Holiday Rentals in Cortona

663 available vacation rental offers

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Cortona holiday rentals
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Best Holiday rentals and Airbnb offers in Cortona

Best family friendly Cortona holiday rentals

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

64 M² Resort ∙ 1 Bedroom ∙ 3 Guests - Cortona
No reviews

64 M² Resort ∙ 1 Bedroom ∙ 3 Guests

resort, Cortona
This Cortona holiday apartment, '64 M² Resort ∙ 1 Bedroom ∙ 3 Guests', offers a family-friendly stay with convenient amenities.
The 64 square metre self-catering apartment features one bedroom, two bathrooms, a fully equipped kitchen, and sleeps up to three guests, boasting a swimming pool and garden.
Raggi Di Sole - Cortona
9.8 225 reviews

Raggi Di Sole

apartment, Cortona
This two-bedroom apartment, situated in Cortona with views of the town, is just 22.5 km from Arezzo.
The 65 square metre property boasts a fully equipped kitchen, two private bathrooms, and a tennis court, perfect for a family holiday.
450 M² House ∙ 10 Bedrooms ∙ 14 Guests - Cortona
No reviews

450 M² House ∙ 10 Bedrooms ∙ 14 Guests

house, Cortona
This large Tuscan villa is situated in a tranquil hamlet a short 5km drive from Cortona's historic centre, offering easy access to Siena (under 100km) and Lake Trasimeno (15km).
The 450 square metre property boasts 10 bedrooms, 11 bathrooms, and a private swimming pool, comfortably accommodating up to 16 guests, and features a 'Sala della Pastaia' dining room and a pietra serena staircase.
Casa Marlene - Cortona
9.2 70 reviews

Casa Marlene

apartment, Cortona
Casa Marlene, a pet-friendly apartment in Cortona, is conveniently located approximately 32 kilometres from Piazza Grande, and within a 47-kilometre and 37-kilometre drive of Perugia and Montepulciano respectively.
This 50-square-metre self-catering flat offers one bedroom, one bathroom, and amenities including Wi-Fi, air conditioning (surcharge applies), a dishwasher, and a fully equipped kitchen; sleeping up to two guests.

Best Cortona holiday rentals with a balcony

Villino Cortona - Ihre Entspannung Im Herzen Der Toskana. By Interhome - Cortona
No reviews

Villino Cortona - Ihre Entspannung Im Herzen Der Toskana. By Interhome

apartment, Cortona
This detached holiday home is located in the Tuscan countryside, just 400 metres from Cortona town centre and 15 kilometres from Lake Trasimeno, offering views of the Valdichiana valley.
This 90 square metre apartment accommodates up to 4 guests across 2 bedrooms and 2 bathrooms, featuring air conditioning, WiFi, a private swimming pool, a garden, a veranda with barbecue, and 100% green electricity.
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.
Lucia - Cortona
8.4 10 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.
Casa Pippin 8, Emma Villas - Cortona
No reviews

Casa Pippin 8, Emma Villas

house, Cortona
CASA PIPPIN 8, a 200 square metre villa, is situated 29 kilometres from Cortona's Piazza Grande, offering easy access to other Tuscan towns such as Montepulciano Terme (39km) and Perugia (48km).
This four-bedroom, three-bathroom property sleeps twelve guests and boasts a private pool, terrace, garden, free Wi-Fi, and free parking, alongside a well-equipped kitchen including a dishwasher and microwave.

Frequently asked questions about holiday rentals in Cortona

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

    Cortona is full of history and beautiful places to visit. You can't miss the Etruscan Museum, which houses fascinating artefacts from the ancient civilisation that once thrived here. The Duomo, with its stunning architecture, is also a must-see. For breathtaking views, head to the Fortezza di Cortona, a medieval fortress offering panoramic vistas of the Tuscan landscape. Just outside Cortona, you can visit the charming village of Castiglion Fiorentino, known for its Renaissance architecture and the Museo di Palazzo Taglieschi.
  • What are the best Airbnb and vacation rentals in Cortona?

    Casa Zeni, Cortona Shabby Chic House and Casa Del Loggiato are the most popular Airbnb and vacation rentals in Cortona among travelers.

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

    For a scenic walk, try the Sentiero del Trasimeno, which takes you along the shores of Lake Trasimeno, offering beautiful views of the water and surrounding hills. If you prefer cycling, the Strada del Vino, a route through the vineyards of the Cortona region, is a great option. You'll pass through picturesque villages and enjoy stunning views of the Tuscan countryside.
  • What are the most popular Airbnbs in Cortona?

    Among the Airbnbs in Cortona, Wonderful Casa Idilio Cortona, Veronica Studio and Panoramic Country House In Cortona are the most popular ones.

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

    Cortona is a great place for outdoor enthusiasts. You can enjoy hiking trails in the surrounding hills, go horseback riding through the countryside, or even take a hot air balloon ride over the Tuscan landscape. For water sports, Lake Trasimeno offers opportunities for sailing, windsurfing, and kayaking.
  • What are the best vacation 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 the historic city of Siena by car or train. Perugia, with its medieval centre and impressive Etruscan walls, is also within easy reach. Arezzo, known for its antique market and the Piero della Francesca frescoes, is another great day trip destination.
  • 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 come with a range of amenities, including a fully equipped kitchen, Wi-Fi, and laundry facilities. Many also have private gardens or terraces, perfect for enjoying the beautiful Tuscan weather. Some rentals even have swimming pools, offering a refreshing escape from the summer heat.
  • 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, "Casa Tarconte" Nel Cuore Di Cortona and Podere Casorbica.

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

    The best time to visit Cortona depends on your preferences. Spring and autumn offer pleasant weather and fewer crowds, perfect for exploring the town and surrounding countryside. Summer is the peak season, with warm temperatures and plenty of sunshine, ideal for enjoying outdoor activities. If you prefer a quieter experience, consider visiting during the shoulder seasons, April-May and September-October.

Popular destinations

Best Cortona holiday rentals with a sauna

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.
50 M² Apartment ∙ 1 Bedroom ∙ 4 Guests - Cortona
No reviews

50 M² Apartment ∙ 1 Bedroom ∙ 4 Guests

apartment, Cortona
This ground-floor flat in Cortona is located in a well-connected district, providing easy walking access to the town's historical centre and attractions, including the central Piazza della Repubblica, just 500 meters away.
This 50 square meter apartment accommodates up to four guests with one bedroom, featuring a combined kitchen and living area with a double sofa bed, air conditioning, complimentary WiFi, and a private sauna for relaxation.
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.
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 people with an excellent rating of 94% based on 13 reviews. You will stay in Castiglion Fiorentino.
Facilities and services include a spa, a kitchen and a tennis court.

Best Cortona holiday rentals with a fireplace

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.
70 M² Apartment ∙ 2 Bedrooms ∙ 4 Guests - Cortona
9.5 12 reviews

70 M² Apartment ∙ 2 Bedrooms ∙ 4 Guests

apartment, Cortona
This Cortona apartment, situated 4km from the town centre, offers easy access to Tuscan attractions and is ideally located between Florence and Rome.
The 70 square metre property features two bedrooms, one bathroom, a private pool, parking, and sleeps four; its rustic kitchen, fireplace, and authentic Italian design create a relaxing atmosphere.
Lovely Apartment For 6 Guests With Wifi, A/c And Panoramic View - Cortona
No reviews

Lovely Apartment For 6 Guests With Wifi, A/c And Panoramic View

apartment, Cortona
This centrally located apartment in Cortone's downtown district is situated within 500 meters of Giuseppe Garibaldi Memorial and Palazzo Casali, offering convenient access to local attractions.
This 150 square meter flat accommodates up to six guests, featuring three bedrooms, two bathrooms, air conditioning, Wi-Fi, and a kitchen equipped with a fridge and dishwasher, with the owner also offering personalised tours.
La Pergola | Farm House With Fantastic View - Cortona
10 60 reviews

La Pergola | Farm House With Fantastic View

house, 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.
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