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After training with the side for a few weeks, on 6 July 2018 Sparta Rotterdam announced they had signed Drenthe to a one-year deal. After Sparta Rotterdam promoted to the Eredivisie during the Keukenkampioen 2018-2019 season, the club decided not to extend his contract.

On 23 January 2015, Drenthe joined Turkish Süper Lig side Kayseri Erciyesspor.

Drenthe joined UAE Pro League side Baniyas Club in September 2015. He was released in July 2016.

Drenthe joined Sheffield Wednesday on a six-month loan on 1 September 2014, halfway through transfer deadline day. He made his Owls debut as a second-half substitute for Chris Maguire in the 0–0 away draw against Bolton Wanderers on 13 September. His only Owls goal came in the 1–1 away draw at Charlton Athletic on 1 November.

In 2014, Drenthe opened a clothing store in Rotterdam with Michel Poldervaart.

In the same week where he helped his club to a 5–1 win at Ajax with the second team, Drenthe was offered a professional contract at Feyenoord. Manager Erwin Koeman handed him his Eredivisie debut against Vitesse at the Gelredome, and the player finished the season with three matches.

Reading officially confirmed the signing of free agent Drenthe on a two-year contract with the option of a third, on 21 June 2013. On 8 March 2014, Drenthe scored his first goal for the club in a 1–1 draw away at Brighton & Hove Albion after he cut in from the right and fired a left-footed shot into the bottom corner. Drenthe then scored his second goal for the club on 11 March in a 4–2 away win against Leeds United with a free-kick just after half-time. In July 2014, Drenthe was told he could leave Reading after only one season with the club, whilst being stripped of his squad number when the official squad numbers were announced on 14 July 2014.

In March 2012, Drenthe was given a leave of absence on compassionate grounds and, upon returning, he reported late for training. This resulted in manager David Moyes omitting the player from Everton's FA Cup semi-final squad; he was also told to stay away from the club. In a magazine interview published in April, he accused Barcelona's Lionel Messi of racially abusing him on more than one occasion, repeatedly addressing him as "negro".

Drenthe left Real Madrid after his contract expired on 30 June 2012. In December, he signed a deal with Russian club Alania Vladikavkaz, which came into effect on 2 February of the following year. Drenthe made his league debut for his new team on 9 March 2013, against Rostov. After the game, coach Valery Gazzaev called him a "great professional and an example for the youth". On 15 April, in only his fifth game for the club, he scored a hat-trick in a 3–1 home win over relegation competitors Mordovia Saransk.

On 3 April 2011, in his second game after his suspension, Drenthe scored twice to help Hércules to its first away win since September, a 3–1 against Real Sociedad. He ended the season with 15 starts in 1,299 minutes of action, with his team being finally relegated.

On 31 August 2011, Drenthe joined Premier League club Everton on a season-long loan deal. He made his Premier League debut as a second-half substitute in the 2–2 home draw against Aston Villa, on 10 September. Again from the bench, against Wigan Athletic, he scored in the 97th minute to round off a 3–1 home victory.

Drenthe made his first start for Everton on 21 September 2011 in a League Cup match against West Bromwich Albion, assisting the winning goal for Phil Neville in the 13th minute of extra time (2–1 home win). On his full league debut, at Fulham on 23 October, he found the net just three minutes into the game in an eventual 3–1 win.

On 21 December 2011, after three weeks out of the game due to an ankle injury, Drenthe assisted Leon Osman for the game's only goal at home against Swansea City. On 18 February 2012, in a match against Blackpool for the season's FA Cup, he scored after just 49 seconds in a 2–0 home success. Drenthe started in the next game for Everton, scoring a powerful low drive from 20 yards out for the first goal of the 1–1 away draw against Queens Park Rangers.

On 31 August 2010, after having appeared rarely in his third season, Drenthe was loaned to Hércules in a season-long move. He made his debut on 11 September in a 2–0 away win against Barcelona, and scored his first goal for the club on 14 November, netting from a free kick against Real Sociedad in a 2–1 home victory. His performances with the Alicante team were subsequently praised by the Spanish press. However, the player would soon fall out of favour with the club's board of directors and coaching staff after arriving one week after the winter break ended, citing a "loss of confidence in Hércules management", rather than what was previously perceived as "a protest over unpaid wages".

On 14 November 2010, Drenthe was selected for the first time for the Dutch senior team, as coach Bert van Marwijk picked him as a late replacement for the injured Urby Emanuelson. Three days later, he made his debut, coming on as a second-half substitute in the 1–0 friendly win over Turkey.

Drenthe played regularly for Real Madrid in his debut season, in both left-wing positions, but began appearing less after the development of Marcelo, being dropped from the list of 18 by manager Bernd Schuster in several games. At one time, after being left out for the match against Valencia, Drenthe stormed out of the training ground. He finished the campaign with 18 league appearances (plus four in the season's UEFA Champions League), scoring his first league goal against Real Valladolid in a 7–0 home routing on 10 February 2008.

Despite rumours of him leaving the club on loan, Drenthe featured in 15 of Real Madrid's first 18 games of the 2008–09 season. However, he also suffered from anxiety issues after being booed by the club's supporters during a 1–0 home win against Deportivo de La Coruña and did not feature for the club for a period, although manager Juande Ramos offered the player his support and insisted he would help him. The manager later revealed that the player asked not to be picked for the three games after the Deportivo fixture.

After winning the 2007 UEFA European Under-21 Championship with the Netherlands, and following transfer speculation in the press, Feyenoord accepted a €14 million bid by Real Madrid after Drenthe threatened to take his club to court if they did not want to let him go.

Drenthe was presented as a Real Madrid player on 13 August 2007, alongside compatriot Wesley Sneijder. He made his official debut as a midfielder in the second leg of the season's Spanish Supercup against Sevilla, and scored the 1–1 equaliser from 40 yards out, with the ball hitting the crossbar and crossing the line. The Merengues, however, lost 3–5 at home and 3–6 on aggregate.

After his first full season at Feyenoord, Drenthe was called by Dutch under-21 coach Foppe de Haan to be part of his squad for the 2007 UEFA European Championship, which was held in the Netherlands. He was one of the most important players in the second consecutive title of the competition for the Jong Oranje, being chosen by UEFA as Player of the Tournament. The following year, he represented the nation at the 2008 Summer Olympics.

Drenthe made 17 appearances for the Netherlands under-21s between 2006 and 2008, and was a member of the team that won the 2007 European Championship. Since then, he has made one appearance for the Netherlands B team, and one appearance for the full national team.

In 2006–07, Feyenoord signed veteran Belgian Philippe Léonard, while Pascal Bosschaart was also still part of the squad. After the former suffered an injury and the latter was transferred to ADO Den Haag, Drenthe became first-choice as Feyenoord finished seventh in the league.

Drenthe started his professional career with Eredivisie side Feyenoord in 2005, having graduated from the club's youth academy. He made 37 appearances for the side before switching to La Liga club Real Madrid in 2007. During his five years in Madrid, he made 65 appearances for the club, spending time on loan at Hércules and Premier League side Everton, making 19 and 27 appearances for those clubs respectively. He then joined Russian Premier League side Alania Vladikavkaz in February 2013 on a free transfer, making six appearances in a brief spell at the club, before he joined Reading in June 2013. In January 2015, he joined Kayseri Erciyessor, before moving to UAE Pro League side Baniyas Club in September 2015. After being released by Baniyas in July 2016, Drenthe announced his retirement from playing. He has since begun recording music under the name Roya2Faces. After two years, Drenthe came out of retirement to play for Sparta Rotterdam in 2018.

In the 2005–06 season, Drenthe was promoted to Feyenoord's first team, managed by his former youth coach Henk Fräser, and had to compete for first-choice status with Mohammed Hammouti. After scoring three goals against Ajax in the Otten Cup – a youth tournament organized by PSV – as a winger, he began training with the main squad, while still appearing for the reserves.

Royston Ricky Drenthe (born 8 April 1987) is a Dutch professional footballer who plays for Dutch amateur club Kozakken Boys. Although primarily a left winger, he has also played as a left back.