Philadelphia Phillies Santana signed as an international
free agent with the
Philadelphia Phillies in March 2009, receiving a $330,000
signing bonus. He made his professional debut with the
GCL Phillies, slashing .288/.388/.508 in 37 games. The next year, he split the season between the Low-A
Williamsport Crosscutters and the Single-A
Lakewood BlueClaws, batting a cumulative .211/.329/.333 with 8 home runs and 36 RBI. In 2011, Santana was assigned to Lakewood to begin the year, and hit .269/.345/.434 with 7 home runs and 32 RBI in 96 games for the club.
Houston Astros The Phillies traded Santana to the
Houston Astros on July 31, 2011, with
Jon Singleton,
Jarred Cosart, and
Josh Zeid, in exchange for
Hunter Pence. He finished the year with the Single-A
Lexington Legends, hitting .382/.447/.662 with 5 home runs and 21 RBI in 17 contests. In 2012, Santana played for the High-A
Lancaster JetHawks, batting .302/.385/.536 with career-highs in home runs (23) and RBI (97). He spent the 2013 season with the Double-A
Corpus Christi Hooks, posting a .252/.345/.498 slash line with a career-high 25 home runs and 64 RBI. He was added to the 40-man roster on November 20, 2013. He was assigned to Triple-A to begin the 2014 season. in 2014 The Astros promoted Santana to the major leagues from the
Oklahoma City RedHawks of the
Triple-A Pacific Coast League (PCL) on July 1, 2014. He debuted the same day, going 0-for-4 with three
strikeouts. After batting 0-for-13 with 11 strikeouts, the Astros demoted Santana to Oklahoma City on July 6. On March 13, 2015, Santana was optioned to the
Fresno Grizzlies of the PCL. He was recalled on June 16. That same day, he collected his first major league hit on an RBI single to right that scored
Evan Gattis.
Milwaukee Brewers On July 30, 2015, the Astros traded Santana,
Brett Phillips,
Josh Hader, and
Adrian Houser to the
Milwaukee Brewers for
Carlos Gómez and
Mike Fiers. The Brewers assigned Santana to the
Colorado Springs Sky Sox of the PCL, and promoted him to the major leagues on August 21. He missed most of the 2016 season with a shoulder and an elbow injury. In spring training of 2017, Santana competed for the starting right field job, ultimately winning the job. On July 26, 2017, Santana hit a home run, the longest home run at
Nationals Park until 2020, which landed on the concourse behind the left field stands. Santana continued as the starting right fielder for the remainder of the season, finishing with a career-high 30 home runs and 85 RBIs in 151 games. Through 189 at bats, he was hitting .249 with three home runs and 17 RBIs off the bench before being demoted to Colorado Springs on June 23. He batted .283 with eight home runs in 55 games for the Sky Sox. The Brewers recalled Santana on September 1. As a
pinch hitter, Santana batted 9-for-22 (.409) in the final month of the season.
Seattle Mariners On December 21, 2018, the Brewers traded Santana to the
Seattle Mariners for
Ben Gamel and
Noah Zavolas. In the Mariners season opener in Japan on March 20, Santana hit a grand slam to help the Mariners to the win over the
Athletics. In 2019, he batted .253/.329/.441. He had the highest strikeout percentage in the major leagues (32.3%). He led all major league outfielders with 12 errors and was one of the worst fielders at any position, according to Statcast. On December 2, 2019, Santana was non-tendered by Seattle and became a free agent.
Cleveland Indians On February 14, 2020, Santana was signed to a one-year contract with the
Cleveland Indians, with a club option for the 2021 season. Santana was
designated for assignment by the Indians on August 31, after he struggled to a .157/.298/.286 slash line with two home runs and 12 RBI in 24 games. After clearing waivers, Santana was outrighted to the Indians' alternate training site on September 4. The Indians declined their club option on Santana's contract for the 2021 season on October 30, making Santana a free agent.
Tokyo Yakult Swallows On December 2, 2020, Santana signed with the
Tokyo Yakult Swallows of
Nippon Professional Baseball. He hit two home runs in the
2021 Japan Series, helping the Swallows win the championship. On November 28, 2023, Santana re-signed a one-year contract with the Swallows worth $2.45 million. He signed a three-year contract extension in June 2024. He was an
NPB All-Star in 2024 and led the
Central League in on-base percentage. ==Personal life==