Close to windsurfing, snorkeling, and more, this pet-friendly villa brings it all within reach. Santorini Caldera is within an easy 13-minute walk and Skaros Rock is also a quick 12-minute walk away, so leave your car at the property, which offers uncovered onsite parking.

Relax by the seasonal outdoor pool (enjoy the sun loungers!) or sip a drink on the furnished balcony of this villa, which also features a garden and a picnic area. For a change of scenery, come inside and enjoy the free WiFi, TV, and DVD player.

This 9-bedroom rental features a sitting area, a dining area, a BBQ grill, and a safe. Bathroom amenities include a rainfall showerhead, along with a hair dryer, free toiletries, and towels. The kitchen is equipped with an oven and a refrigerator, as well as a coffee maker, an electric kettle, and a microwave. And you can even travel light because you'll have access to laundry facilities.