General elections were held in Anguilla on Monday, 21 February 2005.

In the 2000 Anguillan general election the governing Anguilla United Party (AUP) was defeated by a coalition of the Anguilla National Alliance (ANA) and the Anguilla Democratic Party (ADP). Together the two parties won four of the seven elected seats and the leader of the Anguilla National Alliance, Osbourne Fleming, became Chief Minister of Anguilla.  In May 2004 the leadership of the opposition passed from Hubert Hughes, leader of the Anguilla United Movement (AUM) party, to Edison Baird, leader of the Anguilla Strategic Alliance (ANSA). This came after one member of the House of Assembly, Albert Hughes, changed parties.

The three major parties contesting the 2005 election were the Anguilla United Front (AUF), headed by Fleming, the Anguilla United Movement (AUM), which is led by Hubert Hughes and Edison Baird's Anguilla National Strategic Alliance (ANSA).  Fleming's government, which was a coalition of the Anguilla National Alliance and the Anguilla Democratic Party, previously held four seats in the Assembly; ANSA, two; and the AUM, one.

More than 7,500 of the island's 12,000 population were registered to vote in the elections in which 25 candidates were vying for the seven seats at stake.  Issues ranging from economic diversification to bad governance had highlighted the campaign for the polls.

The ruling Anguilla United Front (AUF) was returned to office, winning four of the seven seats contested in the elections. Chief Minister Osborne Fleming led his party to victory over the Anguilla United Movement (AUM), headed by former Chief Minister Hubert Hughes, the Anguilla National Alliance (ANA), led by Edison Beard, and the Anguilla Progressive Party (APP), headed by Brent Davis. The three opposition parties won one seat each.

All six incumbents who sought re-election kept their seats in the election. The only change took place in Valley North where the previous representative, Eric Reid, stood down and was succeeded by Evans McNeil Rogers.

The day after the election was declared a national holiday and the four elected members of the Anguilla United Front were sworn into government by the Governor Alan Huckle. Following the election, Albert Hughes, left the Anguilla Strategic Alliance and joined the government. This meant the opposition was evenly split between the Anguilla Strategic Alliance and the Anguilla United Movement, so the Governor did not appoint a Leader of the Opposition.