Holiday Rentals in Cortona

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Cortona holiday rentals
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663 Holiday rentals and Airbnb in Cortona

Best family friendly Cortona holiday rentals

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

Casa Luna, Il Cuore Di Cortona! - Cortona
9.3 129 reviews

Casa Luna, Il Cuore Di Cortona!

apartment, Cortona
This apartment is ideally situated in Cortona's historic centre, just 30 kilometres from Corso Vannucci and 21 kilometres from the Magione Motorspeedway. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
The apartment offers two bedrooms and a modern bathroom, comfortably accommodating up to four guests. Enjoy amenities such as a fully equipped kitchen, free Wi-Fi, a DVD player, and the convenience of parking, plus a shared swimming pool for relaxation.
Il Roseto - Special Prices For 2024-25! ! Get A Quote ! ! "Plan Your Dream" - Cortona
9.8 71 reviews

Il Roseto - Special Prices For 2024-25! ! Get A Quote ! ! "Plan Your Dream"

apartment, Cortona
This apartment is situated in the peaceful Roseto district of Cortona, just a short distance from the town centre and its many attractions. It has received excellent ratings for its location, cleanliness, and overall experience.
The spacious apartment, measuring 135 square metres, comfortably accommodates up to eight guests and features two bathrooms. It boasts a fully equipped kitchen, a private garden with a barbecue, a swimming pool, a spa, and parking, providing everything you need for a relaxing and enjoyable stay.
Dimora Vecchio Duomo - Cortona
10 2 reviews

Dimora Vecchio Duomo

apartment, Cortona
This six-bedroom, five-bathroom apartment in Cortona's Downtown district is located 550 metres from Place de la République and 640 metres from the Signorelli Theatre, offering a prime base for exploring local landmarks and cultural sites.
This family-friendly property sleeps up to 12 guests and features a dishwasher, air conditioning, and a garden, making it ideal for outdoor pursuits like cycling and hiking, with golf courses nearby.
Agriturismo Casa Paradiso - Cortona
9.2 21 reviews

Agriturismo Casa Paradiso

house, Cortona
Agriturismo Casa Paradiso, near Cortona, offers a peaceful countryside retreat approximately 30km from Piazza Grande and 37km from Montepulciano Terme.
This pet-friendly house boasts a fully equipped kitchen, private parking, a garden, and barbecue facilities, providing bicycle use and easy access to local walking tours.

Best Cortona holiday rentals with a balcony

Piccola Corte - Together In Tuscany - Cortona
9.3 41 reviews

Piccola Corte - Together In Tuscany

apartment, Cortona
This apartment is located in Cortona, a short distance from the historic centre, approximately 30 kilometres from Piazza Grande. The property has received excellent ratings for its location, cleanliness, and overall experience.
The apartment is a one-bedroom property with a floor area of 50 square metres, comfortably accommodating up to two guests. The apartment offers a range of amenities, including a fully equipped kitchen, air conditioning, a terrace or balcony, free Wi-Fi, and parking.
Spacious Villa In Cortona With Private Pool - Cortona
8.6 110 reviews

Spacious Villa In Cortona With Private Pool

house, Cortona
This charming house is located in Cortona Old Town, just a short walk from the Santa Margherita Basilica, Signorelli Theatre, and Piazza della Repubblica, offering easy access to the area's historical attractions and vibrant atmosphere. It has received very good ratings for user experience, location, and cleanliness.
The house spans 120 square metres and comfortably accommodates up to 6 guests across 3 bedrooms and 1 bathroom. It features a private pool, a sauna, a spa, a fitness centre, a garden, a terrace, and a fully equipped kitchen, allowing guests to enjoy a relaxing and luxurious stay.
Antica Quercia Verde Agriturismo - Cortona
10 1 review

Antica Quercia Verde Agriturismo

farm, Cortona
Antica Quercia Verde Agriturismo offers accommodation in Cortona, located 29 kilometres from Piazza Grande and 35 kilometres from Montepulciano Terme, with Perugia Train Station 50 kilometres away.
This farm stay features a swimming pool, garden, terrace, and private parking, with one bedroom and one bathroom, and offers mountain views from some rooms.
Podere Casorbica - Cortona
9.1 133 reviews

Podere Casorbica

house, Cortona
Podere Casorbica is a holiday home situated just 35km from Perugia and 26km from Arezzo, offering a peaceful escape in the Tuscan countryside. This property has received excellent ratings for location, cleanliness, and overall user experience.
The house features a well-equipped kitchen, a private bathroom, a terrace with stunning views, and a garden with a swimming pool and jacuzzi. Guests can enjoy outdoor dining with the barbecue, explore the surrounding area by bike or car, and relax in the tranquil atmosphere.

Frequently asked questions about holiday rentals in Cortona

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

    Cortona is a beautiful medieval town with plenty to see and do. You can visit the Etruscan Academy Museum, explore the historic centre with its charming piazzas and alleyways, or take a trip to the nearby Lake Trasimeno. If you enjoy art, you can visit the Museo Diocesano, which houses a collection of paintings and sculptures. For stunning views of the surrounding countryside, be sure to visit the Fortezza Medicea, a 16th-century fortress with panoramic views.
  • What are the best Airbnb and holiday rentals in Cortona?

    Casa Zeni, Cortona Shabby Chic House and Casa Del Loggiato are among the best Airbnb and holiday rentals in Cortona.

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

    The best walking route in Cortona is the 'Sentiero del Perugino', which takes you past some of the most beautiful spots in the town, including the Church of Santa Margherita and the Etruscan Walls. For cycling, the 'Strada del Vino' is a popular route that winds its way through the vineyards of the region. You can also explore the surrounding countryside on a mountain bike, with trails leading to nearby towns and villages.
  • What are the most popular Airbnbs in Cortona?

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

    Cortona is a great place for outdoor activities. You can go hiking, cycling, or horseback riding in the surrounding countryside. If you enjoy water sports, you can visit Lake Trasimeno, where you can go swimming, sailing, or windsurfing. The area is also popular for golf, with several courses within easy reach.
  • What are the best holiday 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 Florence, Siena, and Perugia by car or train. Arezzo is just a short drive away and is famous for its antique market. If you want to enjoy the beauty of the Tuscan countryside, you can visit the charming villages of Montepulciano, Pienza, and San Quirico d'Orcia, all within a 1-hour drive.
  • 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 typically offer a range of amenities, including kitchens, bathrooms, bedrooms, and living areas. Many rentals also have private gardens or terraces, as well as Wi-Fi and air conditioning. Some may even have swimming pools or hot tubs, depending on the size and location of the property.
  • 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, Podere Casorbica and Heritage Tuscan Farmhouse With Private Swimming Pool.

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

    The best time to visit Cortona is during the shoulder seasons, from April to May and September to October, when the weather is pleasant and the crowds are smaller. The summer months (June to August) can be hot and crowded, but it's a great time to enjoy outdoor activities. If you want to experience the magic of Cortona during the Christmas season, you can visit in December.

Popular destinations

Best Cortona holiday rentals with a sauna

Maya Luxury Home - Together In Tuscany - Cortona
9.9 29 reviews

Maya Luxury Home - Together In Tuscany

apartment, Cortona
Maya Luxury Home, a 95 square metre apartment in Cortona, is conveniently located for exploring Tuscany, being approximately 30.6 km from Piazza Grande and 37 km from Montepulciano Terme.
This two-bedroom, four-guest property boasts a fully equipped kitchen, a private garden, a sauna, air conditioning, Wi-Fi, and parking, offering a comfortable and relaxing stay.
250 M² House ∙ 5 Bedrooms ∙ 10 Guests - Cortona
No reviews

250 M² House ∙ 5 Bedrooms ∙ 10 Guests

house, Cortona
This exclusive Tuscan countryside villa, offering 250 square metres of living space, is located in a village near Cortona, providing convenient day-trip access to historic cities such as Arezzo (45 km), Siena (70 km), Perugia (50 km), Montepulciano (30 km), Pienza (40 km), Assisi (75 km), Castiglion del Lago (20 km), and Florence (110 km).
This family-friendly property accommodates up to 10 guests across five bedrooms, each with a private bathroom and air conditioning, and features a modern kitchen, a furnished garden, a private swimming pool, and a sauna, with parking available.
Lovely Apartment For 4 Guests With Wifi, A/c, Sauna - Cortona
10 1 review

Lovely Apartment For 4 Guests With Wifi, A/c, Sauna

apartment, Cortona
This Cortona Old Town apartment is centrally located, 29km from Arezzo and close to the Signorelli Theatre and the Etruscan Academy Museum.
The 50 square metre flat features one bedroom, one bathroom, sleeps four, and includes a well-equipped kitchen, WiFi, air conditioning, and a sauna.
Apartment In Cortona With 1 Bedrooms Sleeps 4 - Cortona
No reviews

Apartment In Cortona With 1 Bedrooms Sleeps 4

apartment, Cortona
Casa San Valentino, a self-catering apartment in Cortona's Old Town, is a short walk from the historic centre, offering tranquil valley views.
This 50 square metre dwelling boasts a bedroom, bathroom, fully equipped kitchen with dishwasher, a living area with a double sofa bed sleeping four, an infrared sauna with chromotherapy, and free Wi-Fi; free parking is available nearby.

Best Cortona holiday rentals with a fireplace

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.
La Pergola Typical Tuscan House With Wonderful View - Cortona
10 62 reviews

La Pergola Typical Tuscan House With Wonderful View

apartment, Cortona
This family-friendly apartment is situated in a peaceful rural setting just 1.5 kilometres from Villa Bramasole, Santa Margherita Basilica, and the Fortress of Girifalco, offering easy access to Cortona's main attractions. The apartment consistently receives excellent ratings for user experience, location, and cleanliness.
The apartment is a spacious 200 square metre property with two bedrooms and a sofa bed, comfortably accommodating up to four guests. A fully equipped kitchen, air conditioning, a terrace, a garden, a spa, parking, and free Wi-Fi ensure a comfortable and enjoyable stay.
Casale Il Gelso By Vacavilla - Cortona
9.4 3 reviews

Casale Il Gelso By Vacavilla

house, Cortona
Il Gelso is a renovated farmhouse located just outside Cortona, less than 3km from the town centre and a 15-minute drive from Lake Trasimeno. The property has received very good ratings for its location, cleanliness and overall experience.
The apartments feature traditional Tuscan furnishings, tiled floors, and some have wood-beamed ceilings. Guests can enjoy amenities such as a swimming pool, BBQ facilities, free bike rental, and a spacious garden.
Villa Metelliano 10, Emma Villas - Cortona
9.8 2 reviews

Villa Metelliano 10, Emma Villas

house, Cortona
This spacious 5-bedroom villa is situated 34 kilometres from Piazza Grande in Cortona, 39 kilometres from Montepulciano Terme, and 47 kilometres from Perugia Train Station, offering a convenient base for exploring Tuscany.
The property boasts 265 square metres of living space, featuring air conditioning, a private swimming pool, a garden, and ample parking, with free WiFi provided for guests.
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