(If first support agent doesn't understand or says no, call again until you get someone who can help or give you a sufficient answer)If you're comfortable sharing your VRBO listing, lots of folks here are happy to offer tips and feedback to help improve your listings performance.Check out this thread about How to increase VRBO rankingsGood luck!

Is that enough spread to be comfortable? 

Assess if you have enough time for tasks like tenant screening and maintenance.Expertise: Professional managers know landlord-tenant laws and property maintenance best practices.Cost vs. benefit: Weigh management fees against potential savings and efficiencies professionals might offer.Property location: Distance from your home to the property matters.Number of units: More properties increase management complexity.Stress tolerance: Consider your comfort level with tenant interactions and problem-solving.Long-term goals: Professional management can free you to focus on expanding your real estate portfolio.

I feel like renting out multifamily is what I may be looking for with this, if done right can give me cash flow, I can hire a property manager at some point and I am friends with a lot of home improvement companies, and I could either use some money I have saved up to put a down payment or home equity loan for some % I am comfortable with and pay both off as fast as I can and repeat.

I would recommend only using a short or mid-term rental house hack for a 2-4 unit property or a house with a detached ADU for your security and the comfort of the guests, which will make it more profitable.

Seeing as we are in Idaho on Lake Coeur d'Alene it is pretty easy to create comfortable and homey space.

Some people are not comfortable with older product.  

This would make lenders more comfortable lending to you, but it may be a harder sell for the family member versus just a promissory note.3.

Do you have a good relationship with your parents and are you comfortable collecting rent from them, addressing maintenance requests for them and things like that? 

If it were one of my tenants I would put in enough window units to keep the house comfortable.