Holiday Rentals in Cortona

663 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 663 accommodations in Cortona, here are the 4 best family friendly rentals

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.
Agriturismo Casa Paradiso - Cortona
9.2 21 reviews

Agriturismo Casa Paradiso

house, Cortona
Agriturismo Casa Paradiso, near Cortona, offers a peaceful countryside retreat approximately 30km from Piazza Grande and 37km from Montepulciano Terme.
This pet-friendly house boasts a fully equipped kitchen, private parking, a garden, and barbecue facilities, providing bicycle use and easy access to local walking tours.
Appartamento La Stella - Cortona
9.7 7 reviews

Appartamento La Stella

gîte, Cortona
This holiday cottage, 'La Stella', is situated in the medieval village of Pierle, offering panoramic views of the valley and Umbrian mountains, between Cortona and Lake Trasimeno.
This well-equipped, family-friendly accommodation for four guests features two bedrooms, one bathroom, a kitchen with a fridge, freezer, and dishwasher, Wi-Fi, a swimming pool, a garden with barbecue facilities, and a children's playground, with hiking trails nearby.
Casa Coppi - Together In Tuscany - Cortona
No reviews

Casa Coppi - Together In Tuscany

apartment, Cortona
Vacation rental. You will be based in Cortona.
Facilities and services include a fridge, a dish washer and a kitchen. Take advantage of the Free Parking with this accommodation in Cortona!

Best Cortona holiday rentals with a balcony

Nice Apartment In Villa For 6 Guests With Pool, Wifi, Tv And Patio - Cortona
No reviews

Nice Apartment In Villa For 6 Guests With Pool, Wifi, Tv And Patio

house, Cortona
This lakeside villa near Cortona, Tuscany, is located within 5km of Santa Maria delle Grazie church, the Giuseppe Garibaldi memorial, and Piazza della Repubblica.
The 120 square metre property boasts three bedrooms sleeping six, two bathrooms, a fully equipped kitchen with microwave and dishwasher, a private terrace, garden, swimming pool, parking, and free Wi-Fi; enjoy nearby water activities and easy access to Camucia-Cortona station (26 minutes walk).
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.
Casa Delia - Cortona
9.2 12 reviews

Casa Delia

house, Cortona
Casa Delia is a spacious villa located in Cortona, just 29 kilometres from the historic Piazza Grande and 39 kilometres from Montepulciano Terme.
This six-bedroom property boasts a private swimming pool, a fully equipped kitchen, and a large garden with a tennis court, making it ideal for families or groups seeking a relaxing escape in the Tuscan countryside.
Romantic Shelter For 2, Amazing View And Large Equipped Terrace - Cortona
8.8 14 reviews

Romantic Shelter For 2, Amazing View And Large Equipped Terrace

apartment, Cortona
This Cortona Old Town flat is ideally situated near the Giuseppe Garibaldi Memorial and San Domenico Church, with Piazza della Repubblica and the Signorelli Theatre within a 0.4km radius.
The 55 square metre property features one bedroom, one bathroom, sleeps two guests, and boasts a fully equipped kitchen, private balcony, and air conditioning, plus in-building limo service.

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.

Popular destinations

Best Cortona holiday rentals with a sauna

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

45 M² Farmhouse ∙ 1 Bedroom ∙ 2 Guests

farm, Castiglion Fiorentino
Farm for 2 guests with an excellent rating of 94% based on 13 reviews. This accommodation is based in Castiglion Fiorentino.
Services and facilities include a tennis court, event friendly rooms and a kitchen. This accommodation in Castiglion Fiorentino also has a Spa!
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.
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

Villa Il Girasole - Cortona
9.5 2 reviews

Villa Il Girasole

house, Cortona
Villa il Girasole is situated in Cortona, 38.6 kilometres from Piazza Grande and 45 kilometres from Montepulciano Terme.
This villa offers 75 square metres of living space with 2 bedrooms, 2 bathrooms, and accommodation for up to 7 guests, featuring a private swimming pool, air conditioning, and complimentary Wi-Fi.
Appartement Sienilia - Cortona
8.4 7 reviews

Appartement Sienilia

apartment, Tuoro sul Trasimeno
Appartement Sienilia is a two-bedroom apartment in Tuoro sul Trasimeno, located approximately 32-37 kilometres from Perugia's historical centre, including the Perugia Cathedral and Piazza IV Novembre.
This 80-square-metre self-catering flat sleeps seven, boasting two bathrooms, a fully equipped kitchen with dishwasher, air conditioning, a terrace, free parking, and a fireplace.
Podere Casorbica - Cortona
9.1 133 reviews

Podere Casorbica

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.
Monastero San Silvestro - Cortona
9.1 673 reviews

Monastero San Silvestro

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.
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