Gravity feed has worked for me with 3 pressure washers. I had the problem when I first started with the PW not sucking the water, but found my shut off valve was too small, thus I bought a new ball valve.
If you are using an electric PW and it won't suck water from the tank, then you will have to run your generator to run the pump. Sort of a waste?
Generator: You will need just as big as the biggest equipment you are running. Surely you won't be running it all at the same time, right?
Here is how to determine what size you will need:
Honda Power Equipment - Honda Generators - How much power do I need?
It's from the HONDA site, but it helped me understand a lot about picking a generator.
And for a van, well, get what suits you. I WANT a full size van, but I have a Safari Cargo Van and an Astro Cargo Van. It is just the right size, good on gas, gets into tight spots, and the motor seems bullet proof.....