| The Villages to Santa Paula (California) | 2,201.15 mi (3,542.41 km) |
| The Villages to Santa Rosa (California) | 2,411.09 mi (3,880.27 km) |
| The Villages to Santaquin (Utah) | 1,851.11 mi (2,979.07 km) |
| The Villages to Santee (California) | 2,083.64 mi (3,353.30 km) |
| The Villages to Sapulpa (Oklahoma) | 956.55 mi (1,539.42 km) |
| The Villages to Saraland (Alabama) | 389.96 mi (627.58 km) |
| The Villages to Sarasota (Florida) | 113.27 mi (182.29 km) |
| The Villages to Sarasota Springs (Florida) | 114.09 mi (183.61 km) |
| The Villages to Saratoga (California) | 2,370.06 mi (3,814.24 km) |
| The Villages to Saratoga Springs (New York) | 1,079.62 mi (1,737.48 km) |
| The Villages to Saratoga Springs (Utah) | 1,864.16 mi (3,000.07 km) |
| The Villages to Sartell (Minnesota) | 1,332.98 mi (2,145.22 km) |
| The Villages to Satellite Beach (Florida) | 97.96 mi (157.65 km) |
| The Villages to Sauk Rapids (Minnesota) | 1,329.98 mi (2,140.40 km) |
| The Villages to Sault Ste. Marie (Michigan) | 1,221.36 mi (1,965.59 km) |
