How do you file a judgement against a tenant for damages beyond the security deposit?

Make sure you only add them to the liability section not the property damage section. 

If the house attracts the type of tenant who is likely to skip out on rent or cause damages, it could be worth it.   

Primary bedroom with a walk-in closet and dressing area.

The "additional insured" puts your name on the payout check with theirs to ensure you get paid for the damage.

When done well, giving a cash incentive to leave voluntarily will still cost you some money, but it may be faster, easier and may avoid property damage repair costs that sometimes are incurred when circumstances result in apathetic or hostile tenants.

Long story short they brought dogs(against our house rules) the dogs damaged the furniture.

Damage is expensive to repair and with tenants that don't respect you, it just keeps piling on. 

Florida video voyeurism law:810.145 Video voyeurism(1) As used in this section, the term:(c) “Place and time when a person has a reasonable expectation of privacy” means a place and time when a reasonable person would believe that he or she could fully disrobe in privacy, without being concerned that the person’s undressing was being viewed, recorded, or broadcasted by another, including, but not limited to, the interior of a residential dwelling, bathroom, changing room, fitting room, dressing room, or tanning booth.(2) A person commits the offense of video voyeurism if that person:(a) For his or her own amusement, entertainment, sexual arousal, gratification, or profit, or for the purpose of degrading or abusing another person, intentionally uses or installs an imaging device to secretly view, broadcast, or record a person, without that person’s knowledge and consent, who is dressing, undressing, or privately exposing the body, at a place and time when that person has a reasonable expectation of privacy;(b) For the amusement, entertainment, sexual arousal, gratification, or profit of another, or on behalf of another, intentionally permits the use or installation of an imaging device to secretly view, broadcast, or record a person, without that person’s knowledge and consent, who is dressing, undressing, or privately exposing the body, at a place and time when that person has a reasonable expectation of privacy; or(c) For the amusement, entertainment, sexual arousal, gratification, or profit of oneself or another, or on behalf of oneself or another, intentionally uses an imaging device to secretly view, broadcast, or record under or through the clothing being worn by another person, without that person’s knowledge and consent, for the purpose of viewing the body of, or the undergarments worn by, that person.(5) This section does not apply to any:(a) Law enforcement agency conducting surveillance for a law enforcement purpose;(b) Security system when a written notice is conspicuously posted on the premises stating that a video surveillance system has been installed for the purpose of security for the premises;(c) Video surveillance device that is installed in such a manner that the presence of the device is clearly and immediately obvious; It sounds like the OP's situation may not be covered.

I have one in that neighborhood that got some tornado damage and I got a free new roof and siding from the insurance company lol.