Fragaria vesca is a diploid strawberry species that produces gourmet, aromatic fruits with only limited commercial production because of its relative obscurity. Most F. vesca research focuses on genetics and fruit aroma, but yield and fruit quality data across diploid accessions are lacking. Sixteen F. vesca accessions were grown in replicated field plots in southern Florida to measure field performance and fruit quality over multiple harvests during a single growing season. Accessions ‘Reine des Vallees’, ‘Baron Solemacher’, ‘Fragolina di Bosco’, and ‘Reugen’ all had significantly higher yield (115–140 g/plot/week) and fruit number (117–139 fruit/plot/week) compared with ‘Bowlenzauber’, ‘Attila’, ‘Ali Baba’, and ‘Pineapple Crush’ (31–57 g/plot/week and 32–60 fruit/plot/week) during peak production. Total average yield ranged from 240 g (‘Pineapple Crush’) to 1194 g (‘Baron Solemacher’) per plot of 10 plants. Fruit number and fruit yield were highly correlated (R2 = 0.96) for all accessions, and there was no significant difference in fruit weight among accessions through the entire season. Total soluble solids ranged from 10.9 to 13.5 °Brix, and fructose, glucose, sucrose, and total sugars ranged from 15.3 to 22.1, 13.5 to 20.0, 0.1 to 2.7, and 29.7 to 42.5 mg/g, respectively, fresh weight. Acidity ranged from 1.00% to 1.18% citric acid and was not consistently significantly different among accessions over multiple harvests. Forty-two aroma compounds were putatively identified over three harvests for each accession and included mostly esters and ketones with a few alcohols, terpenes, and aldehydes. The majority of these compounds were similarly abundant over harvests and among accessions with a few exceptions, including methyl anthranilate. These results are the first in-depth study of yield and fruit quality for a large number of F. vesca accessions that could lead to increased cultivation of this species for local markets.