It 12 years, assuming you make no extra payments, you'll have a paid off condo that cash flows a lot better. 

Even simple extras like local guidebooks or maps can make a big difference.

Is it worth to invest and learn from their program in order to start my co-hosing STR side business just to get some extra money monthly?

Some companies might charge extra for maintenance coordination or inspections.

It shows you are serious and willing to go the extra miles to make it work.

Shouldn't be any extra taxes involved.

It sounds like you’re dialing into that deeper layer of investing where trust and a sense of community become as important as the numbers on a spreadsheet.

15 - 20 year hold time.The rental investment calculators show that the four $300k properties would have a lot more equity in the future and many times the cash flow after a few years, but does the extra maintenance, management time and expense, etc. outweigh the numbers?

For example, this can be adding square footage, adding an extra unit, or adding a pool in a STR market/luxury market.  

Purchase price: $82,077 Cash invested: $50,000 Sale price: $275,000 Fix & Flip mobile home with extra lot.