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

Holiday Home In Cortona - Cortona
9.0 442 reviews

Holiday Home In Cortona

house, Cortona
This luxurious apartment is situated near Cortona in Tuscany, just 21 miles from Piazza Grande and 30 miles from Perugia Cathedral, offering a tranquil escape within easy reach of the region's historical gems. The property has received excellent ratings for its location, cleanliness, and overall experience, ensuring a comfortable and enjoyable stay.
The accommodation provides a range of options to suit different group sizes and needs. Guests can enjoy a private pool, tennis court, outdoor terrace, shared kitchen, air conditioning, free Wi-Fi, and ample parking, making it an ideal choice for families and groups seeking a relaxing and active holiday.
Large Country Apartment In Cortona 1bed1bath With Shared Pool & Gorgeous Gardens - Cortona
10 74 reviews

Large Country Apartment In Cortona 1bed1bath With Shared Pool & Gorgeous Gardens

apartment, Cortona
This Tuscan farmhouse villa, ideal for large groups, is situated in the countryside between Cortona and Umbria, offering seclusion whilst remaining conveniently located for exploring both regions, though precise distances to specific Cortona landmarks are unavailable.
The eight-bathroom, seven-bedroom property boasts multiple kitchens and living rooms, a ten-acre private garden with a swimming pool, croquet, badminton, trampoline, swings, a climbing frame, bicycles, and access to organic produce from the owner's garden.
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.
La Finestra Su Cortona - Cortona
9.4 42 reviews

La Finestra Su Cortona

house, Cortona
La Finestra su Cortona, a country house near Cortona, is situated approximately 35km from Piazza Grande and 47km from Perugia Cathedral, offering easy access to Tuscan countryside cycling and hiking trails.
This four-bedroom, five-bathroom villa sleeps large groups, boasting a private pool (open May-September), fully equipped kitchen, fireplace, barbecue, outdoor fireplace, picnic area, free Wi-Fi, and free private parking.

Best Cortona holiday rentals with a balcony

La Torre - Cortona
9.0 71 reviews

La Torre

apartment, Castiglion Fiorentino
La Torre apartment in Castiglion Fiorentino offers a peaceful garden setting, approximately 18km from Piazza Grande and 45km from Montepulciano Terme.
This self-catering flat features a 30 square metre floor area, one bedroom, one bathroom, sleeps seven guests, and includes amenities such as air conditioning, Wi-Fi, and a private terrace with garden access.
Bright Apartment In The Heart Of The Historic Center Of Cortona - Cortona
10 1 review

Bright Apartment In The Heart Of The Historic Center Of Cortona

apartment, Cortona
This Cortona apartment, situated in the historic centre's Old Town, is steps from the Signorelli Theatre, the Etruscan Academy Museum, Casali Palace, Palazzo Comunale, and Cortona Cathedral.
The 45-square-metre flat features one bedroom, one bathroom, sleeps three, and includes a fully equipped kitchen with dishwasher, a private balcony, and free Wi-Fi.
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.
Il Giardino Di Adele - Together In Tuscany - Cortona
9.2 7 reviews

Il Giardino Di Adele - Together In Tuscany

apartment, Cortona
Il Giardino di Adele, a Cortona apartment, is conveniently located for exploring Tuscany, being 37km from Montepulciano, 47km from Perugia, and 31km from Piazza Grande.
This 60 square metre flat, sleeping up to three guests, boasts a fully equipped kitchen, air conditioning, Wi-Fi, and a private terrace; pets are welcome.

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

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

45 M² Farmhouse ∙ 1 Bedroom ∙ 2 Guests

farm, Castiglion Fiorentino
Farm listing for up to 2 guests with an excellent rating of 94% based on 13 reviews. This accommodation is based in Castiglion Fiorentino.
Services and facilities include a barbecue, a washing machine and event friendly rooms. Enjoy a swimming pool in this accommodation in Castiglion Fiorentino!
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.

Best Cortona holiday rentals with a fireplace

Casa Bordoli - Cortona
9.1 15 reviews

Casa Bordoli

house, Cortona
Casa Bordoli is located in Cortona, just 30km from Piazza Grande and 37km from Montepulciano Terme, offering stunning panoramic views of the surrounding Tuscan countryside. The house has received excellent ratings for cleanliness and user experience, with a good location rating.
The 110 square metre property has two bedrooms, comfortably accommodating up to six guests. Casa Bordoli is equipped with modern amenities like air conditioning, free Wi-Fi, and a fully equipped kitchen, as well as a fireplace for cosy evenings.
95 M² House ∙ 3 Bedrooms ∙ 6 Guests - Cortona
8.6 12 reviews

95 M² House ∙ 3 Bedrooms ∙ 6 Guests

house, Cortona
Lucia, a 3-bedroom villa, is located a short distance from Cortona's town centre, offering direct access to the surrounding Tuscan countryside.
This 95 square meter dwelling accommodates up to six guests, featuring three bedrooms, two bathrooms, a well-equipped kitchenette, WiFi, and a garden with a barbecue, with one small pet permitted.
Appartamento Del Mercato - Cortona
No reviews

Appartamento Del Mercato

apartment, Cortona
Appartamento Del Mercato is a self-catering apartment in Cortona, conveniently located a short distance from the town centre and approximately 30 kilometres from Piazza Grande in Arezzo.
This 55-square-metre flat features one bedroom, one bathroom, and can comfortably accommodate three guests, offering a fully equipped kitchen with a dishwasher, air conditioning, and a cosy 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).
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