How many times do you have to pay homeowners deductible in a year?

You pay a deductible only when you file a claim to collect on your insurance policy. Like if your home catches fire and you file a claim to collect the money to repair or replace the home, you pay the $500 deductible or whatever your deductible is. If you have more than one claim in a year, you probably will pay deductibles for each occurrence and also depending on the insurance company, you will probably be dropped from coverage--most companies will not tolerate multiple claims.