That depends on the Landlord but I haven't had any problems finding places to live. You will discover you can do almost anything with a tourist visa and an agent. Best of luck.
I have been here 9 years on just about every kind of visa available to a person who doesn't qualify for a long term visa.
You can pull a multiple-entry tourist visa (METV) which gets you 9 months but you have to do a border bounce every three months. I have had good luck doing back-to-back METV's / SETV (Single Entry tourist visa). I spend 1-2 weeks in a different country between visas, Bali is very nice.
You should be able to pull a full year from tourist visas and visa runs. No doubt there are better ways (LTR, Retirement, Elite, etc).. But if you have few options, its pretty easy to do it this way.
You never know until you check in, but in most of my travels from LAX to BKK, I believe my luggage follows me. Most importantly it's at baggage claim when I get there so I have never cared how it got there. Best not to travel with things that may be illegal in any of the countries (weed). Here in Thaiiland we got whatever you need, if we ain't got it, you probably don't need it.
Wongwian (Yai) was just ok when I lived in the area (Lived Pinkloa and Bangwa). Since I moved away I understand they've added a couple of trains otherwise it has sucky traffic. Silom has a nice charm.
I think Bangkok is an awesome city and a lot of fun... However, found the lack of Engish to make things more challenging. I now live outside of Pattaya and English is pretty common. Have you thought about other areas outside of Bangkok?