@Mark Cohen there are not insurance products that will insure against an under performing business operation. 

If you've structured the deal in such a way that allows you to have a good amount of equity in the property within a reasonable timeframe, then a good option may be conventional products like the FHA loan.

If you know someone who offers that product, please raise your hand.

It's unclear from the question whether the home you already own has a vacation home loan as well.IE if home A is an investment property, then you can buy home B as a vacation home.If home A is a vacation home, then you cannot buy home B as a vacation home.If home A is a vacation home and you're desperate to buy home B as a vacation home, I would think you could refinance home A into a different loan product, and then the vacation home loan would be eligible for that area again. 

I set up a Service in Products and Services and linked it to the Income Account "Billable Expense Income" (BEI).

When getting a mortgage, there are several more highly leveraged (low down payment / equity) loan products for owner occupied property.

My Name is Fatai and I want to get into real estate investing for generation wealth creation.

A lot of forum members are very knowledgeable in their respective fields related to real estate investing, whether that is real estate sales, wholesaling, flipping, rentals, lending, self-directed IRA and Solo 401k investing, or tax and legal guidance.Discounts on some products and services are offered to BP members: https://www.biggerpockets.com/perks/proIf you haven’t been to it already, you might want to check out the BP blog: https://www.biggerpockets.com/blog/The site has quite a few tools that can be helpful for new members.

Each property gets it's own video so the client has a tangible product.

The man who sold it to me, had been watching me for years and knew who I was, and was a productive member of the community, and admired things I had done.