I'd echo the recommendations for riding in the San Diego area. I was in the motorcycle business there for many years and there are some terrific roads to ride there. You can sort of create your own climate there; if it's too warm you ride towards the beach and if it's not warm enough you head inland.

I can't speak to room rentals but you might look into the Warm Showers organization where folks offer lodging to transit cyclists.

I rode my bike here in Spokane for the first time since October this weekend . It was only 40 miles but it sure felt good!