I just ran across this thread again and thought I'd post. Thanks to OP, I found Let's Go. I hummed and hawed about sizing because we haven't used a stroller at home in years and DS is tall for his age so I wasn't sure that what they offered would be big enough. After talking to a few folks, reading stroller reviews and bouncing it off my sister who is coming with her 3 small ones, I decided to give them a call.
I spoke to Caroline who was soo helpful and patient. And frankly a total blessing to talk to after some of the other customer service mishaps I've experienced with Disney. I ordered 2 doubles for 7 days, one with a standing board and a single stroller for 10 days. All have the same drop off times with different pick up times and dates. She got it on the first run, no issues yet. All email notifications exactly what we discussed and I'm thrilled with the price. It was just over $200 for all three.
I also mentioned needing to rent an ECV and she did that for me too through FL mobility scooters. I think it may have been slightly higher ($220 for 10 days w/insurance and a basket) than another place I found, but I'm happy knowing I can deal with one company and call her directly if I have an issue.
The rain covers were a cost of like $7 for double and $5 for single, made up for by the free insurance which I'm not comfortable going without.
She was also very honest/up front about the strollers. I had asked about a particular model someone had mentioned getting here, along with a parent console..and she explained that she didn't want to promise I would get a particular stroller or parent console but that I could request them...just with availability on any given day or if they were cleaned at the time it might not be available etc. I appreciated the explanation of how/why it might not work out but that I can request and if available they'd get it for us. Realistic expectations are appreciated.
I'll try to remember to post again once we get back but so far I'm happy! Hope this info is helpful!
Edit: I wanted to mention that yes, we will need to meet them to get the strollers and give them back along with ECV but she gave us whatever time we needed to make it work and it's no big deal for us to meet them at the front of the hotel in the mornings so I'm happy there too.