Holiday Rentals in Cortona

663 available vacation rental offers

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Cortona holiday rentals
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Best Holiday rentals and Airbnb offers in Cortona

Best family friendly Cortona holiday rentals

Among the 663 accommodations in Cortona, here are the 4 best family friendly rentals

Cortona Shabby Chic House - Cortona
9.9 481 reviews

Cortona Shabby Chic House

apartment, Cortona
This charming apartment is located in Cortona's historic Old Town, just 30 kilometres from Piazza Grande and 37 kilometres from Montepulciano Terme. It enjoys an excellent user rating, location rating and cleanliness rating.
The apartment is a one-bedroom, one-bathroom property with a floor area of 50 square metres, comfortably accommodating up to three guests. It features a fully equipped kitchen, air conditioning, a balcony with city views, and a private garden, perfect for relaxing and enjoying the Tuscan sunshine.
Agriturismo Fattoria Podere Peciano - Cortona
9.7 64 reviews

Agriturismo Fattoria Podere Peciano

farm, Cortona
Agriturismo Podere Peciano is situated near Cortona, a 4-kilometre drive from the town centre and a short distance from Castiglion Fiorentino. The farm offers a range of amenities for families and groups, including a shared garden, an outdoor swimming pool, and farm animals such as goats, cows, and rabbits.
Agriturismo Parco Fiorito - Cortona
8.2 109 reviews

Agriturismo Parco Fiorito

farm, Cortona
This Umbria-Tuscany border farmhouse, a 16th-century former convent, is situated 6 kilometres from the historic town of Cortona.
The self-catering apartments offer a swimming pool, terrace, and garden, with additional charges for linen, towels, pets, and air conditioning.
Casa Caterina - Cortona
9.7 36 reviews

Casa Caterina

apartment, Cortona
Casa Caterina is a 31-kilometre drive from Piazza Grande and 23 kilometres from Montepulciano Terme, located in the peaceful Cortona Old Town district. This apartment has received excellent ratings for its location, cleanliness, and overall user experience.
The property has two bedrooms and can comfortably accommodate up to six guests. Casa Caterina offers a range of amenities including a fully equipped kitchen with a dishwasher, air conditioning, a garden, parking, free Wi-Fi, and a peaceful location.

Best Cortona holiday rentals with a balcony

Frames Of Green - Cortona - Cortona
10 1 review

Frames Of Green - Cortona

apartment, Cortona
This rural Cortona holiday home is situated a 11-minute walk from Cortona Archaeological Park and a 7-minute drive from Piazza della Repubblica, with Camucia-Cortona Station also accessible within a 14-minute walk.
This 130 sqm apartment sleeps up to 4 guests across 2 bedrooms and 2 bathrooms, featuring air conditioning, WiFi, a well-equipped kitchen with a microwave and dishwasher, and outdoor space including a garden and terrace.
300 M² Villa ∙ 8 Bedrooms ∙ 15 Guests - Cortona
10 9 reviews

300 M² Villa ∙ 8 Bedrooms ∙ 15 Guests

house, Cortona
This eight-bedroom villa near Cortona, Tuscany, is situated a short drive (distance to be specified) from the historic city centre and Etruscan tombs, offering easy access to the region's rich history and scenic landscapes.
The 300 square metre property boasts a spacious layout including two living areas, well-equipped kitchenettes, private bathrooms, a swimming pool, and a garden, comfortably accommodating up to 15 guests and offering multiple outdoor entrances for added privacy.
40 M² House ∙ 2 Bedrooms ∙ 2 Guests - Cortona
9.3 20 reviews

40 M² House ∙ 2 Bedrooms ∙ 2 Guests

house, Cortona
This rustic cottage, situated 4km from Cortona in the Tuscan hills, offers easy access to Lake Trasimeno (15km), Arezzo (35km), Montepulciano (30km), and Pienza (40km).
The 40 square metre property features two bedrooms, one bathroom, and a private pool with outdoor shower; it sleeps two guests and includes a kitchen with fridge and dishwasher, air conditioning, a terrace with barbecue, and parking.
Casa Pippin 8, Emma Villas - Cortona
No reviews

Casa Pippin 8, Emma Villas

house, Cortona
CASA PIPPIN 8, a 200 square metre villa, is situated 29 kilometres from Cortona's Piazza Grande, offering easy access to other Tuscan towns such as Montepulciano Terme (39km) and Perugia (48km).
This four-bedroom, three-bathroom property sleeps twelve guests and boasts a private pool, terrace, garden, free Wi-Fi, and free parking, alongside a well-equipped kitchen including a dishwasher and microwave.

Frequently asked questions about holiday rentals in Cortona

  • What are some interesting places to visit in or near Cortone?

    Cortona is full of history and beautiful places to visit. You can't miss the Etruscan Museum, which houses fascinating artefacts from the ancient civilisation that once thrived here. The Duomo, with its stunning architecture, is also a must-see. For breathtaking views, head to the Fortezza di Cortona, a medieval fortress offering panoramic vistas of the Tuscan landscape. Just outside Cortona, you can visit the charming village of Castiglion Fiorentino, known for its Renaissance architecture and the Museo di Palazzo Taglieschi.
  • What are the best Airbnb and vacation rentals in Cortona?

    Casa Zeni, Cortona Shabby Chic House and Casa Del Loggiato are the most popular Airbnb and vacation rentals in Cortona among travelers.

  • Which walking or cycling routes are the best in Cortone?

    For a scenic walk, try the Sentiero del Trasimeno, which takes you along the shores of Lake Trasimeno, offering beautiful views of the water and surrounding hills. If you prefer cycling, the Strada del Vino, a route through the vineyards of the Cortona region, is a great option. You'll pass through picturesque villages and enjoy stunning views of the Tuscan countryside.
  • What are the most popular Airbnbs in Cortona?

    Among the Airbnbs in Cortona, Wonderful Casa Idilio Cortona, Veronica Studio and Panoramic Country House In Cortona are the most popular ones.

  • What sports or outdoor activites can visitors enjoy in and around Cortone?

    Cortona is a great place for outdoor enthusiasts. You can enjoy hiking trails in the surrounding hills, go horseback riding through the countryside, or even take a hot air balloon ride over the Tuscan landscape. For water sports, Lake Trasimeno offers opportunities for sailing, windsurfing, and kayaking.
  • What are the best vacation rentals with a pool in Cortona?

  • What other towns or cities can be easily accessed from Cortone?

    Cortona is well-connected to other towns and cities in Tuscany. You can easily reach the historic city of Siena by car or train. Perugia, with its medieval centre and impressive Etruscan walls, is also within easy reach. Arezzo, known for its antique market and the Piero della Francesca frescoes, is another great day trip destination.
  • What are the best rentals for families and kids in Cortona?

    The best rentals for families and kids in Cortona are Casa Zeni, Cortona Shabby Chic House and Casa Del Loggiato.

  • What amenities are commonly available in vacation rentals in Cortone?

    Vacation rentals in Cortona usually come with a range of amenities, including a fully equipped kitchen, Wi-Fi, and laundry facilities. Many also have private gardens or terraces, perfect for enjoying the beautiful Tuscan weather. Some rentals even have swimming pools, offering a refreshing escape from the summer heat.
  • What are the best rentals or Airbnbs with a jacuzzi in Cortona?

    The best vacation rentals or Airbnb with a jacuzzi in Cortona are Casa Zeni, "Casa Tarconte" Nel Cuore Di Cortona and Podere Casorbica.

  • What time of year is best to rent a vacation rental Cortone?

    The best time to visit Cortona depends on your preferences. Spring and autumn offer pleasant weather and fewer crowds, perfect for exploring the town and surrounding countryside. Summer is the peak season, with warm temperatures and plenty of sunshine, ideal for enjoying outdoor activities. If you prefer a quieter experience, consider visiting during the shoulder seasons, April-May and September-October.

Popular destinations

Best Cortona holiday rentals with a sauna

Villa Del Sole - Cortona
9.8 8 reviews

Villa Del Sole

house, Cortona
Villa Del Sole, a luxurious Tuscan property, is situated 32km from Cortona's Piazza Grande, offering seclusion whilst remaining within easy reach of major attractions.
This six-bedroom villa boasts three living rooms, a private indoor pool and wellness area (including sauna, hot tub and fitness room), and ample amenities such as a fully equipped kitchen, barbecue, patio, Wi-Fi and parking, accommodating large families or groups.
Casale Margherita - Cortona
9.5 19 reviews

Casale Margherita

house, Cortona
Casale Margherita, near Cortona, is situated approximately 30 kilometres from Piazza Grande and 35 kilometres from Montepulciano Terme, offering easy access to major Tuscan landmarks by car.
This 100 square metre property sleeps five guests in two bedrooms and two bathrooms, boasting a private pool, free Wi-Fi, a terrace with garden views, barbecue facilities, and a fully equipped kitchen including a dishwasher and microwave.
The Tuscan Farmhouse - Cortona
9.6 66 reviews

The Tuscan Farmhouse

house, Cortona
This eight-bedroom farmhouse, sleeping up to 16 guests, is located in Ossaia, a short distance from Cortona, offering a tranquil escape whilst remaining close to this historic Tuscan town.
The property boasts a private pool, jacuzzi, sauna, and fitness centre, alongside a fully equipped kitchen and free Wi-Fi; multiple buildings surround a courtyard creating a spacious layout ideal for large groups.
68 M² Villa ∙ 2 Bedrooms ∙ 4 Guests - Cortona
No reviews

68 M² Villa ∙ 2 Bedrooms ∙ 4 Guests

house, Cortona
This villa is situated in the Tuscan countryside, surrounded by olive groves and vineyards, and is just a 400-meter walk from Cortona's old town.
This 68 square meter property accommodates up to 5 guests in 2 bedrooms, featuring a private swimming pool, air conditioning, a microwave oven, and a dishwasher, with optional services including cooking lessons and wine tastings.

Best Cortona holiday rentals with a fireplace

Fringuello - Mandorlo - Cortona
9.5 48 reviews

Fringuello - Mandorlo

house, Cortona
Fringuello - Mandorlo, near Cortona, offers a spacious 5-bedroom, 6-bathroom villa, ideally located 29km from Piazza Grande and 37km from Montepulciano Terme.
This self-catering property boasts a private garden, swimming pool, free Wi-Fi, electric vehicle charging, and is perfect for large families or groups seeking a relaxing Tuscan getaway.
Apartment In Cortona With 2 Bedrooms Sleeps 4 - Cortona
No reviews

Apartment In Cortona With 2 Bedrooms Sleeps 4

apartment, Cortona
This flat is situated in Cortona's downtown district, a five-minute walk from Piazza della Repubblica and the Palazzo Comunale.
This one-bedroom, one-bathroom apartment accommodates up to four guests and offers air conditioning, a kitchen with a fridge and dishwasher, and is located 500 meters from Tennis Club Castiglionese and Fattoria Le Capezzine winery.
Casina Iannelli - Cortona
8.6 6 reviews

Casina Iannelli

apartment, Cortona
Casina Iannelli is a charming apartment situated in Cortona's Old Town district, just a short walk from the historic centre and a 30.6 km drive from Piazza Grande. The apartment has excellent user, location, and cleanliness ratings, making it a popular choice for travellers.
This 50 square metre apartment comfortably sleeps two guests in one bedroom and one bathroom. It is fully equipped with a kitchen, air conditioning, and free Wi-Fi, and provides free toiletries for added convenience.
Villa Tilde: An Elegant And Welcoming Two-story Villa Situated In A Quiet Location, A Few Minutes From The Town Center, With Free Wi-fi. - Cortona
No reviews

Villa Tilde: An Elegant And Welcoming Two-story Villa Situated In A Quiet Location, A Few Minutes From The Town Center, With Free Wi-fi.

house, Cortona
This 350-square-metre villa near Cortona, Tuscany, is less than 2km from the Diocesan Museum, Cortona Cathedral, Piazza della Repubblica, the Etruscan Academy Museum, and Casali Palace.
The property boasts 10 bedrooms, 12 bathrooms, sleeps 20 guests, and includes a private pool, a terrace, a garden, parking, and free Wi-Fi.
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