The trade off course for STR route is more management/cleaning of guests coming and going/risk of no bookings vs not needing to deal with long term renters months at a time if that once they move in.

I did trade in land though but they were all quick flips so not really investing more like controlling my own inventory.. 

.✅ Plumbing – Detect leaks or hidden damage before they escalate into major expenses.A small investment in a home inspection can save you thousands in unexpected repairs and help protect your bottom line.Do you get a property inspected before making an investment decision?

I'm happy to go walk the property and take photos and provide a simple report of the information you want to help you make a decision. 

- As it concerns this property, will you able to make pragmatic decisions based on facts and less on emotion (ie FOMO, worry of evictions etc)? 

If you have that kind of money you should be closing deals, not wholesaling them.By the way, wholesaling is NOT investing, you're not holding the properties, your trading them. 

Just be sure to account for the upfront costs, ongoing maintenance, and market demand to make sure the numbers work for you.Good luck with your decision, and feel free to share updates as you move forward!

I was given the opportunity to appeal the decision, and provided proof of new ownership and property management, but Air BNB is maintaining their ruling to delete the listing for being duplicated. 

Ultimately no one else can make this decision for you, and it sounds like it's you driving the decisions for both yourself and your sister. 

Whether you choose short-term or long-term rentals, learning and analyzing deals will help you make the best decision.