What visa options, condo rentals, and areas should I consider for two 90-day stays in Thailand?

Hi everyone,

I'm planning to spend the Australian winter and summer in Thailand (about 90 days each time) and return to Australia for autumn and spring to maintain my Australian tax residency (since I need to be in Australia for 180+ days per year).

I'm looking for advice on:

1. Visa options – What’s the best visa strategy to cover two 90-day stays in Thailand each year? Would a tourist visa with an extension work, or would a multiple-entry visa be better?

2. Short-term condo rentals – Any recommendations on good platforms or specific areas for short-term condo rentals (90 days) that are reasonably priced and well-located? Ideally, looking for somewhere with good amenities and reliable internet.

3. Best areas to stay – I'd also appreciate suggestions on the best areas to visit and stay for 90 days at a time. I’m looking for a mix of comfort, convenience, and things to do (e.g., beach access, cultural sites, good dining options).

Thanks in advance for any tips or suggestions!