Airbnb has the best deals around. We use it every time we travel. You can find a ton of larger houses on the water for bigger parties near Shacks beach, which is a 1 minute walk to the Villa Montana resort.
Of course!
Beachy: Summer suits, summer dresses
If you want to explore the island, yes. Public transportation is not always reliable on the west coast. Villa Montana is tucked into its own private little area and is not in walking distance to most attractions.