multi family property if you wanted to rent them out.

Similar is with  restrictions for renting Airbnb.

Remember some builders have restrictions on renting while they're still building, they may prohibit signs, etc.

I’m looking to refinance my owner occupied property (it’s a duplex) and I’m bumping against the 75% LTV restriction for cash out on a multi family. the only other route is FHA which allows up to 80% but has a PMI.

@Sophia Remley, it's always important to know the laws of your state and your town, as the town may have more restrictive laws than the state. 

@Aaron Alsup The banks generally do not have lower loan amount restrictions.