Holiday Rentals in Cortona

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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

Il Moro Novo, Tuscan Farmhouse Semi Detached - Cortona
9.1 9 reviews
Cortona
17/09 – 15/10
SG$124/nighttotal: SG$3472 (28 )

Il Moro Novo, Tuscan Farmhouse Semi Detached

1 3
gîte , Cortona
This renovated 1500s country house gîte, offering an exclusive 65 sqm apartment, is located on the edge of a small country village just a few kilometres from Cortona, providing convenient access to major routes for exploring central Italian cities and Tuscan/Umbrian villages. Guests can enjoy exclusive use of a 500 sqm private garden with a small swimming pool and relaxation area, plus air conditioning, internet, and complimentary bicycles for exploring the tranquil Tuscan countryside.
Il Giardino Degli Ulivi | Casa Cipresso - Cortona
9.0 6 reviews
Cortona
27/06 – 01/07
SG$220/nighttotal: SG$880 (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.
Isabella Apartment - Cortona
Cortona
17/07 – 19/07
SG$492/nighttotal: SG$984 (2 )

Isabella Apartment

2 3
apartment , Cortona
This Cortona apartment, a 5-minute walk from Piazza della Repubblica and the Etruscan Academy Museum, offers central accommodation ideal for exploring the town's historical heart.
The 180-square-metre property features two bedrooms, two bathrooms, and a fully equipped kitchen, comfortably sleeping four guests and including amenities such as air conditioning, Wi-Fi, and a spa; nearby activities include ecotours and horse riding.
118 M² Apartment ∙ 2 Bedrooms ∙ 5 Guests - Cortona
Cortona
24/08 – 27/08
SG$287/nighttotal: SG$861 (3 )

118 M² Apartment ∙ 2 Bedrooms ∙ 5 Guests

2 2
apartment , Cortona
This centrally located flat in Cortona offers immediate access to shops, restaurants, and major attractions, with Lake Trasimeno visible from its relaxation area.
This 118 square metre residence accommodates up to five guests, featuring two bedrooms, two bathrooms, a fully equipped kitchen, and air conditioning, with parking available.

Best Cortona holiday rentals with a balcony

Bellavista - Cortona
9.6 74 reviews
Cortona
15/11 – 17/11
SG$152/nighttotal: SG$304 (2 )

Bellavista

1 1
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.
Beautiful Holiday Home With View Over Cortona In Beautiful Surroundings - Cortona
8.7 298 reviews
Cortona
17/09 – 15/10
SG$256/nighttotal: SG$7168 (28 )

Beautiful Holiday Home With View Over Cortona In Beautiful Surroundings

2 3
chalet , Cortona
This charming chalet is located in the tranquil countryside just outside Cortona, a short drive from the historic Piazza Grande and the thermal baths of Montepulciano Terme. It has received excellent ratings for its cleanliness, location, and overall experience, making it a popular choice for travellers seeking a peaceful retreat.
The property features spacious terraces, a private swimming pool, and a well-equipped kitchen. Guests can enjoy stunning views of the surrounding countryside, relax in the spa, or dine at the on-site restaurant.
Cornici Di Verde - Cortona - Cortona
10 3 reviews
Cortona
12/09 – 03/10
SG$295/nighttotal: SG$6195 (21 )

Cornici Di Verde - Cortona

2 4
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.
Villa Augusto - Cortona
9.3 114 reviews
Cortona
12/09 – 03/10
SG$362/nighttotal: SG$7602 (21 )

Villa Augusto

2 4
house , Cortona
Villa Augusto is located in Cortona, offering garden views and is just 20 miles from Piazza Grande. The property has received excellent ratings for its cleanliness, location and user experience.
The villa provides comfortable living spaces with seating areas and dining areas. Guests can enjoy amenities like a private swimming pool, a fully equipped kitchen, a tennis court, and free Wi-Fi and parking.

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

50 M² Apartment ∙ 1 Bedroom ∙ 4 Guests - Cortona
Cortona
24/08 – 27/08
SG$301/nighttotal: SG$903 (3 )

50 M² Apartment ∙ 1 Bedroom ∙ 4 Guests

1 2
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.
Casale Margherita - Cortona
9.6 14 reviews
Cortona
27/06 – 01/07
SG$486/nighttotal: SG$1944 (4 )

Casale Margherita

2 4
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.
Villa Avec Vue Sur Le Lac Et Spa - Cortona
Cortona
27/06 – 01/07
SG$355/nighttotal: SG$1420 (4 )

Villa Avec Vue Sur Le Lac Et Spa

1 4
house , Cortona
This stone villa offers elevated views of Lake Trasimeno, situated just a few kilometres by car from the historic town of Cortona.
This property accommodates up to six guests across three bedrooms and two bathrooms, featuring a private garden, swimming pool, hot tub, sauna, and fitness facilities.
Villa In Cortona With Pool - Cortona
8.9 154 reviews
Cortona
27/06 – 01/07
SG$629/nighttotal: SG$2516 (4 )

Villa In Cortona With Pool

3 4
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.

Best Cortona holiday rentals with a fireplace

La Casa Di Alba - Cortona
8.9 10 reviews
Cortona
12/09 – 03/10
SG$176/nighttotal: SG$3696 (21 )

La Casa Di Alba

2 4
apartment , Cortona
La Casa di Alba, a family-friendly apartment in Cortona, is located 29 kilometres from Piazza Grande and 49 kilometres from Perugia Cathedral, with Perugia San Francesco d'Assisi Airport 56 kilometres away.
This 80 square metre dwelling accommodates up to seven guests with two bedrooms, one bathroom, air conditioning, a well-equipped kitchen including an oven and fridge, a fireplace, a terrace with mountain views, a balcony with garden views, garden access, and complimentary private parking and WiFi.
2 Bedroom Amazing Apartment In Cortona - Cortona
Cortona
14/09 – 24/09
SG$145/nighttotal: SG$1450 (10 )

2 Bedroom Amazing Apartment In Cortona

2 4
apartment , Cortona
This two-bedroom Cortona apartment, situated 34km from Piazza Grande and offering free private parking, provides convenient access to the Tuscan countryside.
The 70 square metre self-catering property features a fully equipped kitchen with a fridge and stovetop, a fireplace, Wi-Fi, and a TV; sleeping up to four guests.
130 M² Apartment ∙ 3 Bedrooms ∙ 6 Guests - Cortona
Cortona
06/07 – 10/07
SG$420/nighttotal: SG$1680 (4 )

130 M² Apartment ∙ 3 Bedrooms ∙ 6 Guests

3 2
apartment , Cortona
This Cortona apartment's precise location within the town is unspecified, however, the description implies convenient access to Cortona's attractions and amenities.
This 130-square-metre dwelling offers three bedrooms sleeping six guests, boasting a fully equipped kitchen with dishwasher, air conditioning, Wi-Fi, and a private terrace; making it ideal for families or groups seeking self-catering accommodation in Tuscany.
The House With Steam Room, Jacuzzi And Theater View - Cortona
10 81 reviews
Cortona
27/06 – 01/07
SG$267/nighttotal: SG$1068 (4 )

The House With Steam Room, Jacuzzi And Theater View

2 4
apartment , Cortona
This apartment is located in the heart of Cortona's theatre square, a lively area just 30 kilometres from Piazza Grande and 37 kilometres from Montepulciano Terme. It has received excellent ratings for location, cleanliness, and overall user experience.
The apartment is a spacious two-bedroom property, spanning 70 square metres and accommodating up to four guests. It offers a range of modern amenities, including a fully equipped kitchen, air conditioning, a Jacuzzi, a spa, and free Wi-Fi, ensuring a comfortable and enjoyable stay.
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