http://www.skepticsannotatedbible.com/contra/gambling.html

Does the bible condemn gambling?

Yes and No.

YES:
Proverbs 28:22
He that hasteth to be rich hath an evil eye, and considereth not that poverty shall come upon him.
John 19:23-24
Then the soldiers, when they had crucified Jesus, took his garments ... and also his coat: now the coat was without seam, woven from the top throughout. They said therefore among themselves, Let us not rend it, but cast lots for it, whose it shall be: that the scripture might be fulfilled, which saith, They parted my raiment among them, and for my vesture they did cast lots. These things therefore the soldiers did.
(Since the Roman soldiers were bad guys and they gambled for the robe of Jesus, gambling must be bad.)
Numbers 26:52-56

NO:
And the LORD spake unto Moses, saying ... the land shall be divided by lot.
Joshua 14:2
By lot was their inheritance, as the LORD commanded by the hand of Moses.
Joshua 18:6
Ye shall therefore describe the land into seven parts, and bring the description hither to me, that I may cast lots for you here before the LORD our God.
Joshua 19:51
These are the inheritances, which Eleazar the priest, and Joshua the son of Nun, and the heads of the fathers of the tribes of the children of Israel, divided for an inheritance by lot in Shiloh before the LORD.
Joshua 21:8
And the children of Israel gave by lot unto the Levites these cities with their suburbs, as the LORD commanded by the hand of Moses.
1 Chr.26:13-14
And they cast lots, as well the small as the great, according to the house of their fathers, for every gate. And the lot eastward fell to Shelemiah. Then for Zechariah his son, a wise counsellor, they cast lots; and his lot came out northward.
Nehemiah 10:34
And we cast the lots among the priests, the Levites, and the people, for the wood offering, to bring it into the house of our God.
Acts 1:23-26
And they appointed two, Joseph called Barsabas, who was surnamed Justus, and Matthias. And they prayed, and said, Thou, Lord, which knowest the hearts of all men, shew whether of these two thou hast chosen.... And they gave forth their lots; and the lot fell upon Matthias; and he was numbered with the eleven apostles.

Links
Parents Education Association: The Bible and Gambling
James Patrick Holding: On the Bible and Gambling
BibleStudyGuide.org: Is Gambling a Sin?
Links
Homer Simpson Quotes
Gambling: Catholic Encyclopedia
Homer : Your mother has this crazy idea that gambling is wrong. Even though they say it's okay in the bible.
Lisa : Really? Where?
Homer : Uh ... Somewhere in the back.

Robt.