Given the significant cost, you may want to hold off booking; no one knows vaccination schedules. Having said that, I have rented DVC multiple times and it's a great way to go. May is my favorite month; and, October is a close second; cooler, lower crowds. But, stay clear of the week after Easter it is as busy as Christmas; avoid the week of the Cheerleading Football crowd - MAY?- great kids, just WAY busy. Also, in October avoid Epcot resorts when the Gartner Group conference is active - just too busy for my liking. So, check these event dates.
My experience has been that the 1 Bedrooms book up quickly; often 1 year in advance. However, the 2 Bedroom villas are often available closer to my vacation time; I have never had a problem booking a 2B in May or October; one year I did it in February. Disney requires the ticket purchase and reservation now so that may determine timing. BTW, I love AKL and usually stay several days; get a Savannah view - it is worth the splurge for a few days, but not the entire time. Then, I have Disney move the luggage; never a problem. For your next location, I like Yacht and Beach for proximity to Epcot and an evening walk along the Boardwalk. I like OKW for quiet and best value for money; you can take a boat and be in busy Disney Springs with lots of restaurant options- especially good with adult children who want a little freedom. Saratoga Springs is undergoing renovation - also close to Disney Springs but don't upgrade and get a place close to Disney Springs - the noise can be a bit too much if you want to sleep.
I use Instacart to deliver food for breakfast and snacks; for a small tip, Disney will hold and deliver your groceries when you return to your room. Be patient - they are busy people. Just be aware that if you order wine/beer - you must be present to accept groceries. So, bascially, don't order alcohol - and they will deliver groceries while you are out having fun. If you want something, the small stores on Disney property sell wine and beer.
There is rumour that Disney has permanently stopped the Magic Express - a free shuttle from the Airport to Disney properties. You may need a car; car rental can be a problem during conferences (see above). I have taken Mears service from the airport; Uber is an option. Once on property, you don't really need a car (see grocery delivery). But, if you do get a car, confirm with your DVC rental that parking is included for both the resort and theme parks; it can add up.
As a final tip, we purchased a yearly pass to the water parks for a May trip....and visited the waterparks every other day as a bit of RnR on a two -week trip.
Enjoy your trip. It's a wonderful way to spend time as a family. I've run out of fingers and toes counting the number of times that I have gone.