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

Bellavista - Cortona
9.6 80 reviews

Bellavista

apartment, Cortona
Bellavista is a charming apartment located in Cortona, just 32km from Piazza Grande and 37km from Montepulciano Terme, offering stunning lake views. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
The apartment features two bedrooms and two bathrooms, ideal for families or groups. It comes equipped with a kitchen, air conditioning, a terrace, a garden, and free Wi-Fi, ensuring a comfortable and enjoyable stay.
Appartamento Melo Grano - Cortona
9.5 10 reviews

Appartamento Melo Grano

apartment, Tuoro sul Trasimeno
Appartamento Melo Grano is situated in Tuoro sul Trasimeno, approximately 32 to 43 kilometres from Perugia's main attractions including Perugia Train Station, Corso Vannucci, Perugia Cathedral, and San Severo Church.
This 95 square metre flat accommodates up to 11 guests with 2 bedrooms and 2 bathrooms, featuring a fully equipped kitchen with a dishwasher, mountain views from its terrace, free Wi-Fi, and an on-site mini-market.
Tina's House - Cortona
10 11 reviews

Tina's House

apartment, Cortona
This Cortona apartment enjoys an exceptional central location, steps from the Giuseppe Garibaldi Memorial and San Domenico Church, and within a 0.6km walk of the Signorelli Theatre and the Etruscan Academy Museum.
The 71 square metre flat offers two bedrooms, one bathroom, sleeps four, and includes a fully equipped kitchen, air conditioning, a spa, free Wi-Fi, and a Smart TV.
"Casa  Cortona" - Cortona
9.6 166 reviews

"Casa Cortona"

apartment, Cortona
This Cortona apartment, situated in a historic building near the Piazza Signorelli, offers stunning Val di Chiana views.
The two-bedroom, one-bathroom flat sleeps four, features a fully equipped kitchen with dishwasher and microwave, and includes parking; optional breakfast service is available on a nearby terrace.

Best Cortona holiday rentals with a balcony

Margherita Holiday Home - Cortona
9.4 65 reviews

Margherita Holiday Home

farm, Cortona
The Margherita Holiday Home is a farm stay located 5 km from Cortona, close to the Camucia Cortona Train Station, offering easy access to the town centre and other Tuscan destinations.
The property features a swimming pool, jacuzzi, tennis court and garden, ideal for a relaxing countryside escape with family or friends.
 - Cortona
No reviews

apartment, Passignano sul Trasimeno
This Passignano sul Trasimeno flat is conveniently located within 500 meters of the historic centre and waterfront promenade, offering easy access to Lake Trasimeno.
This 100 square meter apartment sleeps up to seven guests across two bedrooms and two bathrooms, featuring a kitchen with a fridge, microwave, and dishwasher, a terrace or balcony, and on-site parking, with a tennis court available nearby.
120 M² Apartment ∙ 3 Bedrooms ∙ 6 Guests - Cortona
9.0 2 reviews

120 M² Apartment ∙ 3 Bedrooms ∙ 6 Guests

apartment, Cortona
This spacious 120 square meter apartment, ideal for six guests, is located in a peaceful rural setting just outside Cortona, offering convenient access to the historic town centre.
This three-bedroom dwelling features a dishwasher, microwave, and a 10 square meter terrace, alongside a communal swimming pool and private parking for your convenience.
Terrazza Silena, Centro Storico Con Vista Cortona! - Cortona
9.8 140 reviews

Terrazza Silena, Centro Storico Con Vista Cortona!

apartment, Cortona
Terrazza Silena is a centrally located apartment in Cortona's historic centre, close to shops, restaurants and cultural sites, approximately 30km from Piazza Grande.
This 50 square metre flat offers one bedroom, one bathroom, a fully equipped kitchen with dishwasher, air conditioning, a terrace with stunning city views, and parking; it sleeps up to two people and is pet-friendly (surcharge applies).

Frequently asked questions about holiday rentals in Cortona

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

    Cortona is steeped in history, so you'll find lots to explore. Start with the Etruscan Academy Museum, which houses fascinating Etruscan artefacts. The Fortezza Medicea, a 16th-century fortress, offers panoramic views. And if you're looking for something a bit different, visit the Sanctuary of Santa Margherita, a hilltop church with stunning 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?

    For a short walk with great views, try the path from the town centre to the Sanctuary of Santa Margherita. It's about 4km and takes around an hour. For cycling, the route from Cortona to Castiglion Fiorentino is beautiful, with rolling hills and stunning scenery. It's about 20km and takes around 1.5 hours.
  • What are the most popular Airbnbs in Cortona?

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

    Cortona is a great base for hiking, with many trails in the surrounding countryside. You can also go horseback riding, mountain biking, or play tennis at the local club. For a more relaxing experience, try swimming in Lake Trasimeno, just a short drive away.
  • 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, making it easy to explore the region. You can easily reach Arezzo, Perugia, and Siena by car or train. For a day trip, visit the charming medieval town of Montepulciano, known for its Vino Nobile wine.
  • 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 offer basic amenities like a kitchen, bathroom, and Wi-Fi. Many also have private terraces or gardens, perfect for enjoying the Italian sunshine. Some rentals even have swimming pools, ideal for cooling off during the hot summer months.
  • What are the best rentals or Airbnbs with a jacuzzi in Cortona?

    The best holiday 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?

    Spring and autumn are ideal for visiting Cortona, with pleasant weather and fewer crowds. Summer can be very hot, but it's a great time to enjoy the outdoor activities and festivals. Winter is quieter, with cooler temperatures and occasional rain.
  • What are the local dishes in Cortone region?

    The cuisine of Cortona is hearty and traditional. Try the pici, a thick hand-rolled pasta, served with a variety of sauces, including wild boar ragu. You must also try the local pecorino cheese, especially the aged varieties. And for dessert, indulge in a slice of the famous torta al testo, a flatbread filled with sweet or savoury ingredients.

Popular destinations

Best Cortona holiday rentals with a sauna

45 M² Farmhouse ∙ 1 Bedroom ∙ 2 Guests - Cortona
9.4 13 reviews

45 M² Farmhouse ∙ 1 Bedroom ∙ 2 Guests

farm, Castiglion Fiorentino
Farm for 2 guests with an excellent rating of 94% based on 13 reviews. You will stay in Castiglion Fiorentino.
Services and facilities: a swimming pool, a kitchen and a barbecue. A jacuzzi is available in this accommodation in Castiglion Fiorentino!
Terra Di Cortona - Cortona
9.6 258 reviews

Terra Di Cortona

farm, Cortona
Terra di Cortona farm stay is located near Cortona, Tuscany, approximately 39km from Piazza Grande and 45km from Perugia Cathedral.
This self-catering property boasts a swimming pool, Jacuzzi, sauna, and spa, alongside family-friendly amenities such as an indoor play area and barbecue facilities.
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.
Spacious Villa In Cortona With Private Pool - Cortona
8.6 141 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.

Best Cortona holiday rentals with a fireplace

Appartamento Pioppo, A Pochi Km Da Cortona - Cortona
10 4 reviews

Appartamento Pioppo, A Pochi Km Da Cortona

apartment, Castiglion Fiorentino
This two-bedroom flat for rent is located in the tranquil Valdichiana countryside, at the foot of Castiglion Fiorentino and below Montecchio Castle, with Arezzo 18 kilometres and Cortona 10 kilometres away.
This family-friendly property accommodates up to six guests and offers amenities including air conditioning, Wi-Fi, a swimming pool, a garden, and parking, making it ideal for exploring nearby Tuscan cities such as Siena (50 kilometres) and Florence (80 kilometres).
Appartamento La Stella - Cortona
9.9 16 reviews

Appartamento La Stella

farm, Cortona
This Umbrian farmhouse, situated 47km from Piazza Grande in Cortona and 48km from Perugia Train Station, offers stunning mountain views and easy access to both cities.
The property features a private pool, a well-equipped kitchen including a fridge and dishwasher, free Wi-Fi, private parking, and a terrace with panoramic vistas; it is family-friendly and welcomes pets.
Appartamento Quercia, A Pochi Km Da Cortona - Cortona
10 1 review

Appartamento Quercia, A Pochi Km Da Cortona

apartment, Castiglion Fiorentino
This apartment is situated near the medieval town of Castiglion Fiorentino, within the Valdichiana region, offering convenient access to Monte San Savino (approximately 10 kilometers away), Lucignano (approximately 8 kilometers away), and Marciano della Chiana (approximately 7 kilometers away).
This family-friendly accommodation accommodates up to six guests in two bedrooms and two bathrooms, featuring air conditioning, a kitchen with a fridge, freezer, and dishwasher, and access to a swimming pool, garden, and parking.
Casa Vacanze Nonna Nesti - Cortona
9.7 164 reviews

Casa Vacanze Nonna Nesti

house, Cortona
This Cortona holiday home, near Arezzo, Siena, Perugia, Assisi, Montepulciano, and Lake Trasimeno, offers stunning panoramic views and is a 10-minute (approx. 6.2km) drive from Cortona's historic centre.
The property boasts two bedrooms, one bathroom, sleeps six, includes a garden, parking, air conditioning, Wi-Fi, and a fully equipped kitchen; optional breakfast service is available.
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