Cortona Tuscany Escape

Panoramic overview of the property at Cortona Escape, showing the stone house, private pool, and terraced gardens
Cortona Escape

EXCLUSIVE LUXURY VACATION HOME

Cortona Escape – Tuscany, Italy.

  • Sleeps up to 8 guests
  • 3,000 sq. ft.
  • 4 suites – all European King beds with full ensuite bathrooms
  • Incredible sunset views
  • Private swimming pool

Welcome to Your Cortona Escape!

Nestled in the serene Tuscan countryside near the historic town of Cortona, our villa is a luxurious retreat that promises an unforgettable Italian getaway in one of Italy’s most picturesque regions. Surrounded by rolling hills, olive groves, and vineyards, this private villa blends traditional charm with modern comfort, ideal for families or groups. Enjoy refreshing dips in the private swimming pool, dine alfresco in the manicured garden, or watch magical sunsets from shaded pergolas. Cortona is a one-hour drive from Florence International Airport (FLR) or a two-hour drive from the Rome International Airport (FCO).

  • Panoramic views of the surrounding countryside
  • All linens, towels, dinnerware provided
  • Fully equipped modern kitchen; daily chef service for breakfast (food included)
  • Daily housekeeping; with mid-week linen and towel change
  • Air conditioning, heating, and high-speed WiFi throughout; no additional cost
  • Manicured garden with shaded pergolas
  • Outdoor alfresco dining and BBQ area
  • Lunch at a local winery with tour & tasting
  • One cooking class at the villa with a private chef (dinner service & food included)
  • Local Property Concierge and Travel Concierge
  • Personal itinerary assistance
Group of young multiracial people cheering with red wine outdoor – Diverse friends having fun during pic nic with wineyard in the background during summer time

Endless Nearby Activities
& Excursions

Perhaps best known these days as the setting for the book and movie “Under the Tuscan Sun,” the gorgeous hillside town of Cortona has a long history. Cortona is over 2,000 years old and is considered the gem of Southern Tuscany; predating Rome and Troy. You can stroll through the charming cobbled streets of Cortona’s historic center, visiting its beautiful squares and ancient buildings. Dive into Cortona’s rich Etruscan heritage, or take a scenic hike up to the Basilica of Santa Margherita and enjoy stunning panoramic views of the surrounding Val di Chiana.

This region of Italy is consistently ranked among Europe’s best for travelers seeking serenity and culture. Explore Italian history with day trips to iconic destinations like Florence, Rome, Siena, and the Chianti wine region. Endless activities and excursions are nearby for the active traveler!

Restaurant & Food Tours
Museums & Historical Sites
Hiking & biking
Winery Tours & Tastings
Shopping
Olive Grove Tours & Tastings

Overall Luxury

Local Dining Favorites

Cortona, tucked away in the Tuscan hills, is a foodie’s dream come true with its delightful mix of traditional and modern Tuscan eats. You’ll find everything from cozy trattorias to chic restaurants serving up local favorites. The focus here is all about fresh, local ingredients – think aromatic herbs, garden-fresh veggies, and top-notch olive oil. Plus, the wine selection is nothing short of amazing, with rich reds and crisp whites from nearby vineyards that perfectly complement your meal. Whether you’re dining outside with stunning views of the Val di Chiana or enjoying the inviting vibe of a historic spot, Cortona offers a tasty journey through the heart of Tuscany that’s both authentic and delicious.

Favorite Recommendations:

  • Cortona Bistrot – $$-$$$
  • Osteria Del Teatro – $$-$$$
  • La Bucaccia Da Romano – $$-$$$
  • Restaurant Il Falconiere – $$-$$$
  • Enoteca Meucci – $$-$$$
  • La Loggetta – $$-$$$
  • Gli Affreschi – $$$$
  • Taverna Pane e Vino – $$-$$$
  • Ristorante Ambrosia – $$-$$$
  • Trattoria Toscana -$$-$$$
  • Preludio – $$-$$$
  • La Braceria – $$-$$$
  • Locanda Al Pozzo Antico $$-$$$
A plate of ravioli dressed with fresh pesto in a white bowl
Close up of ribollita traditional tuscan soup, arranged on a wooden counter with fresh greens in the background
Happy asian woman eating pasta with truffle in outdoor italian restaurant
Tuscan Panzanella. Cherry Tomatoes salad with arugula, basil, mozzarella and bread crackers on white bowl. Traditional italian salad. Mediterranean healthy food and cuisine.
Bowl of traditional tuscan bean soup on a blue background