| Date: | March 24–30 |
| Edition: | 6th |
| Category: | ITF Women's Circuit |
| Location: | Osprey, Florida, United States |
| Surface: | Clay |
| Prize Money: | $50,000 |
| Champs: |  Anna Karolína Schmiedlová |
| Champd: |  Rika Fujiwara / Hsieh Shu-ying |
The 2014 The Oaks Club Challenger was a professional tennis tournament played on outdoor clay courts. It was the sixth edition of the tournament and part of the 2014 ITF Women's Circuit, offering a total of $50,000 in prize money. It took place in Osprey, Florida, United States, on March 24–30, 2014.
| Country | Player | Rank1 | Seed | |
|---|---|---|---|---|
 New Zealand | Marina Erakovic | 68 | 1 | |
| Slovakia | Anna Karolína Schmiedlová | 73 | 2 | |
| Slovakia | Jana Čepelová | 76 | 3 | |
 Spain | Lourdes Domínguez Lino | 77 | 4 | |
| Dinah Pfizenmaier | 79 | 5 | ||
 France | Virginie Razzano | 81 | 6 | |
 Czech Republic | Petra Cetkovská | 83 | 7 | |
 Israel | Julia Glushko | 86 | 8 |
The following players received wildcards into the singles main draw:
The following players received entry from the qualifying draw:
The following player received entry into the singles main draw as a lucky loser:
Mandy Minella (edema in right arm)[1]
Zhang Shuai (shoulder injury) Barbora Záhlavová-StrýcováSee main article: article and 2014 The Oaks Club Challenger – Singles.
Anna Karolína Schmiedlová def. Marina Erakovic 6–2, 6–3See main article: article and 2014 The Oaks Club Challenger – Doubles.
Rika Fujiwara / Hsieh Shu-ying def. 
Irina Falconi / Eva Hrdinová 6–3, 6–7(5–7), [10–4]
