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

Agriturismo Borgo Tra Gli Olivi - Cortona
9.3 74 reviews

Agriturismo Borgo Tra Gli Olivi

farm, Castiglion Fiorentino
Agriturismo Borgo tra gli Olivi is situated near Castiglion Fiorentino, Tuscany, 23 kilometres from Piazza Grande and 42 kilometres from Montepulciano Terme.
This one-bedroom, one-bathroom farmhouse offers a swimming pool, Jacuzzi, sauna, spa, and free parking, plus bike rentals and a delicious breakfast including local specialities; enjoy wellness options including yoga classes.
L'orangerie - Cortona
9.6 30 reviews

L'orangerie

house, Cortona
L'Orangerie is situated just outside Cortona, a 400-metre walk from the town centre and a 20-minute drive from Lake Trasimeno.
This family-friendly villa features a private outdoor pool and sun terrace, a garden, a fully equipped kitchenette, air conditioning, free Wi-Fi, private parking, and breakfast available upon request.
Villa Serena & Dépendances - Cortona
9.1 46 reviews

Villa Serena & Dépendances

house, Cortona
Dependance 2 pax is situated just a short drive from Cortona's historic centre, offering easy access to attractions like Piazza Grande, San Severo Church, and Montepulciano Terme, while enjoying a peaceful location away from the hustle and bustle. The accommodation has received very good ratings for its cleanliness and user experience, and an excellent rating for its location.
This charming property features a private terrace and balcony, perfect for enjoying stunning views and fresh air. You'll also find a fully equipped kitchen, air conditioning, free private parking, and a garden with a swimming pool and tennis court, making it ideal for a relaxing and enjoyable stay.
Villa Tilde: An Elegant And Welcoming Two-story Villa Situated In A Quiet Location, A Few Minutes From The Town Center, With Free Wi-fi. - Cortona
No reviews

Villa Tilde: An Elegant And Welcoming Two-story Villa Situated In A Quiet Location, A Few Minutes From The Town Center, With Free Wi-fi.

house, Cortona
This 350-square-metre villa near Cortona, Tuscany, is less than 2km from the Diocesan Museum, Cortona Cathedral, Piazza della Repubblica, the Etruscan Academy Museum, and Casali Palace.
The property boasts 10 bedrooms, 12 bathrooms, sleeps 20 guests, and includes a private pool, a terrace, a garden, parking, and free Wi-Fi.

Best Cortona villas and holiday homes with a kitchen

Palazzo Simonetti - Together In Tuscany - Cortona
No reviews

Palazzo Simonetti - Together In Tuscany

house, Cortona
This holiday home in Cortona offers a convenient base, situated within the town's environs for easy access to local attractions while providing a degree of seclusion.
This property accommodates up to 11 guests across 2 bedrooms and 3 bathrooms, featuring a fully equipped kitchen, free Wi-Fi, and a balcony for outdoor relaxation.
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.
Villa Augusto - Cortona
9.4 106 reviews

Villa Augusto

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.
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.

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

Stone House Villa With Spa In Cortona - Cortona
No reviews

Stone House Villa With Spa In Cortona

resort, Cortona
This stone villa offers a unique elevated position overlooking Lake Trasimeno, just a short drive from the historical landmark of Cortona.
This 120 square metre property features three bedrooms, a private garden with a pool and hot tub, air conditioning, WiFi, and is pet-friendly, providing a well-equipped base for exploring the region's wineries and the lake's shores.
The Garden Of Olives | Casa Loggia - Cortona
9.9 15 reviews

The Garden Of Olives | Casa Loggia

farm, Cortona
Agriturismo "Il Giardino degli Ulivi" is a self-catering holiday home located 3km from Cortona, in the Tuscan countryside, offering easy access to the historic centre.
This two-bedroom, two-bathroom apartment, 'La Loggia', sleeps six guests and boasts a private furnished outdoor space, shared access to a 7m x 14m swimming pool, a wood-fired oven, and free Wi-Fi; it also includes a fridge, freezer, and dishwasher.
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.
200 M² House ∙ 6 Bedrooms ∙ 14 Guests - Cortona
9.0 18 reviews

200 M² House ∙ 6 Bedrooms ∙ 14 Guests

house, Cortona
This Tuscan farmhouse, situated 3km from Cortona's historic centre and 10km from Lake Trasimeno, offers easy access to Etruscan sites and nearby towns like Arezzo (30km) and Perugia (45km).
The 200 square metre property comprises two self-catering units, sleeping up to 14 guests, and boasts a private pool, extensive gardens with outdoor games, and on-site amenities including homegrown produce and wine tasting.

Best Cortona villas and holiday homes with jacuzzi

The Tuscan Farmhouse - Cortona
9.6 66 reviews

The Tuscan Farmhouse

house, Cortona
This eight-bedroom farmhouse, sleeping up to 16 guests, is located in Ossaia, a short distance from Cortona, offering a tranquil escape whilst remaining close to this historic Tuscan town.
The property boasts a private pool, jacuzzi, sauna, and fitness centre, alongside a fully equipped kitchen and free Wi-Fi; multiple buildings surround a courtyard creating a spacious layout ideal for large groups.
Agriturismo Frantoio Valiani - Cortona
8.9 266 reviews

Agriturismo Frantoio Valiani

farm, Cortona
Agriturismo Frantoio Valiani is a charming farm stay situated in the peaceful countryside, just 17 miles from the historic Piazza Grande in Cortona and 23 miles from Montepulciano Terme. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
This one-bedroom farmhouse offers a peaceful retreat with a garden and a dedicated picnic area. Guests can enjoy free Wi-Fi, parking, and a continental or Italian breakfast, as well as cycling opportunities in the surrounding countryside.
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.
Fattoria Del Nonno Berto - Cortona
9.8 13 reviews

Fattoria Del Nonno Berto

farm, Cortona
Fattoria del Nonno Berto is a farm stay situated near Cortona, approximately 30 kilometres from Piazza Grande and 39 kilometres from Montepulciano Terme.
This family-friendly farm offers guests a range of amenities including a swimming pool, jacuzzi, spa, restaurant, tennis court, and fitness centre, as well as packed lunches for exploring the Tuscan countryside.
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