Ileana Prosper Holman is a Cuban-born, award-winning Artist living in the Tampa Bay area where she works from life, photos and imagination to express the beauty and emotion of the human face and figure. She is a Certified Activity Professional and a member of the National Association of Activity Professionals, The Colored Pencil Society of America , The Exhibiting Society of Artists and the Coalition of Hispanic Artists.

In 2010, while working as an Assisted Living Facility Administrator in Miami, Florida, Ileana shared her Classic Hollywood portrait drawings with the residents. The famous faces brought back wonderful memories and piqued an interest in art within the community. Their positive reaction was the inspiration behind Ileana’s Face to Face Art & Wellness program, specially designed for community-based settings. Ileana believes everyone is an artist and currently hosts monthly classes and workshops throughout the Tampa Bay area for all ages and levels. Her prize-winning artwork is displayed internationally and her “Island Girl” mural is featured on The Good Wall in Miami’s “Little Havana.” Ileana has won numerous awards, including First Place for her John Lennon colored pencil portrait, “Kaleidoscope Eyes,” at the First Annual Beatles Arts Festival at the Stirling Gallery in Dunedin, FL. Her portraits have been been featured in solo exhibits and in numerous art shows and events in the US and abroad.


From all my years of observing the human face and figure, I realize that no matter who we are or where we come from, we connect through similar feelings and emotions that make us all human…and in art, there are no language barriers. There is an innate beauty and complexity in each of my subjects, real or imagined, that I seek to expose in my artwork. When I’m able to convey this in my portraits, it’s my ultimate catharsis.


  • Jan 2023 – Mar 2023 – “Walking in Wonderland” in Mixed Media; TESA Exhibit & Live Painting/Art Class; Safety Harbor Museum; Safety Harbor, FL
  • Nov 2022 – Jan 2023 – “Once Upon a Time” and “Awakening” in Colored Pencil, 3rd Place Winner for “Awakening” at “TESA’s Holiday Exhibit;” Oldsmar City Hall; Oldsmar, FL
  • Feb 2022 – “The Enchanted One” in Acrylics; Honorable Mention Award at TESA’s “Art From the Heart” Exhibit; Stirling Art Studios & Gallery; Dunedin, FL
  • Jun 2021 – “Storm Chaser” in Acrylics; Second Place Winner at “TESA’s Summer Exhibit;” Stirling Art Studios & Gallery; Dunedin, FL
  • Jan 2021 – “Spiritual Messengers” (SOLD) & “The Messenger” in Acrylics; “TESA’s New Year’s Exhibit;” Stirling Art Studios & Gallery; Dunedin, FL
  • Feb – May 2020 – Solo Exhibit at Mickey’s Cafe & Organics; St. Petersburg, FL
  • Jan 6 – Feb 6, 2020 – “Dali in Bloom,” “Eyes of St. Lucy” and “Purple Rain” in Colored Pencil; “Strike a Pose” Exhibit; Old Hyde Park Art Center; Tampa, FL
  • May 4 – June 1, 2019 – “Sunday Stroll” and “A New Beginning” in Acrylics; “May Mad Hatter Exhibit;” The Art Lofts of St. Pete; St. Petersburg, FL
  • Feb – Mar 2018 – Solo Exhibit at Maureen B. Gauzza Public Library; Tampa, FL
  • Sep 2017 – “Adorned with Protection” in Graphite; “On Your Mark” Juried Fall Exhibit; Dunedin Fine Art Center; Dunedin, FL
  • Apr 2017 – “Kaleidoscope Eyes” in Colored Pencil; First Place Winner at “The Beatles Art Festival” Juried Exhibit; Stirling Art Studios & Gallery; Dunedin, FL
  • Jul 2016 – “Kaleidoscope Eyes” in Colored Pencil; “Heads Up” Show; Dunedin Fine Art Center; Dunedin, FL
  • Jan 2016 – “Road Trip” in Graphite (SOLD); “Finding Dali” Show; Miguel Rodez Project Space, Bird Road Art District; Miami, FL
  • May 2014 – “Alfred’s Gift” portrait of Tippi Hedren in Acrylics; “Put A Bird On It” Show; Blu Moon Studio of Art; Coconut Grove, FL
  • Mar 2014 – “Maleficent Miami,” “786 Beauty,” and “There’s Something About Miami” in Colored Pencil; “The Miami Mixer” Show; Eleazar Delgado Studio at McCormick Place; Downtown Miami, FL
  • Dec 2013 – “Cubanita Bendecida” (SOLD) in Acrylics; “The Wall” Show; MANO Fine Art; Miami, FL
  • Oct 2013 – “Frida Locks” in Colored Pencil; “The Baptist Breast Center” Fundraiser; The Cadillac Ranch; Miami, FL
  • Aug 2013 – “Fragile Blondie” portrait of Debbie Harry in Colored Pencil; L3 Magazine’s “Free Art Fridays” Article
  • Jun 2013 – “Island Girl” mural in Acrylics; “The Good Wall in Miami’s Little Havana; Miami, FL
  • Apr 2013 – “Old Hollywood” portraits in Graphite; “Blu Moon Drawing & Sketchbook” Show; Blu Moon Studio of Art; Coconut Grove, FL
  • Sep 2012 – “My Name is Yo Momma” in Colored Pencil; “Yo Momma in the House” Show-Portraits of Myra Wexler; North Miami, FL
  • Mar 2012 – “Little Miss Muffet” in Acrylics; “Square Show 2” Group Art Show; Bear & Bird Boutique & Gallery; Lauderhill, FL
  • Oct 2011 – “Wildfire” in Acrylics; “Out of Context” Show; Galerie Jenner; Ft. Lauderdale, FL
  • Feb 2011 – “Eva…Al Dente” in Acrylics; “Cheesecake Pin-up” Show; Galerie Jenner; Ft. Lauderdale, FL
  • Dec 2010 – “Eva…Al Dente” in Acrylics; “Pop-up Gallery” Holiday Show; The Art Center; Miami Beach, FL

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