People very seldom buy Cat5 these days. Pretty much anywhere you buy network cable you are going to get Cat5e or Cat6. Cat5e is just fine at gigabit speeds and Cat6 is only really required if you are thinking 10Gb in future. If cat6 is a similar price then may as well get it but if someone already has cat5e then there is little benefit to paying for cat6.
To the OP - As far as the original question is concerned for current requirements 100Mb would be fine. But, if at some point you were to upgrade to FTTP and go for a faster package then you would need higher speeds - this might be some time away though. You may decide at some point to get a NAS though and higher speeds might then be beneficial.
As far as running the cables invest in proper sockets at each end. Then you can use patch cables to connect to the router one end and switch the other. Get sockets with punch down connectors and you don't then need special crimping tools - crimping RJ45 plugs on the end of cables can go disastrously wrong if you aren't fairly proficient at it. Sockets make life much easier.



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