Keep in mind, some of the best deals are off-market - get yourself connected to local groups on social media that will allow you to find these opportunities quicker so you're not in such a rush to buy that you make a mistake on your vetting process.There is always risk associated with fix-and-flips - but having the confidence going into a buy makes all the difference.

The properties that I rent would be fully furnished and then listed on short term rental sites such as AirBnb, HomeAway, VRBO, etc. as available spaces for travellers using these platforms.

Why am I confident with this choice?

Don't forget doing STRs to travelling workers. 

And also more landlord friendly, Until you are confident enough to jump into such expensive areas.

The Wheel has generated a lot of buzz including being named the Travel and Leisure Magazine's 12th best diner and the owner, Savas Logothetides, is very involved in revitalizing the downtown.

If you plan on purchasing multiple properties over time, go with someone whom you are confident you can build a relationship.  

I spent all of my early 20s traveling Europe and working odd jobs and fighting wildfires all while never finishing my degree in computer science.Since then, however, I have reached mid-20s-dom and have developed a bottomless appetite for financial education.

I am a traveling CT/IR tech by day.

Just not 100% confident in where I should be spending my time.