And they bring a lot of business experience that I would value, as there is an active component to the property that will need to be managed.   

They also require less day-to-day management.

@Arn CenedellaEasier to manage, less cap ex.

Hey everyone - I'm trying to learn more about the challenges of utilities management for landlords.

In years past, I've used an app that was awesome for initial buying…  there was an option to add several properties, and even add all the properties together and view all your combined info in a portfolio report.

You may also have the owners stay on {part-time} for a season or two to help train the new management (you).Acquire the hard assets:  In this scenario you would only purchase the real property and those hard assets (docks, boats, etc.) that you deem would be beneficial.  

Is it better to go with a property manager considering I won't be in the same city?

definitely. i have got the details from them for their existing landlord. however, that name does not match the owner on the city tax office property records. and they have confirmed that they provided the landlord's details, not the property manager's details.I believe that should match or it is possible to not match?

I live in Texas but the company I'm with invests in Florida a ton, we have an Area Manager that lives in Sarasota that would definitely like to get out to some meet ups.

I would be open to partnering up with someone on the ground who can source properties and project manage.