I plan to speak to him on the fact that the lease prohibits people who are there for more than 7 days/month without permission but I wasn't pushing that during the holidays.

It’ll be a relaxed and engaging atmosphere.Your participation will be a great honor for us, and we'll actively promote the episode to ensure your expertise reaches a wider audience.If you are interested in joining us, please, let me know, and we can discuss the details and potential dates.Thanks for considering, and I hope we can connect soon!

Basically properties are so overpriced in Spain that in order to obtain a positive yield using debt (leverage) one has to buy the property at:1 - A court auction (this is painfully slow - and I mean years waiting - and on top of that the property has to be paid in full cash - no financing available by banks).2 - Marginal neighbourhoods and run down areas where most people dont want to live. 3 - Luxury properties that only can cash flow when the real estate market is booming, and sometimes for a limited period of the year like summer season, or main holidays.

With more relaxed rules from July 2018, it makes a lot more economic sense to invest into building an ADU: http://www.sanjoseca.gov/DocumentCenter/View/78534

The city streamlined the ADU permit process with increasingly relaxed rules now.

Finally before the holidays we had a contract at $504k (and a back up at $450k).

It was a holiday week.

These have relaxed a little over time, but every conventional loan is required to get a Condo questionnaire from the HOA/property management company.  

We recommend to all of our clients to save non pertinent repairs/upgrades etc to the slow season (end Q3/Q4 before holidays) to that point.

Is there any local website used for holiday rentals like you mention?