For Gutters, we used
The Guru Gutter Guys. They install 6 inch gutters instead of the normal 5 inch. Some will tell you that 6 inch is overkill and that 5 inch is standard in Florida. Well, 6 inch will carry about 40% more water. We wanted the larger ones so that we would have only 2 downspouts on our patio villa. They are located at the back of the house and the water drains into the swell between the houses in the back. We didn't want a downspout by the from porch or onto the patio. Looks nice and works well. If it overflows, then so would have the 5 inch even with a couple more downspouts.
Water systems. I would recommend
Nova Water Systems. Get their whole house filter at the minimum. We have the water filter and their softener (about $1700 total). Can you get cheaper? Perhaps but the filters will be smaller, perhaps 2 instead of 3 and will need replacing more often (read more expensive maintenance). Filters for the Nova system is $125/Yr if you want them to come and do the change. I think it's $85 - $90 if you want to do it yourself. We plan on just calling them and schedule when it is time. We use potassium chloride instead of sodium chloride to reduce sodium intake. Potassium chloride is about 3 times the cost of sodium chloride. There will be sodium or potassium in any softened water but it will be a very low concentration. Some people don't worry about it.
I would do your research now and go ahead and schedule installations. Most of these places are weeks to months out in their scheduling. Get it all done close to move in date and then you can enjoy your time in The Villages.