Ummmm, I'd have to say Jimmy Buffet, but lots of people like him.
I also like Gordon Lightfoot... Sundown is a great tune.
I also love *cough* Billy Joel's Piano Man... total guilty pleasure (how can you not love a song that has a Real estate novelist in it?)
Umm, Cherry Pie by Warrant? Ya, love that song for NO good reason.
And... well, ya, I love most of Paul Simon's stuff... 50 Ways to Leave a Lover, Call Me Al, Kodachrome... ya... shhhhhh, don't tell.
Oh I had to add one more... Cher's , Gypsies, Tramps and Theives