Oh my gosh, that's terrible. Do you have a clause in your contract stating no responsibilty for theft to renter's items?  Did they know the system was broken and there was a burglary before?  If you had a burglary 1 month before and the security system was broken, I would not have rented it until the system was fixed. It seems your property or neighborhood is being targeted or that they know it's a short term rental.  If there isn't a clause, I would be inclined to help pay the deductible since it was something you knew that was possible from the previous break in.