The 2016 San Benedetto Tennis Cup is a professional tennis tournaments played on clay courts. It is the 12th edition of the tournament which is part of the 2016 ATP Challenger Tour, offering a total of €42,500+H in prize money. The event takes place in San Benedetto del Tronto, Italy, from 9 to 17 July 2016.
| Country | Player | Rank1 | Seed | |
|---|---|---|---|---|
 Italy | Alessandro Giannessi | 164 | 1 | |
| Italy | Luca Vanni | 171 | 2 | |
 Argentina | Facundo Argüello | 175 | 3 | |
| Blaž Rola | 181 | 4 | ||
 Belgium | Arthur De Greef | 182 | 5 | |
 France | Mathias Bourgue | 184 | 6 | |
| Italy | Matteo Donati | 191 | 7 | |
| France | Grégoire Barrère | 192 | 8 |
The following players received wildcards into the singles main draw:
Gianluca Mager Andrea Basso Gianluigi Quinzi Edoardo EreminThe following player gained entry into the singles main draw as a special exempt:
The following players received entry from the qualifying draw:
Michael Linzer
Laslo Đere Patricio HerasThe following player entered as a lucky loser:
| Country | Player | Country | Player | Rank1 | Seed | |
|---|---|---|---|---|---|---|
| Argentina | Facundo Argüello |  Peru | Sergio Galdós | 270 | 1 | |
| Kevin Krawietz | Dino Marcan | 307 | 2 | |||
| Italy | Riccardo Ghedin | Italy | Alessandro Motti | 329 | 3 | |
 Spain | Adrián Menéndez-Maceiras |  Brazil | Fabrício Neis | 375 | 4 |
The following pairs received wildcards into the doubles main draw:
Andrea Basso / Riccardo Bonadio Lucas Miedler / Stefano Travaglia Federico Gaio / Stefano NapolitanoSee main article: 2016 San Benedetto Tennis Cup – Singles.
Federico Gaio def. Constant Lestienne, 6–2, 1–6, 6–3.See main article: 2016 San Benedetto Tennis Cup – Doubles.
Federico Gaio / Stefano Napolitano def. Facundo Argüello / Sergio Galdós, 6–3, 6–4.