Holiday Rentals in Cortona

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Cortona holiday rentals
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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

Casa Il Giardino - Cortona
10 14 reviews

Casa Il Giardino

house, Castiglion Fiorentino
This ground-floor flat in Castiglion Fiorentino offers excellent connectivity, being just a 2-minute walk from the train station, facilitating car-free exploration of Tuscany.
Accommodating up to four guests, this two-bedroom rental boasts a private garden with a gazebo, a fully equipped kitchen featuring a washing machine and dishwasher, and a bathroom with a bathtub, all complemented by complimentary parking.
Palazzo Simonetti - A Noble Elegance In The Heart Of Cortona - Cortona
No reviews

Palazzo Simonetti - A Noble Elegance In The Heart Of Cortona

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.
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.
Tinas House - Cortona
9.8 51 reviews

Tinas House

apartment, Cortona
This Cortona apartment is situated in the historic centre, just 0.05km from Via Rugapiana, placing you in the heart of the town's activity and within easy reach of all attractions.
The two-bedroom, one-bathroom flat sleeps four, offering a Tuscan-style kitchen, air conditioning, Wi-Fi, and a smart TV, alongside convenient proximity to shops and restaurants.

Best Cortona holiday rentals with a balcony

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.
Spacious Villa In Cortona With Private Pool - Cortona
8.6 141 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.
Borgo Sanguineto - Cortona
9.9 588 reviews

Borgo Sanguineto

apartment, Tuoro sul Trasimeno
This apartment in Borgo Sanguineto is located in Tuoro sul Trasimeno, just 3.2km from the Isola Maggiore and 8km from Passignano sul Trasimeno. It has been rated excellent for location, cleanliness and by users.
The self-catering property offers a terrace, a garden and a swimming pool. You can also enjoy a fully equipped kitchen, air conditioning, free Wi-Fi, and a fitness centre.
Cortona - Il Torchio - Cortona
9.5 4 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.

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

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.
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.
45 M² Farmhouse ∙ 1 Bedroom ∙ 2 Guests - Cortona
9.4 13 reviews

45 M² Farmhouse ∙ 1 Bedroom ∙ 2 Guests

farm, Castiglion Fiorentino
Farm for up to 2 guests with an excellent rating of 94% based on 13 reviews. You will stay in Castiglion Fiorentino.
Facilities and services include a restaurant, free parking and air conditioning. Take a dip in the pool of this accommodation in Castiglion Fiorentino!
Terra Di Cortona - Cortona
9.6 258 reviews

Terra Di Cortona

farm, Cortona
Terra di Cortona farm stay is located near Cortona, Tuscany, approximately 39km from Piazza Grande and 45km from Perugia Cathedral.
This self-catering property boasts a swimming pool, Jacuzzi, sauna, and spa, alongside family-friendly amenities such as an indoor play area and barbecue facilities.

Best Cortona holiday rentals with a fireplace

Fattoria La Gabola - Selene - Cortona
9.6 17 reviews

Fattoria La Gabola - Selene

apartment, Cortona
This Cortona apartment, located within 10km of Val di Chiana, Farneta Abbey, and Cortona Cathedral, offers easy access to key Tuscan attractions.
The self-catering property sleeps up to a small group, featuring two bedrooms, a sofa bed, a fully equipped kitchen with oven and fridge-freezer, air conditioning, Wi-Fi, a terrace, garden, swimming pool, parking, and a fireplace; barbecue facilities are available on-site.
Signorelli House - Cortona
No reviews

Signorelli House

apartment, Cortona
Book this Holiday rental. This accommodation is based in Cortona.
Facilities and services: a dish washer, a kitchen and free parking. This apartment in Cortona also has air conditioning!
Cortona Gabolina E Turata Holiday Home - Cortona
8.8 9 reviews

Cortona Gabolina E Turata Holiday Home

house, Cortona
This charming holiday home is situated in the Gabolina e Turata district of Cortona, just 22 miles from Piazza Grande and 31 miles from Perugia Cathedral, offering a tranquil escape within easy reach of the town's attractions. Guests have consistently praised the property for its excellent location, user experience, and cleanliness, making it a popular choice for travellers seeking a comfortable and convenient stay.
This two-bedroom property features a fully equipped kitchen, a bathroom, and a private garden with a swimming pool. The property offers a range of amenities and activities including a barbecue, a children's playground, free parking, and cycling opportunities in the surrounding countryside.
La Casa Tra Gli Ulivi - Cortona
10 102 reviews

La Casa Tra Gli Ulivi

apartment, Cortona
La Casa Tra Gli Ulivi, a guesthouse in Cortona, is situated 27km from Piazza Grande and offers easy access by car to Montepulciano Terme and Perugia.
This pet-friendly establishment provides self-catering facilities, including a fridge and freezer, a garden, Wi-Fi, parking, and offers yoga and fitness classes, plus packed lunches for day trips.
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