Number 1 to me would be Mullet. You can bring your own cooler with drinks, food, etc, or go to Rosie's and get ribs/chicken/fries/drinks, etc. You pay about $15 for two chairs and an umbrella. Parking is easy, just make sure you don't get yourself parked in. Second would be Simpson Bay beach, which would be either Mary's Boon, Karakter or El Zafiro. For any of those, if you buy food and drink there, you don't pay for the chairs. For any of those, again, there is parking for the restaurant. Usually not a big problem, except possibly for Karakter, if it's really busy and you don't get there until late. Third to me would be Philipsburg beach, which has tons of places to eat and rent chairs and umbrellas, etc. Parking would probably be at the Greenhouse, paying $1 to $2 per hour and a decent walk to the beach.