Preheat oven to 350º F. Put diced pears and cranberries into a bowl and top with tapioca flour, lemon juice, vanilla, cinnamon and maple syrup. Mix, then pour into a 10 x 10 inch pan. Set aside.
In a medium bowl, mix the coconut sugar, almond flour, gluten free rolled oats, cinnamon and nutmeg with a fork. Set aside.
In a smaller bowl, mix the olive oil with 2 Tablespoons of maple syrup, and then pour it on top of the almond flour oat mixture. Mix until the dry ingredients are all wet and clumpy. Then evenly sprinkle the topping on top of the fruit. Press down on the crisp with the back of your fork to evenly distribute it.
Bake for 45-50 minutes or until the topping is slightly golden and the fruit is bubbly.
Serve warm. I highly recommend adding your favorite ice-cream on top!