Those extra doors offer a higher passive income and help to buy another home sooner once you file that next years tax returns. 

How much more time would you have to spend given that it is an STR.Is the extra money / time spent worth it?

The peace of mind and seamless transactions are far more valuable than squeezing out a few extra dollars from a deal that could fall apart at any moment.Real estate isn’t just about the highest bid; it’s about the relationships and reliability that ensure deals are closed efficiently and without unnecessary stress.

Comps will tell you that you should spend the extra 6800...

With the new commission laws in place, some buyers going directly to the listing agent in lieu of having their own buyers agent because they’ve heard that they will need to pay their agent directly out of pocket and they just don’t have the extra funds, with high interest rates and home prices in todays market.

When the extra cash flow from STRs no longer justifies the work, we'll shift our focus to long-term rentals.

Difficulty in Financing: Selling a property purchased under a land contract can be more difficult, as potential buyers may be hesitant to take on the remaining payments.Benefits for Sellers: Deferred Capital Gains Tax: Sellers may be able to defer capital gains taxes on the sale of the property if certain conditions are met.

The difficulty is always going to be whats "most comfortable" for your family and what property will provide the highest return/ROE to help build a life of financial freedom for your family.

The difficulty was not finding properties that would make money, it was selecting the property that would make the most money.  

Bonus Tip: take extra care to get 5 star reviews on your early stays.