You can hire a luxury car in Gibraltar and drive to nearby La Linea de la Concepcion, in which you can stop by for a refreshment on your way to Costa del Sol.
Tarifa, on Costa de la Luz, is an hours drive from Gibraltar, and known for its winds and kitesurfing. Tarifa is ideal for whale and dolphin watching and other small pleasures.
Conil de la Frontera is about 2 hours drive. It is a nice vacation town at the south of Spain on the Atlantic coast.
Ubrique is also two hour drive from Gibraltar, with a special atmosphere and look. It is one of the White Towns of Andalusia - towns with whitewashed walls and red or brown tiled roofs.
Gibraltar has many options for tourist accomodation. One known luxury hotel is Rock Hotel Gibraltar.
La Linea de la Concepcion, near Gibraltar, offers more options of accomodations.
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