Holiday Rentals in Cortona

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Cortona holiday rentals
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459 Holiday rentals and Airbnb in Cortona

Best family friendly Cortona holiday rentals

Among the 459 accommodations in Cortona, here are the 3 best family friendly rentals

Tinas House - Cortona
9.8 49 reviews

Tinas House

apartment, Cortona
This Cortona apartment is situated in the historic centre, just 0.05km from Via Rugapiana, placing you in the heart of the town's activity and within easy reach of all attractions.
The two-bedroom, one-bathroom flat sleeps four, offering a Tuscan-style kitchen, air conditioning, Wi-Fi, and a smart TV, alongside convenient proximity to shops and restaurants.
Casa Vacanze Beppina Cortona - Cortona
8.6 89 reviews

Casa Vacanze Beppina Cortona

apartment, Cortona
Casa Vacanze Beppina Cortona is located in Cortona, a charming medieval town with stunning views of the Tuscan countryside, just 30 kilometres from Piazza Grande and 37 kilometres from Montepulciano Terme. This apartment has excellent user, location and cleanliness ratings.
The one-bedroom apartment, spanning 45 square metres, comfortably accommodates two guests. It features a fully equipped kitchen, free Wi-Fi, and a range of amenities, including towels, bed linen, and bathrobes. Guests can also enjoy city views and cycling opportunities in the surrounding area.
Il Dipinto - Together In Tuscany - Cortona
9.9 37 reviews

Il Dipinto - Together In Tuscany

apartment, Cortona
"Il Dipinto - Together in Tuscany" is a three-bedroom apartment located in Cortona, just 30 kilometres from the historic Piazza Grande.
This family-friendly apartment sleeps six guests and has a fully equipped kitchen, air conditioning, and free Wi-Fi, as well as concierge services and parking.

Best Cortona holiday rentals with a balcony

Il Ponticello Cortona Charmful Cottage In The Woods 5 Min From Cortona - Cortona
No reviews

Il Ponticello Cortona Charmful Cottage In The Woods 5 Min From Cortona

cottage, Cortona
This family-friendly apartment near Lake Trasimeno in Cortona is less than 2km from Villa Bramasole, the Santa Margherita Basilica, and the Girifalco Fortress.
The 70 square metre property boasts one bedroom, one bathroom, sleeps three, and includes a garden, terrace, spa, parking, Wi-Fi, a fully equipped kitchen, and a fireplace.
Lucia - Cortona
8.4 11 reviews

Lucia

farm, Cortona
This Cortona farmhouse, located in Camucia, 5km from Cortona's historic centre and 20km from Lake Trasimeno, offers easy access to other Tuscan towns such as Castiglion Fiorentino and Arezzo.
The 95 square metre property comprises three bedrooms, two bathrooms, and sleeps six guests, boasting a swimming pool, terrace, garden, and on-site parking, plus the option of a private chef.
Casale21 - Cortona
9.4 34 reviews

Casale21

house, Castiglion Fiorentino
Casale21, a recently renovated holiday home near Castiglion Fiorentino, is situated 19 kilometres from Piazza Grande and 45 kilometres from Montepulciano Terme.
This 140-square-metre property boasts three bedrooms, four bathrooms, sleeps fifteen guests, and includes a private garden, terrace, free Wi-Fi, and parking.
Balcone Fiorito, Nel Cuore Del Centro Storico Di Cortona - Cortona
9.8 15 reviews

Balcone Fiorito, Nel Cuore Del Centro Storico Di Cortona

apartment, Cortona
This recently renovated one-bedroom apartment in Cortona's historic centre is situated 30.6 km from Piazza Grande and 37 km from Montepulciano Terme, offering easy access to the town's attractions.
The 45-square-metre flat features a fully equipped kitchen with dishwasher, air conditioning, a private terrace with city views, and sleeps up to three guests, boasting free Wi-Fi and a private check-in/check-out.

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

Spacious Villa In Cortona With Private Pool - Cortona
8.6 109 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.
Borgo Dolci Colline Resort - Cortona
8.7 3 reviews

Borgo Dolci Colline Resort

farm, Castiglion Fiorentino
Borgo Dolci Colline Resort is located in Castiglion Fiorentino, approximately 21 kilometres from Piazza Grande and 43 kilometres from Montepulciano Terme, with Magione Motorspeedway 45 kilometres away.
This farm stay offers units with kitchen facilities, air conditioning, a swimming pool with garden views, and a sauna, with free private parking and bed linen and towels provided, and guests can enjoy nearby cycling activities and is 48 kilometres from Parco Sculpture Del Chianti.
My House With Steam Room, Theater View, Chromtherapy, Relaxing Music, Jacuzzi... - Cortona
10 11 reviews

My House With Steam Room, Theater View, Chromtherapy, Relaxing Music, Jacuzzi...

apartment, Cortona
This apartment is located in the historic centre of Cortona, just a short walk from the Signorelli Theatre, the Museum of the Etruscan Academy, and Piazza della Repubblica, and is situated in a quiet corner of the old town. The property has been highly rated by previous guests.
This 70 square metre property can accommodate up to four guests in its two bedrooms. Guests can enjoy a range of amenities including free Wi-Fi, a fully equipped kitchen, a fireplace, a sauna, a spa tub, and a tennis court.
Agriturismo Annibale - Cortona
9.1 56 reviews

Agriturismo Annibale

farm, Tuoro sul Trasimeno
Agriturismo Annibale is located in the Umbrian countryside, 5km from the shores of Lake Trasimeno and 4km from Tuoro Train Station, offering a peaceful escape from the hustle and bustle of city life. This property has received excellent ratings for its location, cleanliness, and overall experience.
The one-bedroom farm stay features a kitchen with a fridge and microwave, air conditioning, a swimming pool, a jacuzzi, a terrace, a garden, a sauna, a spa, and parking. Guests can enjoy breathtaking lake views from their private balcony, relax by the pool, and indulge in the farm's own olive oil.

Best Cortona holiday rentals with a fireplace

La Casa Tra Gli Ulivi - Cortona
10 106 reviews

La Casa Tra Gli Ulivi

apartment, Cortona
La Casa Tra Gli Ulivi, a guesthouse in Cortona, is situated 27km from Piazza Grande and offers easy access by car to Montepulciano Terme and Perugia.
This pet-friendly establishment provides self-catering facilities, including a fridge and freezer, a garden, Wi-Fi, parking, and offers yoga and fitness classes, plus packed lunches for day trips.
The House With Steam Room, Jacuzzi And Theater View - Cortona
10 82 reviews

The House With Steam Room, Jacuzzi And Theater View

apartment, Cortona
This apartment is located in the heart of Cortona's theatre square, a lively area just 30 kilometres from Piazza Grande and 37 kilometres from Montepulciano Terme. It has received excellent ratings for location, cleanliness, and overall user experience.
The apartment is a spacious two-bedroom property, spanning 70 square metres and accommodating up to four guests. It offers a range of modern amenities, including a fully equipped kitchen, air conditioning, a Jacuzzi, a spa, and free Wi-Fi, ensuring a comfortable and enjoyable stay.
Casa Elena - Cortona
9.8 39 reviews

Casa Elena

apartment, Cortona
Casa Elena is situated in Cortona, Tuscany, just 37 kilometres from Piazza Grande and 32 kilometres from Montepulciano Terme, offering a convenient base for exploring the region. The apartment has received excellent ratings for location, cleanliness, and overall user experience.
The apartment features a comfortable living space with a flat-screen TV and a fully equipped kitchen, perfect for self-catering. Guests can enjoy the outdoors with a private terrace or balcony, a garden, a swimming pool, and a playground, making it ideal for families.
130 M² Apartment ∙ 3 Bedrooms ∙ 6 Guests - Cortona
No reviews

130 M² Apartment ∙ 3 Bedrooms ∙ 6 Guests

apartment, Cortona
This Cortona apartment's precise location within the town is unspecified, however, the description implies convenient access to Cortona's attractions and amenities.
This 130-square-metre dwelling offers three bedrooms sleeping six guests, boasting a fully equipped kitchen with dishwasher, air conditioning, Wi-Fi, and a private terrace; making it ideal for families or groups seeking self-catering accommodation in Tuscany.
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