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 Colonia - Together In Tuscany - Cortona
9.6 76 reviews

Casa Colonia - Together In Tuscany

apartment, Cortona
This Cortona apartment is conveniently located just 30 kilometres from the Piazza Grande, the main square of the historic town centre, and offers easy access to nearby attractions. The property has consistently received excellent ratings for its cleanliness, location and overall guest experience.
The apartment spans 75 square metres and comfortably accommodates two guests in a single bedroom and bathroom. Guests can enjoy amenities such as air conditioning, free Wi-Fi, a fully equipped kitchen with a dishwasher, and a tennis court.
Monastero San Silvestro - Cortona
9.1 673 reviews

Monastero San Silvestro

farm, Cortona
Monastero San Silvestro is a farm located near Cortona in the Valdichiana Valley, just 15 kilometres from Lake Trasimeno and a short drive from Mount Amiata. This property has received excellent ratings for location, cleanliness, and overall user experience.
The farm offers spacious apartments decorated in a traditional Tuscan style. Guests can enjoy the outdoor swimming pool with views of Cortona and the Valdichiana Valley, as well as BBQ facilities, a garden, and free parking.
Tinas House - Cortona
9.8 51 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.
Villa Elisa By Posarellivillas - Cortona
No reviews

Villa Elisa By Posarellivillas

house, Cortona
Villa Elisa is situated in Camucia, a short distance from the historic town of Cortona and just 15 kilometres from Lake Trasimeno. This peaceful location offers easy access to the region's attractions, allowing you to explore the beauty of Tuscany at your leisure.
This spacious 170 square metre villa comfortably accommodates up to 8 guests in its 4 bedrooms and 3 bathrooms. The property features a private swimming pool, a terrace, a garden, and a fully equipped kitchen, providing everything you need for a relaxing and enjoyable stay.

Best Cortona holiday rentals with a balcony

Il Giardino Di Adele - Private Garden With View, Downtown Cortona - Cortona
No reviews

Il Giardino Di Adele - Private Garden With View, Downtown Cortona

apartment, Cortona
This Cortona apartment, situated in the historic Old Town, is steps from the Giuseppe Garibaldi Memorial, Piazza della Repubblica, and Palazzo Comunale, with the Casali Palace and Museum of the Etruscan Academy also nearby.
The 75 square metre flat offers one bedroom, one bathroom, sleeps two guests, and includes a fully equipped kitchen with microwave and dishwasher, plus a terrace, garden access, and Wi-Fi; the Camucia-Cortona railway station is a 2.2km walk away.
Beautiful Apartment In Cortona With Swimming Pool - Cortona
No reviews

Beautiful Apartment In Cortona With Swimming Pool

apartment, Cortona
This apartment is located in Cortona, offering direct access to its medieval streets and proximity to the MAEC museum and local trattorias.
This 2-bedroom flat accommodates up to 4 guests and features reversible air conditioning, free parking, shared access to a 100m² swimming pool (June-September), and communal barbecue facilities, with a complimentary cot and high chair available for younger children.
Apartment 'L'olivo Casa Del Nonno Bingheri' With Shared Garden & Wi-fi - Cortona
9.7 2 reviews

Apartment 'L'olivo Casa Del Nonno Bingheri' With Shared Garden & Wi-fi

apartment, Cortona
This Cortona farmhouse rental is situated 10km from Val di Chiana, Farneta Abbey, Fattoria Le Capezzine, Santa Maria delle Grazie, and Cortona Cathedral, offering a peaceful rural escape.
The self-catering property boasts a garden, terrace, air conditioning, parking, and a fully equipped kitchen including a fridge, microwave, and dishwasher, perfect for families seeking a relaxing Tuscan getaway.
Romantic Cottage On A Farm With A View Of Cortona - Cortona
10 33 reviews

Romantic Cottage On A Farm With A View Of Cortona

apartment, Cortona
This family-friendly farmhouse is located just outside Cortona, within 5 kilometres of the Casali Palace, Museo Diocesano, Cortona Cathedral, Palazzo Comunale, and Signorelli Theatre. The gîte offers a private garden, barbecue grills, a swimming pool, a fitness centre, and a peaceful lakeside setting.

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

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

45 M² Farmhouse ∙ 1 Bedroom ∙ 2 Guests

farm, Castiglion Fiorentino
Farm rental for 2 people with an excellent rating of 94% based on 13 reviews. You will be in Castiglion Fiorentino.
Services and facilities include a tennis court, a swimming pool and a barbecue. Take advantage of the jacuzzi in this accommodation.
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.

Best Cortona holiday rentals with a fireplace

Agriturismo Casa Paradiso - Cortona
No reviews

Agriturismo Casa Paradiso

apartment, Cortona
This Cortona apartment is peacefully located a short walk from the historic centre, offering easy access to local restaurants and artisan shops.
The self-catering property sleeps four, comprising one bedroom, one bathroom, a living area with a sofa bed, and a fully equipped kitchen; parking is available.
Appartamento La Stella - Cortona
9.7 7 reviews

Appartamento La Stella

gîte, Cortona
This holiday cottage, 'La Stella', is situated in the medieval village of Pierle, offering panoramic views of the valley and Umbrian mountains, between Cortona and Lake Trasimeno.
This well-equipped, family-friendly accommodation for four guests features two bedrooms, one bathroom, a kitchen with a fridge, freezer, and dishwasher, Wi-Fi, a swimming pool, a garden with barbecue facilities, and a children's playground, with hiking trails nearby.
Haus In Sodo Mit Privatem Pool - Cortona
No reviews

Haus In Sodo Mit Privatem Pool

house, Cortona
This detached villa is located in the Tuscan countryside near Cortona, approximately 2 kilometres from the historic centre and 15 kilometres from Lake Trasimeno.
This large country house offers accommodation for 14 guests across 10 individually themed en-suite double bedrooms, featuring air conditioning, a private swimming pool, extensive gardens, a barbecue area, and a children's playground.
Villa In Cortona With Private Pool - Cortona
9.5 41 reviews

Villa In Cortona With Private Pool

house, Cortona
This two-bedroom house is situated in Cortona, just 27 kilometres from Piazza Grande and 37 kilometres from Montepulciano Terme.
The property offers a private pool, a garden with a terrace, a fireplace, a fully equipped kitchen with a barbecue, satellite TV, and free Wi-Fi.
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