You need some kind of point person. No way around it. If you can't fly out there yourself, maybe you have a younger cousin, niece/nephew or family friend's kid that can post up and take deliveries. By the time you have 1 STR running you should have a handyman or cleaner that you can trust, but in the early stages you have to put a lot of trust in a stranger if you can't do it yourself.
Optimize for assembly and consolidate your vendors/shipments as much as possible. That $50-100 nightstand will cost 2-3X+ more once you factor in the labor for someone to assemble it, multiplied by 2 for every bedroom. I cringe when I hear people talk about ordering stuff from Ikea and then complaining about how long it takes to assemble, plus that stuff is prone to break sooner on top of that. Look at the instruction manual- some of those things have 50-60+ hardware pieces. Plus you lose that time that could be spent getting the rest of the house put together. You can use Wayfair to filter for assembly- use it! With pre-assembled you could have all the furniture place in a single day. Cleaners should be able to wash dishes, make beds and other misc soft set up work.
Another pro tip- right click on the photo in Chrome and do a reverse image search to see where the item comes from, it is usually way cheaper, and that's probably who Wayfair drop ships it from anyway.