Holiday Rentals in Cortona

663 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • premierinn
  • sykescottages
  • plumguide
  • hotelscom
  • tripadvisor
  • homestay
  • tuivillas
  • hostelworld
Cortona holiday rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

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

La Casa Sul Vicolo Cortona Centro Storico - Cortona
9.5 4 reviews

La Casa Sul Vicolo Cortona Centro Storico

apartment, Cortona
This apartment is situated in Cortona's historic centre, placing guests 29 kilometres from Perugia Train Station and 46 kilometres from the Magione Motorspeedway.
This 30 square metre flat accommodates up to nine guests with two bathrooms, a kitchen equipped with a fridge and oven, and complimentary Wi-Fi.
Casa Girella - Cortona
9.4 81 reviews

Casa Girella

apartment, Cortona
Casa Girella is a charming apartment situated in Terontola, a peaceful town just 23 miles from Cortona's Piazza Grande and 25 miles from Perugia Cathedral. It has received excellent ratings for location, cleanliness, and overall user experience.
The apartment offers a private entrance and a comfortable living space, ideal for families or groups of friends. Guests can enjoy modern amenities such as a flat-screen TV, private bathroom, Wi-Fi, and parking, as well as outdoor features like a garden, barbecue facilities, and an outdoor fireplace.
Appartamento La Corte - Cortona
9.9 75 reviews

Appartamento La Corte

apartment, Cortona
Casa Zeni is located in the centre of Cortona, just 22 kilometres from Arezzo and 37 kilometres from Perugia, making it ideal for exploring the Tuscan countryside. The apartment has received excellent ratings for location, cleanliness and overall user experience.
The apartment comes with a fully equipped kitchen, a private bathroom, comfortable bedding and towels, and a satellite TV. Guests can enjoy a daily breakfast, free Wi-Fi, a swimming pool, a Jacuzzi, a terrace, a garden, a spa, a concierge service, a restaurant, room service, a tennis court and parking.
Cortona Suite - The House With Well And The Frescos Palace - Cortona
9.2 41 reviews

Cortona Suite - The House With Well And The Frescos Palace

apartment, Cortona
This apartment in Cortona offers stunning city views and is just 30 kilometres from Piazza Grande and 37 kilometres from Montepulciano Terme, making it an ideal base for exploring the Tuscan countryside. The property enjoys excellent ratings for location, cleanliness, and overall user experience.
The apartment is well-equipped with a fully fitted kitchen, a comfortable living area, and a private bathroom with modern amenities. Guests can enjoy the on-site tennis court, relax in the garden, or take advantage of the bicycle and car rental services to explore the surrounding area.

Best Cortona holiday rentals with a balcony

Casa Samuela - Together In Tuscany - Cortona
9.5 77 reviews

Casa Samuela - Together In Tuscany

apartment, Cortona
Casa Samuela is a comfortable apartment located in Cortona, just 30 kilometres from Piazza Grande and 37 kilometres from Montepulciano Terme, offering easy access to the historic centre and surrounding Tuscan countryside. The apartment has received excellent ratings for its location, cleanliness, and overall experience.
Casa Samuela has two bedrooms and one bathroom, comfortably accommodating up to three guests. This charming apartment features a fully equipped kitchen, a private terrace with peaceful street views, and a garden, perfect for enjoying the Tuscan sunshine and relaxing after a day of exploring.
Fattoria Del Nonno Berto - Cortona
9.8 13 reviews

Fattoria Del Nonno Berto

farm, Cortona
Fattoria del Nonno Berto is a farm stay situated near Cortona, approximately 30 kilometres from Piazza Grande and 39 kilometres from Montepulciano Terme.
This family-friendly farm offers guests a range of amenities including a swimming pool, jacuzzi, spa, restaurant, tennis court, and fitness centre, as well as packed lunches for exploring the Tuscan countryside.
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.
Holiday Home Villino Cortona - Ihre Entspannung Im Herzen Der Toskana- By Interhome - Cortona
No reviews

Holiday Home Villino Cortona - Ihre Entspannung Im Herzen Der Toskana- By Interhome

house, Cortona
Holiday Home Villino Cortona, located in Cortona, is situated 35 kilometres from Piazza Grande, 47 kilometres from Perugia Cathedral, and 47 kilometres from San Severo Church.
This 90 square metre holiday home accommodates up to 7 guests, featuring 2 bathrooms, a kitchen with a fridge and dishwasher, air conditioning, Wi-Fi, a swimming pool, and a garden, with a terrace and parking also provided.

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

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.
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.
My House With Steam Room, Theater View, Chromtherapy, Relaxing Music, Jacuzzi... - Cortona
10 11 reviews

My House With Steam Room, Theater View, Chromtherapy, Relaxing Music, Jacuzzi...

apartment, Cortona
This apartment is located in the historic centre of Cortona, just a short walk from the Signorelli Theatre, the Museum of the Etruscan Academy, and Piazza della Repubblica, and is situated in a quiet corner of the old town. The property has been highly rated by previous guests.
This 70 square metre property can accommodate up to four guests in its two bedrooms. Guests can enjoy a range of amenities including free Wi-Fi, a fully equipped kitchen, a fireplace, a sauna, a spa tub, and a tennis court.
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

Apartment ∙ 2 Bedrooms ∙ 4 Guests - Cortona
No reviews

Apartment ∙ 2 Bedrooms ∙ 4 Guests

apartment, Cortona
Apartment listing for up to 4 guests. You will be based in Cortona.
Facilities and services: a washing machine, an iron and a kitchen.
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.
Agriturismo Il Torrino - Cortona
9.4 7 reviews

Agriturismo Il Torrino

farm, Cortona
Agriturismo Il Torrino is located in the Tuscan countryside, just 2 kilometres from the historic centre of Cortona and 35 kilometres from Arezzo, offering a peaceful retreat amidst rolling hills and olive groves. The property has received excellent ratings from previous guests for its location, cleanliness and overall experience.
The self-catering accommodation, covering 80 square metres, features one bedroom and one bathroom, a fully equipped kitchen with a fridge, microwave, and dishwasher, as well as a terrace with stunning views of the Chiana Valley and Lake Trasimeno. Guests can enjoy the outdoor swimming pool, BBQ facilities, and free Wi-Fi, along with a complimentary breakfast basket upon arrival.
55 M² House ∙ 2 Bedrooms ∙ 4 Guests - Cortona
8.3 14 reviews

55 M² House ∙ 2 Bedrooms ∙ 4 Guests

house, Cortona
This Cortona holiday cottage boasts a peaceful hilltop location in a borgo overlooking the Chiana Valley, offering easy driving access to Arezzo, Perugia, Siena, and Lake Trasimeno.
The 55-square-metre property comprises two bedrooms, one bathroom, and sleeps four, featuring a kitchen with a fridge, a swimming pool, terrace, parking, and BBQ facilities; a washing machine is available for a fee, and cots and cooking services are offered on request.
©2026 cozycozy.com