Wanting to better my financial situation by being better with my money, I started listening to books on finance.

I would ask for actual numbers (gross revenue/net revenue) and see if it makes financial sense for you.You'll need insurance that covers vacation rentals which most carry now - just ask your current provider if they do or don't.Other costs:Registering the rental for the short-term license, Florida sales tax, and all county taxes.Will you be self-managing or hiring a manager?

Just trying to figure out which model makes more financial sense. 

Unless you live very far from the property, you must manage this small property yourself if you wish to have a financially successful investment. 

I provide good homes for good people and that strategy has rewarded me financially and karmically.  

I believe the seller is motivated to sell due to financial difficulty but that is solely based off of speculation.

This is especially true on large financial transactions/a place to live, which comes in real estate. 

I quit my job at the end of 2014 and in 2015, my husband and I decided to design and build our own Tiny House on Wheels (THOW) to start our path to financial independence. 

I think the financials would be better. 

Hey all,I hear a lot of people say to not get stuck in analysis paralysis and that the greatest value you get from your first deal is the experience, not necessarily the financial returns.