Holiday Rentals in Cortona

459 available vacation rental offers

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Cortona holiday rentals
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Cortona holiday rentals: compare the best deals

Best family friendly Cortona holiday rentals

Among the 459 accommodations in Cortona, here are the 4 best family friendly rentals

Tina's House - Cortona
10 7 reviews
Cortona
07/13 – 07/15
HK$1328/nighttotal: HK$2656 (2 )

Tina's House

2 4
apartment , Cortona
This Cortona apartment enjoys an exceptional central location, steps from the Giuseppe Garibaldi Memorial and San Domenico Church, and within a 0.6km walk of the Signorelli Theatre and the Etruscan Academy Museum.
The 71 square metre flat offers two bedrooms, one bathroom, sleeps four, and includes a fully equipped kitchen, air conditioning, a spa, free Wi-Fi, and a Smart TV.
Chicca: Centro Storico Di Cortona - Cortona
10 209 reviews
Cortona
07/17 – 07/19
HK$1205/nighttotal: HK$2410 (2 )

Chicca: Centro Storico Di Cortona

1 3
apartment , Cortona
This Cortona apartment, situated in the historic district, offers stunning views of the Palazzo Comunale and Lake Trasimeno.
Sleeping four, the self-catering flat boasts two bathrooms, a fully equipped kitchen with dishwasher, and modern amenities including Wi-Fi, air conditioning, and a washing machine.
Casa Nobile - Cortona
9.8 55 reviews
Cortona
07/17 – 07/19
HK$2075/nighttotal: HK$4150 (2 )

Casa Nobile

2 3
apartment , Cortona
This Cortona apartment is centrally located, within easy walking distance of Piazza della Repubblica and Piazza Signorelli.
The two-bedroom, two-bathroom flat sleeps four, boasting a well-equipped kitchen, Wi-Fi, and a fireplace in the dining room; frescoes add historical interest.
Agriturismo Frantoio Valiani - Cortona
8.8 292 reviews
Cortona
09/14 – 09/24
HK$1754/nighttotal: HK$17540 (10 )

Agriturismo Frantoio Valiani

2 4
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.

Best Cortona holiday rentals with a balcony

Fonte Comelia - Cortona
9.6 57 reviews
Cortona
11/15 – 11/17
HK$1880/nighttotal: HK$3760 (2 )

Fonte Comelia

2 1
house , Cortona
The Fonte Comelia house is situated on the hills outside Cortona, 1.9 kilometres from the town centre, with Lake Trasimeno 12 kilometres away and Arezzo and Montepulciano both 30 kilometres distant. It has received excellent ratings for location, cleanliness and overall user experience.
The property is a 96 square metre, two-bedroom villa that can accommodate up to four guests. It offers a range of amenities, including a terrace with a hot tub, a rustic-style patio with free BBQ facilities, a fireplace, air conditioning, a fully equipped kitchen, two bathrooms, and access to a nearby hotel’s restaurant and swimming pool.
Podere Casorbica - Cortona
9.1 135 reviews
Cortona
09/12 – 10/03
HK$1553/nighttotal: HK$32613 (21 )

Podere Casorbica

4 4
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.
Ruga23 -1 - Cortona
Cortona
08/24 – 08/27
HK$2247/nighttotal: HK$6741 (3 )

Ruga23 -1

2 2
apartment , Cortona
This recently renovated 19th-century apartment, Ruga23 -1, is located in Cortona, 30 kilometres from Piazza Grande and 34 kilometres from Montepulciano Terme.
This 90 square metre residence offers accommodation for up to seven guests with two bedrooms, two bathrooms, air conditioning, and free WiFi, featuring a terrace with city views and a kitchen equipped with a dishwasher and oven.
Rose's Palace - Cortona
9.0 1 review
Cortona
08/24 – 08/27
HK$3020/nighttotal: HK$9060 (3 )

Rose's Palace

4 2
apartment , Cortona
Rose's Palace, a spacious apartment in Cortona, is situated a 31km drive from Piazza Grande and a 37km drive from Montepulciano Terme.
This 240 square metre dwelling boasts four bedrooms, two bathrooms, and can comfortably accommodate up to fifteen guests, featuring a fully equipped kitchen, a terrace, and free Wi-Fi.

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 beauty. You can visit the Etruscan Museum, which houses artefacts from the ancient Etruscan civilisation. For stunning views, head to the Fortezza Medicea, a 16th-century fortress with panoramic views over the Valdichiana. If you're looking for something a little different, the Sanctuary of Santa Margherita is a beautiful church perched on a hilltop, offering breathtaking views of the surrounding countryside.
  • 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?

    The walk around the city walls is a must-do, offering fantastic views of the valley. For a more challenging hike, try the Sentiero del Perugino, a scenic trail that leads to the Sanctuary of Santa Margherita. If you prefer cycling, the Valdichiana is flat and perfect for leisurely rides. The route from Cortona to Castiglion Fiorentino is particularly scenic.
  • 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 or mountain biking in the surrounding hills, or play tennis at one of the local courts. The nearby Lake Trasimeno offers opportunities for swimming, sailing, and windsurfing. If you're feeling adventurous, you can even go paragliding from the nearby Monte Cetona.
  • 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 Arezzo, Siena, and Florence by car or train. The charming medieval town of Montepulciano is just a short drive away, and the picturesque Lake Trasimeno is also easily accessible.
  • 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 kitchen, bathroom, and laundry facilities. Many also have a private garden or terrace, perfect for enjoying the Italian sunshine. Some rentals also offer a swimming pool, especially those located in the countryside.
  • 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?

    Cortona is beautiful all year round, but the best time to visit is during spring or autumn. The weather is pleasant, and the crowds are smaller. Summer can be very hot and crowded, while winter can be chilly and wet.
  • What are the local dishes in Cortone region?

    The local cuisine in Cortona is based on simple, fresh ingredients. You must try the pici, a thick, hand-rolled pasta, often served with a rich tomato sauce. Another local speciality is the cinghiale, wild boar, which is often stewed with red wine and herbs. For dessert, be sure to try the torta di ricotta, a creamy ricotta cheese cake.

Destinations nearby

Best Cortona holiday rentals with a sauna

Apartment In Cortona With 1 Bedrooms Sleeps 4 - Cortona
Cortona
08/24 – 08/27
HK$1797/nighttotal: HK$5391 (3 )

Apartment In Cortona With 1 Bedrooms Sleeps 4

1 2
apartment , Cortona
Casa San Valentino, a self-catering apartment in Cortona's Old Town, is a short walk from the historic centre, offering tranquil valley views.
This 50 square metre dwelling boasts a bedroom, bathroom, fully equipped kitchen with dishwasher, a living area with a double sofa bed sleeping four, an infrared sauna with chromotherapy, and free Wi-Fi; free parking is available nearby.
Villa Avec Vue Sur Le Lac Et Spa - Cortona
Cortona
06/27 – 07/01
HK$2167/nighttotal: HK$8668 (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.
Maya Luxury Home - Together In Tuscany - Cortona
9.9 25 reviews
Cortona
08/24 – 08/27
HK$2526/nighttotal: HK$7578 (3 )

Maya Luxury Home - Together In Tuscany

2 2
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.
"Casa Elisa", Casa Con Piscina Ai Piedi Di Cortona - Cortona
9.9 66 reviews
Cortona
09/14 – 09/24
HK$1956/nighttotal: HK$19560 (10 )

"Casa Elisa", Casa Con Piscina Ai Piedi Di Cortona

1 4
apartment , Cortona
This private villa near Cortona, a 3km drive from the city centre, offers complete privacy and easy access to the Tuscan town's attractions.
The two-bedroom, two-bathroom property sleeps four guests and boasts a private pool, sauna, garden, garage for three cars, two Smart TVs, and both upstairs and downstairs kitchens, ideal for families seeking a relaxing holiday near Cortona.

Best Cortona holiday rentals with a fireplace

Historic Apartment 2 Bedroom 2 Bathroom Near Cortona Tuscany With Pool & Grounds - Cortona
Cortona
09/14 – 09/24
HK$2089/nighttotal: HK$20890 (10 )

Historic Apartment 2 Bedroom 2 Bathroom Near Cortona Tuscany With Pool & Grounds

2 4
apartment , Cortona
This Cortona apartment, a 9-minute walk from the Garibaldi Memorial and a 12-minute walk from Piazza della Repubblica, offers easy access to the town's historical centre.
The 110m² property features two bedrooms, two bathrooms, a private parking space, swimming pool, garden, and a fully equipped kitchen; sleeping up to four guests and including amenities such as Wi-Fi, air conditioning and BBQ facilities.
Apt. Silvana-tenuta Villaaugusto - Cortona
9.9 44 reviews
Cortona
09/12 – 10/03
HK$1992/nighttotal: HK$41832 (21 )

Apt. Silvana-tenuta Villaaugusto

1 4
apartment , Cortona
This Cortona apartment is situated in a hamlet approximately 3-4km from Cortona's historic centre, offering a peaceful escape whilst remaining conveniently close to the town.
Sleeping four guests, this self-catering property boasts two bedrooms (one double, one twin), a bathroom, equipped kitchen, air conditioning, private outdoor space, and shared access to a 14m x 7m swimming pool and extensive grounds.
Podere Ponticelli - Villa Overlooking Cortona - Cortona
10 1 review
Cortona
07/25 – 08/09
HK$6110/nighttotal: HK$91650 (15 )

Podere Ponticelli - Villa Overlooking Cortona

1 8
apartment , Cortona
This recently renovated ancient farmhouse, offering panoramic views of the Apennine Mountains, is situated in the Valdichiana plain at the foot of Cortona, providing convenient access to Pienza, Montepulciano, and Lake Trasimeno, all within a 30-kilometre radius.
This luxurious Tuscan villa accommodates up to 10 guests across five double bedrooms, each with an en-suite bathroom, and features a fully equipped kitchen with a wood-fired oven, two living rooms, a bar area, a grand dining room, a patio, and a garden, with Wi-Fi and parking available.
Villa Augusto - Cortona
9.3 114 reviews
Cortona
11/15 – 11/17
HK$1400/nighttotal: HK$2800 (2 )

Villa Augusto

1 1
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.
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