| Rivendell Homeowners Association | Osprey |
| River Forest Civic Association | Sarasota |
| Riverwood Court Home Owners Association, Inc. | Sarasota |
| Rollins Pond Estates Homeowners Association, Inc. | Sarasota |
| Rosemary Condo Association | Sarasota |
| Rosemary District Association | Sarasota |
| Royal Coachman Resident's Association | Nokomis |
| Sabal Trace Homeowners Alliance, Inc. | North Port |
| Saddle Creek Owners Association | Sarasota |
| Saint Armand Towers South | Sarasota |
| San Marco Condominium Association | Osprey |
| San Remo Estate Association, Inc. | Sarasota |
| Sand Dollar South Association, Inc. | Sarasota |
| Sandhill Preserve Property Owners Association, Inc. | Sarasota |
| Sandy Cove Condominium Association, Inc. | Sarasota |
