Facing an impressive mountain backdrop, this hillside villa overlooks the charming town of Ribeira Brava. Set back from a black-sanded beach and the cafe-lined promenade, we recommend stopping by the historic Mother Church of São Bento – beloved across the region for its collection of 16th-century paintings. Nearby lies the sun-soaked Ponta do Sol, but you couldn't be in a better place to explore the island, with easy access to the highway.

Surrounded by a wealth of natural beauty, this observatory home lets you enjoy a bird's eye view from the secluded terrace. Just imagine flicking through a local newspaper beneath the shade of an umbrella or admiring sunsets from the comfort of the infinity pool. We think the summer kitchen serves as a great hangout spot, inviting you to sit atop carved barstools and try a glass of Madeira wine. After an all-day adventure, how about firing up the smoky grill and serving your loved ones an alfresco supper?

Home truths:
*There’s free parking on the driveway – due to the location of this home, we recommend hiring a car to get the most out of your stay
*Your host can provide a cot and high chair for free upon request
*For those with reduced mobility, there's a ground floor bedroom and bathroom here
*You'll need to bring your own toiletries with you to use during your stay
*The swimming pool isn't fenced, so children will need to be supervised at all times