Vacation Rentals in Cortona

459 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • stayz
  • expedia
  • hotelscom
  • tripadvisor
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelopia
Cortona holiday rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

459 Holiday rentals and Airbnb in Cortona

Monastero San Silvestro - Cortona
9.1 666 reviews
Cortona
06/10 – 16/10
A$198/nighttotal: A$1980 (10 )

Monastero San Silvestro

1 2
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.
City / Village Apartment In Cortona With 1 Bedrooms Sleeps 2 - Cortona
10 8 reviews
Cortona
13/07 – 15/07
A$160/nighttotal: A$320 (2 )

City / Village Apartment In Cortona With 1 Bedrooms Sleeps 2

1 2
apartment, Cortona
This Cortona Old Town flat is ideally situated near the Giuseppe Garibaldi Memorial and San Domenico Church, with Piazza della Repubblica and Palazzo Comunale a short 0.4-kilometre walk away.
The 20-square-metre apartment features one bedroom, one bathroom, sleeps two guests, and includes a fully equipped kitchen with fridge, microwave, and dishwasher, plus free Wi-Fi.
Apartment In The Heart Of Cortona - Cortona
9.8 159 reviews
Cortona
06/10 – 16/10
A$267/nighttotal: A$2670 (10 )

Apartment In The Heart Of Cortona

1 2
apartment, Cortona
This apartment is ideally located in the centre of Cortona, just a short walk from Piazza della Repubblica, the Museum of the Etruscan Academy, and the Signorelli Theatre. The apartment has received excellent ratings for location, cleanliness and user experience.
The apartment offers one bedroom and one bathroom, providing comfortable accommodation for up to three guests in its 55 square metres of space. Guests can enjoy a range of amenities including a swimming pool, tennis court, and a fully equipped kitchen with a fridge, freezer, and microwave.
Bright Apartment In The Heart Of The Historic Center Of Cortona - Cortona
10 1 review
Cortona
26/08 – 29/08
A$288/nighttotal: A$864 (3 )

Bright Apartment In The Heart Of The Historic Center Of Cortona

1 3
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.
Vicolo Della Scala Rooms - Cortona
8.6 41 reviews
Cortona
29/06 – 30/06
A$162/nightfor 1 night

Vicolo Della Scala Rooms

1 2
apartment, Cortona
Vicolo della Scala Rooms offers a one-bedroom apartment in Cortona, conveniently located near the historic centre, approximately 30 kilometres from Piazza Grande and within easy reach of other Tuscan towns.
This self-catering flat sleeps three, features a fully equipped kitchen with dishwasher and microwave, free Wi-Fi, and provides bed linen and towels; no stag or hen parties are permitted.
Appartamento Il Sasso - Cortona
9.9 65 reviews
Cortona
15/11 – 17/11
A$77/nighttotal: A$154 (2 )

Appartamento Il Sasso

1 1
apartment, Cortona
This Cortona apartment, near Camucia, offers easy access to Arezzo (20km), Lake Trasimeno (20km), Siena (50km), and Perugia (50km), providing a convenient base for exploring Tuscany.
Sleeping three comfortably in one bedroom with a double bed and sofa bed, this self-catering flat includes a kitchen with dishwasher, air conditioning, a garden, parking, and excellent guest reviews.
Il Giardino Degli Ulivi | Casa Acacie - Cortona
9.7 15 reviews
Cortona
06/10 – 16/10
A$147/nighttotal: A$1470 (10 )

Il Giardino Degli Ulivi | Casa Acacie

1 2
gîte, Cortona
This one-bedroom gîte, situated in the Tuscan countryside 3 kilometres from Cortona, near Arezzo, is part of the "Il Giardino degli Ulivi" agriturismo.
The self-catering property offers a private outdoor space, a shared swimming pool, a wood-burning oven, a large lounge area, a laundry room, and a shaded parking space, and can accommodate up to three guests.
La Finestra Sulla Toscana - Cortona
9.8 217 reviews
Cortona
26/08 – 29/08
A$259/nighttotal: A$777 (3 )

La Finestra Sulla Toscana

2 3
apartment, Cortona
This Cortona apartment is situated just 32 kilometres from Piazza Grande and 37 kilometres from Montepulciano Terme, offering stunning views of the city and surrounding Tuscan countryside. It boasts excellent user, location and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The 73 square metre property features two bedrooms and one bathroom, comfortably accommodating up to six guests. The apartment offers a fully equipped kitchen, free Wi-Fi, parking, and a range of amenities, including towels and bed linen, making it ideal for families and groups.
Appartamento Del Capitano - Cortona
9.6 78 reviews
Cortona
26/08 – 29/08
A$412/nighttotal: A$1236 (3 )

Appartamento Del Capitano

3 3
apartment, Cortona
This charming apartment is situated in the historic centre of Cortona, just 4.5 kilometres from Camucia Cortona Train Station, offering easy access to other Tuscan destinations. The property has received excellent ratings for its location, cleanliness and overall experience.
The spacious home, spanning 120 square metres, features a living area with TV, a fully equipped kitchen and a bathroom. Guests can enjoy the convenience of on-site parking, a self-catering kitchen, and the option to bring their pets along.
'Il Loggiato' - Beautiful Apartment In The Historical Center Of Cortona - Cortona
9.6 4 reviews
Cortona
17/09 – 15/10
A$131/nighttotal: A$3668 (28 )

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

2 3
apartment, Cortona
This charming apartment is located in Cortona Old Town, just a short walk from the Town Square and Via Nazionale, the main street. It has received excellent user ratings, making it a popular choice for travellers.
The 50 square metre apartment has one bedroom and one bathroom, comfortably accommodating up to four guests. It comes equipped with a kitchen, air conditioning, a spa, and parking, making it perfect for a relaxing and enjoyable stay.
Sotto Il Sole Di Cortona - Cortona
9.3 3 reviews
Cortona
29/06 – 30/06
A$681/nightfor 1 night

Sotto Il Sole Di Cortona

2 2
apartment, Cortona
Sotto il Sole di Cortona, a self-catering apartment near Cortona, is conveniently located approximately 30km from Piazza Grande and 37km from Montepulciano Terme.
This excellent-rated property boasts a private entrance, Jacuzzi, spa, and valet parking, along with a fully equipped kitchen, terrace, and daily breakfast, offering guests a luxurious and relaxing stay.
Casa Beppina Cortona - Cortona
Cortona
29/06 – 30/06
A$229/nightfor 1 night

Casa Beppina Cortona

1 2
apartment, Cortona
This two-room flat in central Cortona offers prime access to city attractions, with a bus stop 450 metres away and public parking 150 metres distant.
This 45 square metre apartment, accommodating two guests, features a kitchen with a fridge and microwave, free WiFi, and seasonal heating, and is located 20 kilometres from Lago Trasimeno.

Best family friendly Cortona holiday rentals

Among the 459 accommodations in Cortona, here are the 4 best family friendly rentals

Il Giardino Degli Ulivi | Casa Cipresso - Cortona
9.0 6 reviews
Cortona
27/06 – 01/07
A$244/nighttotal: A$976 (4 )

Il Giardino Degli Ulivi | Casa Cipresso

2 4
gîte, Cortona
Il Giardino degli Ulivi, a farmhouse near Cortona (3km), offers six restored apartments, providing easy access to the town and other Tuscan towns such as Montepulciano (28km) and Arezzo (30km).
This two-bedroom self-catering property, Il Cipresso, sleeps five, boasting a private garden, swimming pool, parking, air conditioning, Wi-Fi, a fully equipped kitchen including a dishwasher, and a shared wood-fired oven.
Appartamento Io E Te Cortona Centro Storico - Seconda Doccia Su Romantica Corte - Cortona
9.9 50 reviews
Cortona
06/07 – 10/07
A$280/nighttotal: A$1120 (4 )

Appartamento Io E Te Cortona Centro Storico - Seconda Doccia Su Romantica Corte

2 2
apartment, Cortona
This two-bedroom apartment is situated in the historic centre of Cortona, just a short walk from the town's main square and within easy reach of attractions like the Etruscan Academy Museum.
The 70 square metre property boasts a romantic courtyard with a second shower, a fully equipped kitchen, free Wi-Fi, airport transfers, bicycle rental, yoga classes, an Italian breakfast and a mini-market.
Casa Biagiotti - Cortona
9.9 69 reviews
Cortona
14/09 – 24/09
A$269/nighttotal: A$2690 (10 )

Casa Biagiotti

3 4
apartment, Cortona
This three-bedroom apartment is situated in the Tuscan countryside, just 3 kilometres from Cortona and a 15-minute drive from Lake Trasimeno.
The 110 square metre property boasts a private garden, a swimming pool, and a terrace, making it ideal for families seeking a relaxing escape in the heart of Tuscany.
Casa Del Loggiato - Cortona
9.6 404 reviews
Cortona
15/11 – 17/11
A$137/nighttotal: A$274 (2 )

Casa Del Loggiato

1 1
apartment, Cortona
Casa del Loggiato is situated in Cortona's Old Town, a 32-kilometre drive from Piazza Grande and a 37-kilometre drive from Montepulciano Terme, offering a tranquil setting in the heart of the historic district. This apartment has received excellent user, location and cleanliness ratings.
The property comprises one bedroom and one bathroom, covering 60 square metres. Guests can enjoy free Wi-Fi, a fully equipped kitchen, and parking, as well as easy access to Cortona's charming streets, shops, restaurants, hiking trails and scenic drives.

Best Cortona holiday rentals with a balcony

Podere Casorbica - Cortona
9.1 135 reviews
Cortona
17/09 – 15/10
A$253/nighttotal: A$7084 (28 )

Podere Casorbica

4 3
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.
550 M² House ∙ 3 Bedrooms ∙ 8 Guests - Cortona
9.7 9 reviews
Cortona
27/06 – 01/07
A$593/nighttotal: A$2372 (4 )

550 M² House ∙ 3 Bedrooms ∙ 8 Guests

3 4
house, Cortona
This spacious villa is located in the Cortona countryside, approximately 20km from Lake Trasimeno and 30km from Arezzo, offering easy access to both.
The 550 square metre property boasts three bedrooms, three bathrooms, and sleeps eight, featuring a swimming pool, fitness centre, and large garden with stunning views; bike trails and water sports are also nearby.
La Vecchia Casa Di Moda - Cortona
10 7 reviews
Cortona
10/08 – 16/08
A$285/nighttotal: A$1710 (6 )

La Vecchia Casa Di Moda

3 2
house, Cortona
This charming house is situated in Cortona, just 19km from the historic Piazza Grande and 23km from the spa town of Montepulciano Terme, offering a peaceful retreat in a quiet neighbourhood. The property has received excellent ratings for its location, cleanliness and overall experience.
The house spans 70 square metres and features two bedrooms and two bathrooms. Guests can enjoy a fully equipped kitchen, a terrace with city views, a garden, a tennis court, and free Wi-Fi, ensuring a comfortable and enjoyable stay.
Palazzo Simonetti - A Noble Elegance In The Heart Of Cortona - Cortona
Cortona
13/07 – 15/07
A$398/nighttotal: A$796 (2 )

Palazzo Simonetti - A Noble Elegance In The Heart Of Cortona

1 4
apartment, Cortona
This three-level townhouse in Cortona Old Town is situated within 200 meters of Casali Palace and Palazzo Comunale, offering a classic historic dwelling experience.
This family-friendly apartment spans 180 square meters for six guests, featuring air conditioning, three bathrooms, a study, laundry facilities, and a furnished terrace with rooftop views, ideal for exploring nearby golf, hiking, cycling, and Lake Trasimeno.

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.

Destinations nearby

Best Cortona holiday rentals with a sauna

Villa In Cortona With Pool - Cortona
8.9 154 reviews
Cortona
06/10 – 16/10
A$644/nighttotal: A$6440 (10 )

Villa In Cortona With Pool

3 2
house, Cortona
Villa Nigra is situated in Cortona, just 30km from Piazza Grande and 37km from Montepulciano Terme, making it an ideal base for exploring the charming Tuscan countryside. The property has received very good ratings for cleanliness and user experience, with an excellent location rating.
This holiday home offers a private swimming pool, a fitness centre, and air conditioning for a comfortable stay. Guests can enjoy a fully equipped kitchen, an outdoor terrace with barbecue facilities, free Wi-Fi, a peaceful garden, a sauna, a spa, and parking.
Casa San Valentino - Cortona
Cortona
26/08 – 29/08
A$288/nighttotal: A$864 (3 )

Casa San Valentino

1 3
apartment, Cortona
Casa San Valentino is a recently renovated one-bedroom apartment in Cortona, a short walk from the historic centre, offering valley views.
This self-catering flat sleeps four, features a modern kitchen with dishwasher, a relaxing bathroom with infrared sauna and chromotherapy, and includes free Wi-Fi and nearby parking; baby amenities are available on request.
Spacious Villa In Cortona With Private Pool - Cortona
8.6 104 reviews
Cortona
06/10 – 16/10
A$620/nighttotal: A$6200 (10 )

Spacious Villa In Cortona With Private Pool

3 2
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.
Apartment In Cortona With 1 Bedrooms Sleeps 4 - Cortona
Cortona
26/08 – 29/08
A$331/nighttotal: A$993 (3 )

Apartment In Cortona With 1 Bedrooms Sleeps 4

1 3
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.

Best Cortona holiday rentals with a fireplace

Antico Casale By Posarellivillas - Cortona
9.2 47 reviews
Cortona
10/08 – 16/08
A$967/nighttotal: A$5802 (6 )

Antico Casale By Posarellivillas

3 2
house, Cortona
Villa Calcinaio is located in the Tuscan hills, just 2.6 kilometres from the historic centre of Cortona and a short 5-minute drive from Camucia Cortona Train Station, offering a peaceful escape from the bustling town. The property consistently receives excellent ratings for its location, cleanliness, and overall experience.
This three-bedroom villa can accommodate up to six guests, and features a spacious garden with a private pool and sun terrace. Guests can enjoy modern amenities, including a fully equipped kitchen, air conditioning, Wi-Fi, and a luxurious spa bath.
Casanella: Luminosa, Centrale E Panoramica - Cortona
9.9 182 reviews
Cortona
13/07 – 15/07
A$224/nighttotal: A$448 (2 )

Casanella: Luminosa, Centrale E Panoramica

1 2
apartment, Cortona
This apartment is situated in the heart of Cortona, just a short walk from Piazza Garibaldi and the Church of San Domenico, offering stunning views of the surrounding countryside. It has received excellent ratings for location, cleanliness, and overall experience.
The apartment is a comfortable one-bedroom property sleeping up to two guests, with a fully equipped kitchen and a modern bathroom. It also benefits from a range of amenities, including air conditioning, a dishwasher, free parking, and high-speed Wi-Fi, ensuring a relaxing and enjoyable stay.
Appartamento Zefferini - Cortona
10 2 reviews
Cortona
03/08 – 10/08
A$449/nighttotal: A$3143 (7 )

Appartamento Zefferini

3 6
apartment, Cortona
Appartamento Zefferini, a three-bedroom apartment in Cortona, is situated a 31km drive from Piazza Grande and 37km from Montepulciano Terme.
This 130 square metre property offers three bathrooms, a fully equipped kitchen including a dishwasher, free Wi-Fi, air conditioning (at extra cost), and a private balcony; ideal for families or groups of up to six guests.
Il Giardino Degli Ulivi | Casa Ippocastano - Cortona
10 24 reviews
Cortona
14/09 – 24/09
A$273/nighttotal: A$2730 (10 )

Il Giardino Degli Ulivi | Casa Ippocastano

1 4
gîte, Cortona
Il Giardino degli Ulivi, a farmhouse near Cortona (3km), offers six restored apartments with easy access to other Tuscan towns such as Montepulciano (28km), Arezzo (30km), and Siena (65km).
Each apartment, such as L'Ippocastano, sleeps up to six guests and features two bedrooms, two bathrooms, a kitchen with a fridge, freezer, and dishwasher, air conditioning, and private outdoor space; a shared swimming pool and parking are also available.
©2026 cozycozy.com