Place fresh strawberries in your blender and puree until smooth.
In a medium saucepan, add strawberry puree, sugar and water. Bring to a boil, stirring occasionally. Continue to boil for 5 minutes, until syrup starts to thicken.
Remove from heat, stir in vanilla and cool.
Once strawberry syrup mixture has cooled, use as syrup for strawberry milk.
For each 1 cup of cold milk, add 2-3 tablespoons of strawberry syrup. Stir and serve.
Cooled syrup may be covered and stored in the refrigerator for up to one week.