We just lost our blind, diabetic dog last month. Most kennels will NOT take diabetic pets due to the liability. We found one kennel around Indianapolis that would take her. This was a kennel run by a woman who just loved dogs. She had the cleanest kennel I have ever seen. . . never took too many dogs and was willing to give her shots. We left her there for a couple days when I had back surgery and we knew the alternative was her being left for long periods of time unattended.
Our vet was not close by, but even then, the dogs are unattended at night and they don't give the shots 12 hours apart. Sometime around 9 am and again at 5 p.m. I didn't want to risk that because especially after she was regulated I didn't want her to get off track. Plus diabetic dogs are subject to frequent urination and they are in their cage more than 12 hours at a time overnight.
I think a dogsitter might be the answer. Or if I had been in Florida, I would have volunteered to take care of your baby. Having had a diabetic dog for 2 1/2 years, I know what to do and when to do it. I did my own testing on my girlie as well.
But that is also the reason we didn't board her, didn't fly anywhere, and would take several days driving to get somewhere if there was an emergency.
Sorry for your loss. I completely understand your situation.
Dale