I've observed the way rich people take vacations/holidays. So they have several homes, and alternate between them. Each home (or residence) has staff who keep the place tidy and running even when the owners are away. Sometimes they may let the place out if it's empty as a air bnb or something.
They can take holidays whenever cos they don't usually have bosses telling them they can't. Or they make so much money they can afford to go without income for a while, or the income doesn't require them to be present, it can just be rent from the land they own. Also they know other people with homes, maybe in exotic islands, and can stay there for free as their friends are such generous hosts and want to show off their homes.
And they can leave children with a nanny or au pair, and pets they can take with them or they have a petsitter or their servants to look after them. And if they own a private yacht, it has it's own cabin crew and when they not in it, they just charter other people in it. And they don't have to drive or sail if they don't want to as they have chauffeurs and personal pilots and captains to do it for them.
And...well,, yea thats where my observations come to an end. I'm not coveting or anything.
We who are not that rich just have to get a few days down at the Caribbean islands. Then we’ll have to get home to save up for the next trip lol.