Cortona Vacation Rentals

Explore 258 rental homes and villas in Cortona for your next vacation or business travel. With private vacation home rentals, enjoy a more personalized stay and a wide range of amenities such as Homes with Pools, Air Condition Homes and Pet-Friendly Homes. With a wide range of homes to offer, pricing can start as low as $98 per night with homes containing as many as 16 bedrooms and 19 bathrooms. However you're looking to experience your stay, Homes and Villas by Marriott has your next vacation home waiting.

Types of vacation rentals in Cortona

Where to stay in Cortona

Show all homes

Booking a vacation rental in Cortona?

Here are some things to know to support your visit:

Cortona Overview
Nestled in the heart of Tuscany, Cortona is a gem that offers an idyllic Italian experience, combining the allure of ancient history with the comforts of modern luxury. This hilltop town, with its Etruscan roots and panoramic vistas of the Val di Chiana, is a canvas of cultural richness and serene beauty. Imagine waking up in your own private home, a traditional Tuscan villa that you have all to yourself, with the freedom to explore at your own pace. Many of these homes boast pet-friendly amenities, ensuring that your furry companions can join in on the adventure. Picture yourself lounging by your private swimming pool, sipping on a glass of local wine as you gaze out over the rolling hills and olive groves that define the landscape. Cortona's historic charm is palpable as you wander through its medieval streets. The town is a treasure trove of art and architecture, with the Etruscan Academy Museum offering a fascinating glimpse into ancient civilizations. The Diocesan Museum, with its prized Annunciation by Fra Angelico, is a testament to the town's artistic heritage. The Piazza della Repubblica, with the commanding Palazzo Comunale and its iconic clock tower, is the heart of Cortona, while the Santa Margherita Sanctuary provides breathtaking views that stretch to the shimmering waters of Lake Trasimeno. This lake, a stone's throw away, offers a tranquil waterfront escape, where the rhythms of nature and the gentle lapping of waves provide a soothing backdrop to your stay. Cortona's connection to the arts is further celebrated as the backdrop of "Under the Tuscan Sun," inviting fans to walk in the footsteps of Frances Mayes and discover the romantic allure that has captured the hearts of many. Gastronomy here is a serious affair, with local markets brimming with the finest cheeses, cured meats, and the region's white truffles. The surrounding vineyards invite you to indulge in wine tastings, where the Vino Nobile di Montepulciano and Chianti flow as freely as the conversations. Festivals like Cortona On The Move, Cortona Mix Festival, and the Tuscan Sun Festival enliven the streets, showcasing the vibrant culture, music, and culinary delights that make Tuscany so enchanting. Cortona is not just a destination; it's an experience that weaves together the threads of history, art, and the dolce vita. It's a place where every moment is infused with the essence of Tuscany, waiting to be discovered from the comfort and privacy of your own Tuscan retreat.
Cultural Attractions in Cortona
Cortona, Italy, nestled in the rolling hills of Tuscany, is a cultural gem waiting to be discovered by those who cherish the arts, history, and local customs. This ancient Etruscan town offers a serene escape with its medieval streets and stunning views, providing a perfect backdrop for a journey through culture and time. Begin your exploration at the Museo dell'Accademia Etrusca, housed in the beautiful 13th-century Palazzo Casali. This museum is a treasure trove of Etruscan artifacts, Roman remains, and Renaissance art, offering a deep dive into the region's rich history. The Diocesan Museum, adjacent to the Cathedral of Cortona, is home to an impressive collection of ecclesiastical art, including works by Luca Signorelli, a native of Cortona, and Fra Angelico. Art enthusiasts will find joy in wandering the town's cobbled streets, which are dotted with small galleries and artisan workshops. Here, you can witness local artists at work, creating everything from traditional ceramics to contemporary paintings, and perhaps even take a piece of Cortona home with you. Cortona's cultural calendar is vibrant and varied, with festivals and events throughout the year that celebrate local customs and traditions. The Cortona On The Move photography festival is a highlight for visual arts lovers, while the Cortona Mix Festival offers a blend of music, literature, and art workshops. The Tuscan Sun Festival, inspired by the famous book and film, brings an international array of artists, writers, and performers to the town. For live music aficionados, the Teatro Signorelli, an elegant 19th-century theatre, hosts a range of performances from classical concerts to contemporary theatre productions. The town's churches and piazzas also serve as enchanting venues for musical events, especially during the summer months when the town comes alive with open-air concerts and operatic performances. Cortona's culinary scene is an integral part of its cultural identity. The town's enotecas and trattorias offer the chance to indulge in traditional Tuscan cuisine, paired with the region's renowned wines. The annual Sagra della Bistecca (Steak Festival) celebrates the local Chianina beef, a must-try for any food lover. In Cortona, every step is a journey through history, every meal a celebration of local flavors, and every encounter an opportunity to engage with the living traditions of Tuscany. It's a destination that not only captivates the senses but also enriches the soul with its timeless cultural offerings.
Kids IconFamily friendly activities in Cortona
Cortona, Italy, is a charming hilltop town in Tuscany that offers a delightful experience for families traveling with children. Its rich history, stunning views, and welcoming atmosphere make it an ideal destination for those looking to immerse themselves in Italian culture while keeping the kids entertained. Begin your family adventure at the MAEC (Museo dell'Accademia Etrusca e della Città di Cortona), where children can discover the ancient Etruscan civilization through interactive exhibits. The museum's collection includes fascinating artifacts that will spark the curiosity of young minds, and its hands-on approach makes history come alive for kids. Take a leisurely stroll through the town's cobbled streets and explore the Piazza della Repubblica and Piazza Signorelli, where children can enjoy gelato while parents soak in the ambiance of the lively squares. The town's medieval architecture provides a storybook setting that will captivate the whole family. For a touch of nature, visit the Parterre Public Gardens, where kids can run and play amidst the greenery. The gardens offer a peaceful retreat with beautiful views of the surrounding countryside, perfect for a family picnic or a game of hide and seek. Just outside of Cortona, the adventurous family can explore Lake Trasimeno, Italy's fourth-largest lake. Here, you can rent paddle boats or go for a swim in the designated areas. The lake also has a small island, Isola Maggiore, which can be reached by a short ferry ride, providing an exciting excursion for the children. For a unique experience, consider a family cooking class where you can learn to make traditional Tuscan dishes together. It's a fun way to engage with the local culture and cuisine, and the kids will love getting their hands dirty in the kitchen. Cortona also hosts various festivals throughout the year, which often include activities and performances for children. The Cortona On The Move photography festival, for example, can be a great way to introduce kids to the art of photography within a festive atmosphere. In Cortona, families will find a blend of cultural enrichment, outdoor activities, and the simple joys of Italian life. It's a place where every member of the family, regardless of age, can find something to love.
Nature IconOutdoor activities in Cortona
Cortona, a charming hilltop town in Tuscany, Italy, is not only rich in history and culture but also surrounded by stunning natural beauty and outdoor activities that cater to nature lovers and adventure seekers alike. Nestled amidst rolling hills and lush countryside, Cortona offers breathtaking panoramic views of the Val di Chiana and Lake Trasimeno, Italy's fourth-largest lake. The lake itself is a natural wonder, providing a habitat for a wide variety of bird species and a peaceful setting for outdoor activities. Visitors can enjoy kayaking, sailing, and swimming in the lake's clear waters, or take a leisurely bike ride around its perimeter to take in the serene landscape. For hiking enthusiasts, the hills around Cortona offer numerous trails that meander through olive groves, vineyards, and dense woodlands. These trails often lead to secluded spots with spectacular views, perfect for a picnic or a moment of quiet reflection. The Sentiero della Bonifica, an easy cycling and walking path that connects Chiusi to Arezzo, passes through the heart of the Val di Chiana, offering a unique way to experience the region's natural beauty. Just a short drive from Cortona, adventurers can explore the Alpe di Poti, a mountainous area with trails suitable for both hiking and mountain biking. The area is known for its wild beauty and offers stunning vistas of the surrounding Tuscan landscape. For a truly unique experience, visitors can venture to the nearby Hermitage Le Celle, a Franciscan monastery founded by Saint Francis of Assisi. The hermitage is set in a tranquil forested valley and provides a spiritual retreat amidst the natural splendor of the area. Cortona's proximity to the Tuscan Archipelago and the Apennine Mountains also means that more extensive natural excursions are within reach. Day trips to the Monte Amiata, an extinct volcano offering hiking and chestnut foraging, or to the thermal springs scattered throughout the region, such as those in Saturnia, can provide a rejuvenating outdoor experience. In the autumn, the surrounding countryside of Cortona transforms into a tapestry of golden hues, and the town hosts the annual Sagra della Castagna, a festival celebrating the chestnut harvest. This event is a perfect opportunity to enjoy the local produce and immerse oneself in the seasonal changes of the Tuscan landscape. Cortona, with its ancient walls and cobbled streets, serves as a gateway to the natural wonders of Tuscany, offering a harmonious blend of cultural heritage and outdoor adventure. Whether you're looking to explore the great outdoors or simply soak in the tranquil beauty of the Italian countryside, Cortona is a destination that will captivate your heart and invigorate your spirit.
Weather IconWeather in Cortona
Cortona, nestled in the rolling hills of Tuscany, Italy, offers a climate that is quintessentially Mediterranean, with warm, dry summers and mild, wetter winters. This picturesque town, with its ancient charm, experiences weather that complements its scenic beauty and cultural richness, making it a delightful destination year-round. The summer months, from June to August, are characterized by warm to hot temperatures, with averages ranging from 20°C to 30°C (68°F to 86°F). These months are the driest and sunniest, with low humidity, making it an ideal time for exploring the town's cobblestone streets, enjoying al fresco dining, and taking in the panoramic views of the Valdichiana. However, it can get quite hot during the day, so visitors are advised to stay hydrated and protect themselves from the sun. Autumn, from September to November, sees a gradual cooling with temperatures ranging from 10°C to 25°C (50°F to 77°F). This season brings a mix of sunny days and occasional rain showers, with the landscape transforming into a tapestry of rich, warm colors. The harvest season also begins, making it a perfect time for wine enthusiasts to visit local vineyards and partake in the grape harvest festivities. Winter, from December to February, is the coolest season, with temperatures typically between 1°C and 10°C (34°F to 50°F). While it is the wettest season, snow is rare in the town itself, though it may occasionally dust the surrounding hills. The cooler weather and fewer tourists make it a peaceful time to enjoy Cortona's museums and indoor attractions. Spring, from March to May, is a time of renewal, with temperatures gradually warming from 5°C to 20°C (41°F to 68°F). The countryside bursts into bloom, and the weather is generally mild, although rain showers are common in early spring. This season is ideal for those looking to experience the natural beauty of the region without the summer crowds. The most popular weather conditions, with warm temperatures and little rainfall, are prevalent from late spring to early autumn. The months of May, June, and September are especially pleasant, offering a balance of comfortable temperatures and fewer tourists, allowing visitors to fully immerse themselves in the tranquil beauty and historic ambiance of Cortona.
Transportation in Cortona
Cortona, nestled in the rolling hills of Tuscany, Italy, is a charming destination that offers a glimpse into the quintessential Italian countryside. While it may not have its own airport or train station, there are several ways to reach this picturesque town. The nearest airports to Cortona are Perugia San Francesco d'Assisi – Umbria International Airport, about 60 kilometers away, and Florence Airport, roughly 120 kilometers away. From these airports, travelers can rent a car or take a combination of trains and buses to reach Cortona. The closest major train station is in Terontola or Camucia, both about 10 kilometers from Cortona. From there, a short taxi ride or bus can take you up the hill to the town center. Once in Cortona, the town itself is quite walkable, with its historic center closed to unauthorised traffic, making it a peaceful place to explore on foot. The narrow, cobblestone streets are lined with Renaissance-era buildings, inviting cafes, and artisan shops, leading to the central piazza where locals and visitors alike gather. For those who wish to explore the surrounding countryside, renting a car is the most convenient option, as it allows for the freedom to visit nearby vineyards, sunflower fields, and other Tuscan towns at one's own pace. However, for those who prefer not to drive, local buses connect Cortona to other towns and cities in the region, though they may be less frequent and require some planning. Cycling is another popular way to enjoy the area's scenic beauty, with bike rentals available for those who wish to pedal through the Tuscan landscape. The terrain around Cortona can be quite hilly, so it's best suited for those who are comfortable with a more challenging ride. In summary, while reaching Cortona may require a combination of transportation methods, once you're there, the town's compact size and pedestrian-friendly streets make it a delight to explore on foot. For excursions beyond the town, a car rental provides the most flexibility, but buses and bicycles offer alternative ways to enjoy the splendor of Tuscany.