Where I live, I've tended to find they rent pretty quickly and stay leased.  

I have a $2000 a month rental, and a person or two suggested I was nuts for asking for first, last and security.

Join real estate investment clubs.Have clear investment goals.Understand the local market and potential growth aspects.Get in touch with a local agent or investor and shorten your learning curve and save you a lot of headaches as they tend to understand the market better.All the best!

I can say that after many years, many deals, many successes, and many failures, the learning never stops (though, it tends to become a bit less stressful as you gain experience and wealth).At the end of most BP podcasts, they ask the guest "what separates successful RE investors from those who fail, give up, or never get started?"

I do like VRBO as a platform and their guests "Get it" I don't have any data to back it up, but VRBO guests tend to be cleaners, easier to work with, and more respectful! 

They'll counter if there's no other bids and you didn't go in crazy low (like I tend to do).

My advice would be to find a property that has unique characteristics, those tend to do better.

I tend to not like to have to wait 60 days or more for a response from a bank that often even then takes much longer. 

There tends to be a lot of scammer and bots. 

All industries tend to go Vertical at some point, especially around support systems that can be leveraged as they grow, such as Sparefoot search engine.