Close to windsurfing, horse riding, and more, this pet-friendly villa brings it all within reach. Santorini Caldera is within an easy 11-minute walk and Santo Wines is also a quick 14-minute walk away, so leave your car at the property, which offers onsite parking.

Relax by the private pool (enjoy the sun loungers!) or sip a drink in the rooftop private spa tub of this villa, which also features a garden and a furnished balcony or patio. For a change of scenery, come inside and enjoy the free WiFi, TV, and iPod docking station.

This 2-bedroom rental features a living room, a dining area, a computer station, and a memory foam bed. Bathroom amenities include a hair dryer, designer toiletries, and bathrobes. The kitchenette is equipped with a stovetop, a freezer, and a refrigerator, as well as a coffee maker, an electric kettle, and cookware. And you won't have to pack extra clothes, because you'll also have access to laundry facilities.