Holiday Rentals in Cortona

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

San Eusebio - Cortona
9.2 27 reviews
Cortona
17/09 – 15/10
SG$201/nighttotal: SG$5628 (28 )

San Eusebio

2 3
house , Cortona
This Cortona holiday home, situated in the San Eusebio district, is approximately 84 kilometres from Florence Airport.
The 70-square-metre property sleeps four guests across two bedrooms and two bathrooms, boasting a private pool, garden, terrace, and fully equipped kitchen including a dishwasher and microwave; free parking is also provided.
Casa Quintani - Cortona
9.5 143 reviews
Cortona
06/10 – 16/10
SG$134/nighttotal: SG$1340 (10 )

Casa Quintani

1 2
apartment , Cortona
Casa Quintani is a self-catering flat situated in Cortona's historic centre, just a 2-minute walk from Signorelli Square and a 400-metre walk from the nearest bus stop. The property has received excellent ratings for location, cleanliness, and overall user experience.
The one-bedroom flat offers a comfortable bathroom with a shower, bidet, and hairdryer. Guests can enjoy modern amenities such as a flat-screen TV, CD player, and a fully equipped kitchen with a fridge, freezer, and microwave oven. Wi-Fi is available throughout the property, and parking is also provided.
"Casa  Cortona" - Cortona
9.6 162 reviews
Cortona
27/06 – 01/07
SG$211/nighttotal: SG$844 (4 )

"Casa Cortona"

1 4
apartment , Cortona
This Cortona apartment, situated in a historic building near the Piazza Signorelli, offers stunning Val di Chiana views.
The two-bedroom, one-bathroom flat sleeps four, features a fully equipped kitchen with dishwasher and microwave, and includes parking; optional breakfast service is available on a nearby terrace.
Casa Colonia - Together In Tuscany - Cortona
9.5 80 reviews
Cortona
10/08 – 16/08
SG$176/nighttotal: SG$1056 (6 )

Casa Colonia - Together In Tuscany

1 2
apartment , Cortona
This Cortona apartment is conveniently located just 30 kilometres from the Piazza Grande, the main square of the historic town centre, and offers easy access to nearby attractions. The property has consistently received excellent ratings for its cleanliness, location and overall guest experience.
The apartment spans 75 square metres and comfortably accommodates two guests in a single bedroom and bathroom. Guests can enjoy amenities such as air conditioning, free Wi-Fi, a fully equipped kitchen with a dishwasher, and a tennis court.

Best Cortona holiday rentals with a balcony

Podere Casorbica - Cortona
9.1 135 reviews
Cortona
06/10 – 16/10
SG$257/nighttotal: SG$2570 (10 )

Podere Casorbica

4 2
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 Primula By Posarellivillas - Cortona
9.5 55 reviews
Cortona
17/09 – 15/10
SG$427/nighttotal: SG$11956 (28 )

Villa Primula By Posarellivillas

5 3
house , Cortona
Villa Primula is located in the village of Camucia, just 3.5 kilometres from the medieval town of Cortona and a 15-minute drive from Lake Trasimeno, offering a peaceful escape from the hustle and bustle. This property has received excellent user ratings for its location and cleanliness, as well as a very good rating overall.
This five-bedroom villa, spread across 200 square metres, offers ample space for families or groups of friends. The property is equipped with modern amenities such as Wi-Fi, a washing machine, and a swimming pool, as well as a charming garden and terrace, perfect for enjoying the Tuscan sunshine.
Cornici Di Verde - Cortona - Cortona
10 3 reviews
Cortona
17/09 – 15/10
SG$225/nighttotal: SG$6300 (28 )

Cornici Di Verde - Cortona

2 3
house , Cortona
Cornici di Verde is a holiday home located in Cortona, 30 kilometres from Bagno Vignoni and 31 kilometres from Piazza Grande.
This 130 square metre holiday home offers one bedroom, two bathrooms, and can accommodate up to seven guests, featuring air conditioning, a dishwasher, and an outdoor dining area.
Casa Cortona - 2 Bedroom Apartment - Cortona
Cortona
14/09 – 24/09
SG$301/nighttotal: SG$3010 (10 )

Casa Cortona - 2 Bedroom Apartment

2 4
apartment , Cortona
Casa Cortona, a two-bedroom apartment sleeping up to 10 guests, is situated outside Cortona town centre, approximately 34km from Piazza Grande and 50km from Perugia Cathedral.
This 108 square metre property boasts a private pool, terrace with scenic views, fully equipped kitchen, two bathrooms, free Wi-Fi, parking, and access to a garden and nearby hiking trails.

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.

Destinations nearby

Best Cortona holiday rentals with a sauna

Apartment In Cortona With 1 Bedrooms Sleeps 4 - Cortona
Cortona
26/08 – 29/08
SG$299/nighttotal: SG$897 (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.
Casale Margherita - Cortona
9.6 14 reviews
Cortona
15/11 – 17/11
SG$408/nighttotal: SG$816 (2 )

Casale Margherita

2 1
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.
Beautiful Apartment For 4 People With Sauna, A/c, Wifi - Cortona
10 1 review
Cortona
26/08 – 29/08
SG$328/nighttotal: SG$984 (3 )

Beautiful Apartment For 4 People With Sauna, A/c, Wifi

1 3
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.
Casa San Valentino - Cortona
Cortona
26/08 – 29/08
SG$260/nighttotal: SG$780 (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.

Best Cortona holiday rentals with a fireplace

Una Pausa Tè Per L'anima - Casa Vacanza - Cortona
9.4 104 reviews
Cortona
06/07 – 10/07
SG$186/nighttotal: SG$744 (4 )

Una Pausa Tè Per L'anima - Casa Vacanza

2 2
apartment , Cortona
This apartment is located in Cortona, just 30.6 km from Piazza Grande, offering scenic mountain views from its balcony and terrace. It has received excellent ratings for location, cleanliness and overall user experience.
The apartment has two bedrooms and one bathroom, accommodating up to four guests. It features a fireplace, a fully equipped kitchen with a fridge, a terrace and balcony, and free Wi-Fi access.
Agriturismo Il Torrino - Cortona
9.4 7 reviews
Cortona
14/09 – 24/09
SG$280/nighttotal: SG$2800 (10 )

Agriturismo Il Torrino

1 4
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.
Cortona Charme - Cortona
9.7 12 reviews
Cortona
06/07 – 10/07
SG$301/nighttotal: SG$1204 (4 )

Cortona Charme

2 2
apartment , Cortona
Cortona Charme, a two-bedroom apartment sleeping seven, is situated in Cortona, 30.6 km from Piazza Grande, offering easy access to Tuscan attractions.
This self-catering property boasts two bathrooms, a terrace, free Wi-Fi, a fitness centre, spa, and on-site parking, plus packed lunches are available for excursions.
Holiday Apartment "Monastero" With Mountain View, Shared Pool & Wi-fi - Cortona
9.0 2 reviews
Cortona
27/06 – 01/07
SG$320/nighttotal: SG$1280 (4 )

Holiday Apartment "Monastero" With Mountain View, Shared Pool & Wi-fi

2 4
apartment , Cortona
This three-bedroom Cortona apartment, sleeping six, is situated within 5km of Belvedere, the San Domenico Church, Santa Maria delle Grazie, Piazza della Repubblica, and Villa Bramasole.
The 70 square metre property boasts two bathrooms, a fully equipped kitchen including a fridge and dishwasher, a terrace, garden, swimming pool, parking, Wi-Fi, and air conditioning.
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