| The Villages to Sunset (Florida) | 242.66 mi (390.53 km) |
| The Villages to Superior (Colorado) | 1,517.97 mi (2,442.93 km) |
| The Villages to Superior (Wisconsin) | 1,344.42 mi (2,163.64 km) |
| The Villages to Surprise (Arizona) | 1,821.81 mi (2,931.92 km) |
| The Villages to Susanville (California) | 2,313.26 mi (3,722.83 km) |
| The Villages to Sussex (Wisconsin) | 1,042.38 mi (1,677.54 km) |
| The Villages to Suwanee (Georgia) | 376.15 mi (605.35 km) |
| The Villages to Swansea (Illinois) | 808.84 mi (1,301.70 km) |
| The Villages to Sweetwater (Florida) | 237.51 mi (382.23 km) |
| The Villages to Sweetwater (Texas) | 1,120.34 mi (1,803.02 km) |
| The Villages to Sycamore (Illinois) | 979.08 mi (1,575.68 km) |
| The Villages to Sylacauga (Alabama) | 388.73 mi (625.60 km) |
| The Villages to Sylvania (Ohio) | 890.10 mi (1,432.47 km) |
| The Villages to Syosset (New York) | 952.23 mi (1,532.47 km) |
| The Villages to Syracuse (New York) | 1,029.33 mi (1,656.54 km) |
