Why park a cart in the lanai?

I agree, even parking at the edge of drive way make it hard for some one backing out across the street due to small curved driveways. I can pretty much drive through any villa and find vehicles parked in the street over night. Plus some villas don't have over flow parking

Better yet how would one park their cart in the lanai?

While there may be no "rule" against parking in the street, common courtesy suggests that extended parking in the streets in the residential neighborhoods should not be done. The neighborhood streets are narrow enough that parking in the street blocks one lane for traffic. Driveway parking is appropriate. Parking in the street for a short time, for example for a party or other small group gathering, would be okay. All one has to do is drive through any neighborhood where workers have parked in front of a house, and you can see the effect on traffic flow.

I am surprised that The Villages allows overnight street parking.

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Not The Villages call.

Because it frees up the cart garage for a small Porsche

Let me rephrase. I am surprised that there is overnight parking allowed in The Villages. The Villages calls a lot of shots around here (thankfully), and it could be their call if desired.

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Huh? In my courtyard villa area, homeowners are not allowed to park on the street at any time. It is written in the covenants. Reagan, Leo, and Jackson Villas, Article IX, page 9.

The CYV roads are not county roads so deed restrictions can be applied. The rest of the roads are county roads. The county doesn't say you can't park on the streets.

Bingo!

Mine did.

Maybe you should just park on the front lawn

So did ours. Not to mention they’re available 24/7 365 online.

What about in your snowbird neighbor's driveway?