Books/Blogs/Suggestion on planning and developing Web Application/Website?

Steve Blank's "Four Steps to the Epiphany" is one of the best business books for tech startups. It's very practical, easy to read and just generally takes a very no-nonsense approach by guiding you from the initial idea to actually launching your business. http://www.stevenblank.com/books.html

Minor caveat: I found the typography of the book lacking and the design of the many diagrams to be very confusing. I'm hope these things issues are fixed in the next edition. This shouldn't discourage you from buying this book.

I've read 37signals' books but they are less practical, more about high level business principles and the ideology of business of software that 37signals adheres to. Maybe you will find the stuff inspiring and guiding. http://37signals.com/rework/ http://gettingreal.37signals.com/

Step 1) Create first version of your site.

Step 2) Get some (more) people to use it. Get their feedback.

Step 3) Improve product based on feedback.

Step 4) Go to Step 2.

Start small, stay small. http://www.startupbook.net/