If you can rent the property in peak season for 1% of asset value per week you will virtually always cash flow.  

With the exception of properties that are walking distance to campus or the hospitals, many owners are now STRing in the fall during football season.

It gets you out of competing with hotels and allows you to charge high prices in peak season.

I am looking to connect with seasoned investors who can offer advice and possibly recommend trustworthy contractors and inspectors.

We expect to have holding costs of $15k to get through the off season and the condo is pretty updated so we would only be spending $10k in renovations (updating the bathroom and then finishes in the remaining rooms).

Get advice from seasoned investors.Good luck!

I have been quite interested in buying a property and renting it out, however, I’m relatively new to the real estate world and eager to learn more.I've been exploring various real estate investment opportunities and would love to get advice from seasoned investors.

Find an agent in your market that also is a seasoned investor and they should be able to assist you to find success in house hacking. 

So if this is your first one, it’s risky without the professional guidance of a seasoned investor friendly realtor in your market.

Sarasota clear water has longer season/warmer, but houses are old and again, taxes 8-10k on a 550 house, plus insurance 6-7.