Module 'Seasonal prices' allows to set different prices to rental properties for different periods.
Now the price field of a rental listing looks like this while creating and editing:
You can add any period (e.g., from May until September), give it a name (e.g., "High season") and set a price to it:
In the listing the periods and prices look like this:
You can sort periods in the listing:
If any of the seasonal prices fits search criteria, the listing comes up in the search results.
If module 'Seasonal prices' is installed, you can configure it in 'Modules management area' in the admin panel: