Investing in a condo vs townhouse as a traveler

[Ramsey Doumani]

Hello Everyone! I am a traveler therapist. I live and work 3 months in Florida fort Myers/Bonita spring area and travel for work 9 months out of state. I am looking forward to buy  my first  condo or a town house in fort Myers/ Bonita spring area and would like to rent it out when I am not in the states. I would like some honest opinions/ experiences from everyone about my crazy plan!

1) I am wondering if it's doable to manage a condo/town house with tenants when I am out of state seasonal 9 months per year.  I have good friends and a handy man that I can rely in Fort Myers/Bonita spring area when I am away and I will be able to rent out the entire unit seasonal for snowbirds. However, I don't know from a practical point of view if it's doable 

2) Condo vs townhouse vs cashflow: I noticed condos  and townhouses are way cheaper in fort myers FL ( however risk of hurricanes) and maybe more opportunity for cash flow. Bonita spring way more expensive but less chance of hurricanes( from the last 30 years ) and less opportunity to cashflow. Anyone can give me their experience in renting out condos/townhouse in Fort myers vs Bonita spring in FL and what they would do if they were in my position?