Smalify is described as 'small Windows application which monitors the folders you've selected, for file changes to JS, CSS and LESS files' and is an app in the Development category. There are eight alternatives to Smalify for Mac, Windows and Linux. The best alternative is Fire.app, which is both free and Open Source. Other great apps like Smalify are Crunch! (Freemium), Delivery (Free), Smaller (Paid) and SimpLESS (Free).
Fire.app is a menu bar only app for dead easy HTML prototyping. It supports Sass/Compass, Haml, ERB, Markdown, CoffeeScript, and more. Fire.app is written in Java (JRuby), and works in Mac, Linux and PC.
Write your LESS markup. Crunch it into a CSS file. Link the crunched CSS file in your HTML. CRUNCH allows you to organize your LESS/CSS styles into some well-organized libraries, and then just serve a single file to the browser.