Villas in Cortona

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Cortona villas
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97 Villas in Cortona

Best villas and farmhouses in Cortona with a pool

Among the 97 villas in Cortona, here are the 4 best villas with a pool

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.
Margherita Holiday Home - Cortona
9.4 65 reviews

Margherita Holiday Home

farm, Cortona
The Margherita Holiday Home is a farm stay located 5 km from Cortona, close to the Camucia Cortona Train Station, offering easy access to the town centre and other Tuscan destinations.
The property features a swimming pool, jacuzzi, tennis court and garden, ideal for a relaxing countryside escape with family or friends.
Appartamento La Stella - Cortona
9.9 16 reviews

Appartamento La Stella

farm, Cortona
This Umbrian farmhouse, situated 47km from Piazza Grande in Cortona and 48km from Perugia Train Station, offers stunning mountain views and easy access to both cities.
The property features a private pool, a well-equipped kitchen including a fridge and dishwasher, free Wi-Fi, private parking, and a terrace with panoramic vistas; it is family-friendly and welcomes pets.
Villa Avec Piscine Privée Dans La Campagne Toscane - Cortona
10 20 reviews

Villa Avec Piscine Privée Dans La Campagne Toscane

house, Castiglion Fiorentino
This Tuscan countryside villa, located near Castiglion Fiorentino, offers convenient access to notable towns such as Cortona (approximately 16-24 kilometres away) and Siena (approximately 72-96 kilometres away).
This accommodation comprises a suite with a jacuzzi and a two-bedroom apartment, accommodating up to seven guests with air conditioning, a kitchen, a swimming pool, and parking provided.

Best Cortona villas and holiday homes with a kitchen

Agriturismo Il Borgo - Cortona
8.8 329 reviews

Agriturismo Il Borgo

farm, 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.
Casa Vacanza Da Silvia - Cortona
9.6 68 reviews

Casa Vacanza Da Silvia

house, Cortona
This two-bedroom apartment in Camucia, a short walk from the Camucia train station, offers easy access to Cortona (approximately 5km away) and other Tuscan towns such as Arezzo, Perugia and Florence.
The property sleeps four, features a freezer, parking and is excellently rated for cleanliness, location and overall experience, making it an ideal base for exploring Tuscany's major attractions.
Stunning Country Villa Near Cortona 7br/7ba W Pool - Cortona
10 74 reviews

Stunning Country Villa Near Cortona 7br/7ba W Pool

house, Cortona
This Tuscan farmhouse villa, ideal for large groups, is situated in the countryside between Cortona and Umbria, offering seclusion whilst remaining conveniently located for exploring both regions, though precise distances to specific Cortona landmarks are unavailable.
The eight-bathroom, seven-bedroom property boasts multiple kitchens and living rooms, a ten-acre private garden with a swimming pool, croquet, badminton, trampoline, swings, a climbing frame, bicycles, and access to organic produce from the owner's garden.
Casina Paradiso - Cortona
9.6 13 reviews

Casina Paradiso

house, Cortona
This Cortona villa, situated within 5km of the Diocesan Museum, Cortona Cathedral, Palazzo Comunale, Piazza della Repubblica, and the Etruscan Academy Museum, offers convenient access to the town's historical heart.
The 50 square metre property sleeps three guests in one bedroom and one bathroom, boasting a private garden, swimming pool, terrace, free Wi-Fi, and a fully equipped kitchen including a dishwasher.

Frequently asked questions about villa rentals in Cortona

  • What are the must-see attractions in and around Cortone?

    Cortona is packed with history and culture, so you won't be short of things to see. You've got to visit the Etruscan Museum, which is housed in the Palazzo Casali, and the stunning 13th century church of Santa Margherita. For views, head up to the Fortezza Medicea, the old fortress, or the Sanctuary of Santa Maria delle Grazie. If you're looking for something a bit different, there's the Museo Diocesano, which showcases religious art and artefacts. And just a short drive away, you can explore the charming town of Castiglion Fiorentino.
  • What are the best villas in Cortona?

  • What types of wildlife can travelers expect to see in the area of Cortone?

    Cortona is surrounded by stunning countryside, and you're likely to see plenty of wildlife. Keep an eye out for red squirrels in the trees, and you might even spot a fox or a badger. The area is also home to a variety of birdlife, including buzzards and owls. If you're lucky, you might see a wild boar or a deer in the nearby forests.
  • What are the best villas with a pool in Cortona?

  • What is the best time to visit Cortone?

    Spring and autumn are the most pleasant times to visit Cortona, with mild temperatures and fewer crowds. The weather is perfect for exploring the town and the surrounding countryside. If you're a fan of festivals, then you might want to visit in June for the Cortona Antiquariato, an antique fair, or in July for the Cortona Jazz Festival.
  • What are the best villas with a jacuzzi in Cortona?

  • When is it easiest to book a villa rental in Cortone?

    The shoulder seasons, April-May and September-October, are generally the best times to book a villa rental in Cortona. You'll find good deals and less competition for the most popular properties. But, if you're looking for a villa during the peak season, it's best to book as early as possible, especially if you're travelling with a large group.
  • What are the best villas for families and kids in Cortona?

  • What are the top hiking trails near Cortone?

    There are some fantastic hiking trails around Cortona, offering breathtaking views of the Tuscan countryside. One of the most popular is the Sentiero del Trasimeno, which leads to the shores of Lake Trasimeno. For a more challenging hike, try the Sentiero del Colle del Forca, which takes you to the top of a hill with panoramic views of Cortona and the surrounding area.
  • What are the best pet friendly villas in Cortona?

  • What are the advantages of renting a house or a villa in Cortone

    Renting a villa in Cortona gives you the freedom to create your own itinerary and enjoy a more relaxed pace of life. You'll have your own space to cook, eat, and relax, and you won't be bound by hotel schedules or meal times. Many villas are located in quiet, secluded locations, offering stunning views and a peaceful atmosphere.
  • What are the best villas with parking in Cortona?

  • Are there popular destinations near Cortone?

    Cortona is ideally located for exploring Tuscany. Just a short drive away, you can visit the charming town of Montepulciano, known for its Vino Nobile wine, or the historic city of Siena, famous for its Piazza del Campo. Lake Trasimeno, the largest lake in Italy, is also within easy reach, offering opportunities for swimming, boating, and watersports.

Popular destinations

Best Cortona villas and holiday homes with a fireplace

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.
Villa Augusto - Cortona
10 2 reviews

Villa Augusto

house, Cortona
House rental with an excellent rating of 100% based on 2 reviews. This accommodation is located in Cortona.
Facilities and services include a fridge, a terrace and an iron.
55 M² House ∙ 2 Bedrooms ∙ 4 Guests - Cortona
8.3 14 reviews

55 M² House ∙ 2 Bedrooms ∙ 4 Guests

house, Cortona
This Cortona holiday cottage boasts a peaceful hilltop location in a borgo overlooking the Chiana Valley, offering easy driving access to Arezzo, Perugia, Siena, and Lake Trasimeno.
The 55-square-metre property comprises two bedrooms, one bathroom, and sleeps four, featuring a kitchen with a fridge, a swimming pool, terrace, parking, and BBQ facilities; a washing machine is available for a fee, and cots and cooking services are offered on request.
Villa Primula By Posarellivillas - Cortona
9.5 60 reviews

Villa Primula By Posarellivillas

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.

Best Cortona villas and holiday homes with jacuzzi

Badia Roccavo - Cortona
10 1 review

Badia Roccavo

house, Cortona
This detached house in Badia Roccavò, Cortona, is located 35 kilometres from Piazza Grande and 45 kilometres from Bagno Vignoni.
The property offers accommodation for 14 guests across four bedrooms and three bathrooms, featuring a kitchen, swimming pool, jacuzzi, terrace, balcony, and private parking, with Wi-Fi included.
Relais Tosca - Cortona
10 2 reviews

Relais Tosca

house, Cortona
Relais Tosca is located in Cortona, 30.5 kilometres from Piazza Grande, with Perugia San Francesco d'Assisi Airport 67.5 kilometres away.
This 80 square metre villa offers accommodation for up to seven guests, featuring one bedroom, one bathroom, air conditioning, Wi-Fi, a private swimming pool, a jacuzzi, and private parking.
90 M² House ∙ 2 Bedrooms ∙ 4 Guests - Cortona
No reviews

90 M² House ∙ 2 Bedrooms ∙ 4 Guests

house, Castiglion Fiorentino
This Tuscan countryside property, near Castiglion Fiorentino, is conveniently located within a short driving distance (approximately 20-30 km) of Arezzo and Lake Trasimeno.
The 90-square-metre house sleeps four, offering two bedrooms, one bathroom, a fully equipped kitchen (including fridge and microwave), a swimming pool, jacuzzi, terrace, garden, parking, and internet access; guests can enjoy hiking and mountain biking directly from the property.
Villa With Jakuzzi Adults Only - Cortona
No reviews

Villa With Jakuzzi Adults Only

house, Cortona
This spacious villa, sleeping eight, is situated within 10km of Cortona's historic centre, conveniently close to the Cortona Cathedral, Santa Maria delle Grazie church, Signorelli Theatre, Piazza della Repubblica, and the Etruscan Academy Museum.
The four-bedroom property boasts two bathrooms, a fully equipped kitchen including a fridge and microwave, a jacuzzi, a terrace, garden, parking, and free Wi-Fi; perfect for families or groups seeking a relaxing self-catering holiday near Cortona.
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