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In Venice then Wengen - Urgent help to choose Apt + Train ticket Sold Out

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Good day.

This is our first visit to Italy.(We are no expert nor seasoned travelers). Our latest plan is
Rome - 7days(22nd to 29th July)
Tuscany- 3 days (29th to 2nd August)
Venice - 3 days(2nd to 5th August)

I already have a running thread on the Venice

However I need some urgent help on to choose an apartment
This one is cheaper

I like this one, which is close to San Marco

This one looks good too

Residence Corte Nova
via castello 2869/a - 30122 Venezia.

Next Help is required on the travel -Any ideas/suggestions to get to Milan in the morning so that We could carry on to Wengen,Switzerland.

As per this web site
The morning train at 5:20AM (timing is insane or is this normal in Italy) to Milan is sold out

next one is at 9:25Am through Bologna connection

Frecciargento 9415 Venezia S. Lucia09:25 Bologna Centrale 10:50
Frecciarossa 9518 Bologna Centrale 11:38 Milano Centrale 12:40

And it seems that the seats are getting over quickly. Is this my best option. Or Renting a car make any sense.

Finally, I need to buy Swiss Pass, Where do I get one, Should I break the travel from Milan at Lugano, get the Pass and take the next train?

Thanks in Advance

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