| The Villages to Siloam Springs (Arkansas) | 885.75 mi (1,425.48 km) |
| The Villages to Silver Firs (Washington) | 2,499.08 mi (4,021.88 km) |
| The Villages to Silver Spring (Maryland) | 753.32 mi (1,212.34 km) |
| The Villages to Silver Springs Shores (Florida) | 14.54 mi (23.40 km) |
| The Villages to Silverdale (Washington) | 2,518.93 mi (4,053.83 km) |
| The Villages to Silverton (Oregon) | 2,477.91 mi (3,987.80 km) |
| The Villages to Simi Valley (California) | 2,183.14 mi (3,513.42 km) |
| The Villages to Simpsonville (South Carolina) | 402.80 mi (648.24 km) |
| The Villages to Sioux City (Iowa) | 1,235.29 mi (1,988.02 km) |
| The Villages to Sioux Falls (South Dakota) | 1,298.84 mi (2,090.28 km) |
| The Villages to Skokie (Illinois) | 962.74 mi (1,549.39 km) |
| The Villages to Sleepy Hollow (New York) | 958.31 mi (1,542.24 km) |
| The Villages to Slidell (Louisiana) | 477.83 mi (769.00 km) |
| The Villages to Smithfield (North Carolina) | 503.71 mi (810.64 km) |
| The Villages to Smithfield (Utah) | 1,890.08 mi (3,041.79 km) |
