This needs to be bolded. Im in the process of house hunting in the USA and in Europe and while in Europe, I can be assured of warmth and sun, finding a place in the USA is absolutely brutal in terms of weather, distances, taxes, etc. Even in places like Northern Missisippi or Georgia you are going to be shivering this time of year. And where the climate is the best (say San Diego) the politics are the worst.
Ill probably end up May to Sept in the US then split the rest of the year between Cambodia, Thailand and Europe.