Vacation Rentals in Cortona

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Cortona holiday rentals
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663 Holiday rentals and Airbnb in Cortona

Award-Winning Family Holiday Rentals in Cortona, Italy

Find family mountain holiday rentals in Cortona, Italy with room for the whole family.

Casa Luna, Il Cuore Di Cortona! - Cortona
9.3 125 reviews

Casa Luna, Il Cuore Di Cortona!

apartment, Cortona
This apartment is ideally situated in Cortona's historic centre, just 30 kilometres from Corso Vannucci and 21 kilometres from the Magione Motorspeedway. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
The apartment offers two bedrooms and a modern bathroom, comfortably accommodating up to four guests. Enjoy amenities such as a fully equipped kitchen, free Wi-Fi, a DVD player, and the convenience of parking, plus a shared swimming pool for relaxation.
Casa Della Rosa - Cortona
9.2 50 reviews

Casa Della Rosa

apartment, Cortona
Casa della Rosa, a recently renovated 18th-century apartment in Cortona, is situated 31km from Piazza Grande and 35km from Montepulciano Terme.
This 45-square-metre flat, sleeping up to six guests, features one bedroom, one bathroom, a fully equipped kitchen with microwave and fridge, air conditioning, free Wi-Fi, and parking; towels and linen are provided.
Casa Nobile - Cortona
9.8 60 reviews

Casa Nobile

house, Cortona
This Cortona apartment is centrally located, within easy walking distance of Piazza della Repubblica and Piazza Signorelli.
The two-bedroom, two-bathroom flat sleeps four, boasting a well-equipped kitchen, Wi-Fi, and a fireplace in the dining room; frescoes add historical interest.
Dependance 2 Pax - Cortona
9.1 47 reviews

Dependance 2 Pax

house, Cortona
Dependance 2 pax is situated just a short drive from Cortona's historic centre, offering easy access to attractions like Piazza Grande, San Severo Church, and Montepulciano Terme, while enjoying a peaceful location away from the hustle and bustle. The accommodation has received very good ratings for its cleanliness and user experience, and an excellent rating for its location.
This charming property features a private terrace and balcony, perfect for enjoying stunning views and fresh air. You'll also find a fully equipped kitchen, air conditioning, free private parking, and a garden with a swimming pool and tennis court, making it ideal for a relaxing and enjoyable stay.

Top-Rated Holiday Rentals with a Balcony in Cortona, Italy

Take in breathtaking, uninterrupted alpine valley views right from your private mountain rental balcony in Cortona, Italy.

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.
Villa In Cortona With Pool And Val Di Chiana View - Cortona
9.1 74 reviews

Villa In Cortona With Pool And Val Di Chiana View

house, Cortona
Belvilla by OYO San Martino Ulivi is situated in the San Martino district of Cortona, just 29 kilometres from the historic Piazza Grande and 39 kilometres from Montepulciano Terme, offering a peaceful escape from the bustling town centre. The property has received excellent ratings for its location, cleanliness, and overall experience.
This five-bedroom villa provides ample space for families and groups, with two living rooms and four bathrooms. Guests can enjoy a private garden with an outdoor pool, a fully equipped kitchen, a charming fireplace, and a barbecue for al fresco dining, along with free Wi-Fi throughout the property.
Cortona - Il Torchio - Cortona
9.0 2 reviews

Cortona - Il Torchio

apartment, Cortona
This Cortona flat, Il Torchio, is located in Cortona and is 30 kilometres from Piazza Grande, 48 kilometres from Perugia Cathedral, and within 48 kilometres of Corso Vannucci and Bagno Vignoni.
This 85 square metre, one-bedroom flat accommodates up to seven guests, offering air conditioning, Wi-Fi, a fully equipped kitchen, a private balcony, and complimentary private parking.
La Renaia - Cortona
9.7 304 reviews

La Renaia

farm, Cortona
La Renaia is a farm stay situated near Cortona, approximately 34 kilometres from Piazza Grande and 48 kilometres from Perugia Cathedral.
This rural retreat offers a range of amenities including a swimming pool, Jacuzzi, tennis court and fitness centre, as well as stunning garden views and a spacious terrace.

Frequently asked questions about holiday rentals in Cortona

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

    Cortona is full of fascinating places! You must visit the Etruscan Academy Museum, which has a beautiful collection of Etruscan artefacts. For stunning views, head to the Fortezza Medicea, an old fortress overlooking the town. And if you want to get a taste of local life, wander through the charming Piazza della Repubblica, the heart of Cortona.
  • 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?

    Cortona is perfect for walking and cycling! The 'Sentiero della Bonaccia' is a beautiful, easy walk with panoramic views of the valley. For a more challenging ride, try the 'Strada del Vino', a scenic route that takes you through vineyards and olive groves. And for a truly unique experience, you can walk the 'Etruscan Trail', which follows ancient paths used by the Etruscans.
  • What are the most popular Airbnbs in Cortona?

  • What other towns or cities can be easily accessed from Cortone?

    Cortona is a great base for exploring Tuscany! You can easily take day trips to nearby towns like Arezzo, Perugia, and Siena. Florence is a bit further, but still easily accessible by train or car. And if you want to explore the coast, you can visit the beautiful beaches of the Tuscan Riviera.
  • What are the best holiday rentals with a pool in Cortona?

  • What amenities are commonly available in vacation rentals in Cortone?

    Vacation rentals in Cortona offer a wide range of amenities. Most have fully equipped kitchens, comfortable living areas, and private bathrooms. Many also have outdoor spaces like patios or gardens, perfect for enjoying the beautiful Tuscan weather. Some rentals even have swimming pools or hot tubs.
  • What are the best rentals for families and kids in Cortona?

    The best rentals for families and kids in Cortona are Casa Zeni, Casa Del Loggiato and Wonderful Casa Idilio Cortona.

  • 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 mild weather and fewer crowds, perfect for exploring the town and surrounding countryside. Summer is warm and sunny, ideal for swimming and outdoor activities. Winter can be chilly, but the town is beautifully decorated for the Christmas holidays.
  • 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, "Casa Tarconte" Nel Cuore Di Cortona and Podere Casorbica.

  • What are the local dishes in Cortone region?

    Cortona is known for its delicious cuisine! Try the 'Pici al Ragù', a thick pasta dish with a rich meat sauce. Another local favourite is 'Fagioli all'Uccelletto', a hearty bean stew. And for dessert, don't miss the 'Cantuccini', almond biscuits traditionally served with Vin Santo, a sweet dessert wine.

Popular destinations

Top-Rated Holiday Rentals with a Sauna in Cortona, Italy

Soothe your hiking muscles and sweat out the trail dust at mountain holiday rentals with a sauna in Cortona, Italy.

Lovely Apartment For 4 Guests With Wifi, A/c, Sauna - Cortona
10 1 review

Lovely Apartment For 4 Guests With Wifi, A/c, Sauna

apartment, Cortona
This Cortona Old Town apartment is centrally located, 29km from Arezzo and close to the Signorelli Theatre and the Etruscan Academy Museum.
The 50 square metre flat features one bedroom, one bathroom, sleeps four, and includes a well-equipped kitchen, WiFi, air conditioning, and a sauna.
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.
Casale Margherita - Cortona
9.6 16 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.
68 M² Villa ∙ 2 Bedrooms ∙ 4 Guests - Cortona
No reviews

68 M² Villa ∙ 2 Bedrooms ∙ 4 Guests

house, Cortona
This villa is situated in the Tuscan countryside, surrounded by olive groves and vineyards, and is just a 400-meter walk from Cortona's old town.
This 68 square meter property accommodates up to 5 guests in 2 bedrooms, featuring a private swimming pool, air conditioning, a microwave oven, and a dishwasher, with optional services including cooking lessons and wine tastings.

Top-Rated Holiday Rentals with a Fireplace in Cortona, Italy

Find mountain holiday rentals with a fireplace in Cortona, Italy for cosy alpine nights.

La Cantina Di Arianna - Cortona
9.8 21 reviews

La Cantina Di Arianna

apartment, Cortona
This three-storey house, within Cortona's historic city walls, offers easy access to the Piazza Signorelli, the Duomo, and the Etruscan Academy Museum of Cortona.
Sleeping six guests across three bedrooms and three bathrooms, the property includes a well-equipped kitchen, dining area, living room, furnished terrace, tavern with fireplace, and wine cellar.
Agriturismo Le Celle - Cortona
9.9 28 reviews

Agriturismo Le Celle

house, Cortona
Agriturismo Le Celle is a charming villa located just 31 km from Cortona's historic Piazza Grande, offering a peaceful setting outside the bustling town centre. This property enjoys excellent user, location and cleanliness ratings.
The villa spans 130 square metres and features four bedrooms. Guests can enjoy a private pool, a shared outdoor pool, a garden with barbecue facilities, free Wi-Fi, and private parking.
Casa Mia A Cortona - Cortona
9.3 151 reviews

Casa Mia A Cortona

apartment, Cortona
This apartment is situated in Cortona, offering stunning views of the surrounding valley and is a 40-minute drive from Arezzo and 22 miles from Montepulciano, making it an ideal base for exploring the beautiful Tuscan countryside. It has received excellent ratings for location, cleanliness and overall user experience.
The apartment features a fully equipped kitchen, a private bathroom with a walk-in rain shower, a flat-screen smart TV and free WiFi. Guests can enjoy the on-site swimming pool, tennis court, garden and spa, or relax on the terrace and take in the breathtaking views.
Borgo In San Angelo - Cortona
9.2 126 reviews

Borgo In San Angelo

house, Cortona
This detached house is situated in the countryside near Cortona, approximately 34 kilometres from Piazza Grande and 50 kilometres from Perugia Cathedral.
The property offers a private entrance, stunning garden views, a swimming pool, yoga classes, a fully equipped kitchen, air-conditioned rooms, free Wi-Fi, parking and a sun terrace.

Best Cortona holiday rentals with parking

Appartamento La Piazzetta - Cortona
9.4 31 reviews

Appartamento La Piazzetta

apartment, Cortona
Wonderful Casa Idilio Cortona - Cortona
9.8 276 reviews

Wonderful Casa Idilio Cortona

apartment, Cortona
B&b Il Rosmarino - Cortona
9.6 19 reviews

B&b Il Rosmarino

apartment, Cortona
'Il Loggiato' - Beautiful Apartment In The Historical Center Of Cortona - Cortona
9.6 4 reviews

'Il Loggiato' - Beautiful Apartment In The Historical Center Of Cortona

apartment, Cortona
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