Sample Tuscany’s best olive oil, prosciutto, pecorino and more while surrounded by olive groves and sunflower fields at Villa Chiara. And when you’re not tasting local specialties, you can soak in the sunshine and scenery from the pool. From the villa’s perch on a hill overlooking Cortona, it’s a short drive into town or the tranquil shores of Lake Trasimeno Regional Park.

 

Drive through vineyards to reach the villa’s private grounds, which feature a swimming pool, outdoor lounging and dining areas, and a wood-fired barbecue. After days of sightseeing, cozy up indoors by the wood-burning fireplace or flip on the smart TV and Wi-Fi. Your holiday also includes daily housekeeping and concierge service, as well as a walking tour of Cortona and sessions on wine tasting and food pairings.

 

Farmhouse-inspired architectural details—think beamed ceilings and cotto floors—lend traditional charm to the open-concept living and dining room and the fully equipped kitchen at this luxury vacation rental. Reconnect with friends and family on a pair of sofas pulled up to the fireplace, or relive the day’s adventures around a dining table with seating for six.

 

Villa Chiara has one master suite with a king bed and en-suite bathroom, and 2 bedrooms with double beds that share access to a hall bathroom. All 3 bedrooms look out over Cortona. For larger parties, there’s also a sitting room with a double sofa bed to give you more flexibility.

 

The villa is a short drive from the hilltop town of Cortona, whose history stretches into the Etruscan period (and whose roots can be discovered at the Etruscan Academy Museum). Climb up to the Santa Margherita Sanctuary and Girifalco Fortress with your camera for a few great landscape shots, then reward yourself with a honeymoon-worthy plate of antipasti at a table in the sunshine.

 

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