YesProbably yes, but only one (that we know about).
From this forum post:
In the first Blackfyre rebellion, Gwayne Corbray dueled Daemon Blackfyre, which was known to be the only duel in history where both combatants wielded Valyrian steel.
The description of the duel from The Sworn Sword:
Daemon was the Warrior himself that day. No man could stand before him. He broke Lord Arryn's van to pieces and slew the Knight of Ninestars and Wild Wyl Waynwood before coming up against Ser Gwayne Corbray of the Kingsguard. For near an hour they danced together on their horses, wheeling and circling and slashing as men died all around them. It's said that whenever Blackfyre and Lady Forlorn clashed, you could hear the sound for a league around. It was half a song and half a scream, they say.
Daemon Blackfyre's sword Blackfyre was Valyrian steel, and Gwayne Corbray's sword Lady Forlorn is confirmed in at least semi-canon sources to be Valyrian steel.