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

Cortona Suite - The House With Well And The Frescos Palace - Cortona
9.2 41 reviews
Cortona
07/06 – 07/10
HK$3669/nighttotal: HK$14676 (4 )

Cortona Suite - The House With Well And The Frescos Palace

3 2
apartment , Cortona
This apartment in Cortona offers stunning city views and is just 30 kilometres from Piazza Grande and 37 kilometres from Montepulciano Terme, making it an ideal base for exploring the Tuscan countryside. The property enjoys excellent ratings for location, cleanliness, and overall user experience.
The apartment is well-equipped with a fully fitted kitchen, a comfortable living area, and a private bathroom with modern amenities. Guests can enjoy the on-site tennis court, relax in the garden, or take advantage of the bicycle and car rental services to explore the surrounding area.
Superb Familly Suite With Two Bedrooms ''Orchidea'' # 6 - Cortona
Cortona
09/17 – 10/15
HK$2078/nighttotal: HK$58184 (28 )

Superb Familly Suite With Two Bedrooms ''Orchidea'' # 6

2 3
house , Cortona
This two-bedroom, two-bathroom villa is situated 10km from Cortona's historic centre, offering easy access to Santa Maria delle Grazie, the Cortona Cathedral, and the Signorelli Theatre.
The property boasts a private pool, garden, and terrace, alongside a fully equipped kitchen (including fridge and microwave), free Wi-Fi, and parking; ideal for families seeking a tranquil rural retreat near Cortona.
Il Giardino Degli Ulivi | Casa Acacie - Cortona
9.7 15 reviews
Cortona
10/06 – 10/16
HK$807/nighttotal: HK$8070 (10 )

Il Giardino Degli Ulivi | Casa Acacie

1 2
gîte , Cortona
This one-bedroom gîte, situated in the Tuscan countryside 3 kilometres from Cortona, near Arezzo, is part of the "Il Giardino degli Ulivi" agriturismo.
The self-catering property offers a private outdoor space, a shared swimming pool, a wood-burning oven, a large lounge area, a laundry room, and a shaded parking space, and can accommodate up to three guests.
Tina’s House - Cortona
9.8 48 reviews
Cortona
06/27 – 07/01
HK$1066/nighttotal: HK$4264 (4 )

Tina’s House

1 4
apartment , Cortona
This Cortona apartment is situated in the historic centre, just 0.05km from Via Rugapiana, placing you in the heart of the town's activity and within easy reach of all attractions.
The two-bedroom, one-bathroom flat sleeps four, offering a Tuscan-style kitchen, air conditioning, Wi-Fi, and a smart TV, alongside convenient proximity to shops and restaurants.

Best Cortona holiday rentals with a balcony

L'antico Casale Tuscany Charme & Unique Pool 5-star - Cortona
8.7 11 reviews
Cortona
11/15 – 11/17
HK$3591/nighttotal: HK$7182 (2 )

L'antico Casale Tuscany Charme & Unique Pool 5-star

5 1
house , Cortona
This renovated holiday home is located near Cortona, just 30 kilometres from Piazza Grande and 35 kilometres from Montepulciano Terme, offering stunning lake views. The property is situated in a peaceful area, perfect for a relaxing getaway.
This comfortable house features a private pool with a garden, ideal for enjoying the Tuscan sunshine. The property also boasts a fully equipped kitchen, air conditioning, free Wi-Fi, and free private parking.
Cortona Charme - Cortona
9.7 12 reviews
Cortona
07/06 – 07/10
HK$1835/nighttotal: HK$7340 (4 )

Cortona Charme

2 2
apartment , Cortona
Cortona Charme, a two-bedroom apartment sleeping seven, is situated in Cortona, 30.6 km from Piazza Grande, offering easy access to Tuscan attractions.
This self-catering property boasts two bathrooms, a terrace, free Wi-Fi, a fitness centre, spa, and on-site parking, plus packed lunches are available for excursions.
The House On The Roofs Cortona Apartment Finely Ristr 2 Bedrooms 2 Bathrooms Balcony - Cortona
Cortona
07/06 – 07/10
HK$1585/nighttotal: HK$6340 (4 )

The House On The Roofs Cortona Apartment Finely Ristr 2 Bedrooms 2 Bathrooms Balcony

2 2
apartment , Cortona
This Cortona apartment is centrally located, a short walk from Piazza della Repubblica and the Cortona Cathedral.
The two-bedroom, two-bathroom property sleeps four, offering a fully equipped kitchen, air conditioning, a terrace, garden, and onsite parking; nearby wineries provide opportunities for wine tasting tours.
Appartamento La Piazzetta - Cortona
9.3 30 reviews
Cortona
10/06 – 10/16
HK$1454/nighttotal: HK$14540 (10 )

Appartamento La Piazzetta

3 2
apartment , Cortona
This apartment is located in the heart of Cortona Old Town, just a short walk from Piazza della Repubblica, Palazzo Comunale, and Casali Palace, immersing you in the charm and history of this captivating Tuscan town. The apartment has received excellent ratings for location, cleanliness, and overall user experience.
The apartment offers three bedrooms and three bathrooms, spanning 200 square meters, comfortably accommodating up to seven guests. Guests can enjoy a fully equipped kitchen, a relaxing balcony, free Wi-Fi, and air conditioning, ensuring a comfortable and enjoyable stay.

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

Nice Apartment For 4 People With Wifi, Sauna, A/c - Cortona
10 1 review
Cortona
08/26 – 08/29
HK$1998/nighttotal: HK$5994 (3 )

Nice Apartment For 4 People With Wifi, Sauna, A/c

1 3
apartment , Cortona
This Cortona Old Town apartment is centrally located, 29km from Arezzo and close to the Signorelli Theatre and the Etruscan Academy Museum.
The 50 square metre flat features one bedroom, one bathroom, sleeps four, and includes a well-equipped kitchen, WiFi, air conditioning, and a sauna.
Apartment In Cortona With 1 Bedrooms Sleeps 4 - Cortona
Cortona
08/26 – 08/29
HK$1824/nighttotal: HK$5472 (3 )

Apartment In Cortona With 1 Bedrooms Sleeps 4

1 3
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.
Maya Luxury Home - Together In Tuscany - Cortona
9.9 25 reviews
Cortona
08/10 – 08/16
HK$2248/nighttotal: HK$13488 (6 )

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

Il Giardino Degli Ulivi | Casa Loggia - Cortona
9.8 13 reviews
Cortona
09/17 – 10/15
HK$870/nighttotal: HK$24360 (28 )

Il Giardino Degli Ulivi | Casa Loggia

1 3
gîte , 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.
Beautiful Holiday Home With View Over Cortona In Beautiful Surroundings - Cortona
8.7 298 reviews
Cortona
11/15 – 11/17
HK$1191/nighttotal: HK$2382 (2 )

Beautiful Holiday Home With View Over Cortona In Beautiful Surroundings

1 1
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.
70 M² Apartment ∙ 2 Bedrooms ∙ 6 Guests - Cortona
9.0 2 reviews
Cortona
06/27 – 07/01
HK$1877/nighttotal: HK$7508 (4 )

70 M² Apartment ∙ 2 Bedrooms ∙ 6 Guests

2 4
apartment , Cortona
Monasterio apartment, near Cortona, enjoys stunning mountain views and is a 5km drive from Cortona's historic centre, offering easy access to restaurants, bars, and museums.
This 70 square metre property features two bedrooms, two bathrooms, and can accommodate up to six guests, boasting a private terrace, shared pool (June-September), parking, and Wi-Fi; pet-friendly (fee applies).
San Eusebio - Cortona
9.2 27 reviews
Cortona
09/17 – 10/15
HK$1225/nighttotal: HK$34300 (28 )

San Eusebio

2 3
house , Cortona
This Cortona holiday home, situated in the San Eusebio district, is approximately 84 kilometres from Florence Airport.
The 70-square-metre property sleeps four guests across two bedrooms and two bathrooms, boasting a private pool, garden, terrace, and fully equipped kitchen including a dishwasher and microwave; free parking is also provided.
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