Sweet Cortona is a holiday home located just 31 km from Piazza Grande in Arezzo, a charming medieval town, and 37 km from Terme di Montepulciano, a renowned spa resort. This property has received excellent ratings for location, cleanliness, and overall user experience. The house spans 90 square meters and comfortably accommodates four guests in its three bedrooms and two bathrooms. Guests can enjoy a range of amenities including a private spa bath, a fully equipped kitchen, free Wi-Fi, and parking.
10 1 review
Cortona
03/08 – 10/08
$636/nighttotal: $4452 (7 )
Dimora Vecchio Duomo
1 6
apartment , Cortona
This residence, comprising three apartments, is located just outside Cortona's historic walls, offering panoramic views of the Tuscan countryside and easy access to the ancient town. Accommodating up to 12 guests, this property features 6 bedrooms and 5 bathrooms, with amenities including air conditioning, internet, a kitchen, and parking, making it ideal for large families or groups seeking an authentic Tuscan experience.
Cortona
03/08 – 10/08
$512/nighttotal: $3584 (7 )
Adaesabocortona
3 6
apartment , Cortona
AdaeSaboCortona, a recently renovated three-bedroom apartment in Cortona, is situated approximately 30.6 kilometres from Piazza Grande and 37 kilometres from Montepulciano Terme, offering easy access to Perugia and its train station. This 100 square metre self-catering flat sleeps up to 11 guests and boasts two bathrooms, a fully equipped kitchen with dishwasher, air conditioning, and free Wi-Fi.
10 106 reviews
Cortona
17/09 – 15/10
$141/nighttotal: $3948 (28 )
La Casa Tra Gli Ulivi
1 2
apartment , Cortona
La Casa Tra Gli Ulivi, a guesthouse in Cortona, is situated 27km from Piazza Grande and offers easy access by car to Montepulciano Terme and Perugia. This pet-friendly establishment provides self-catering facilities, including a fridge and freezer, a garden, Wi-Fi, parking, and offers yoga and fitness classes, plus packed lunches for day trips.
9.9 63 reviews
Cortona
18/07 – 28/07
$227/nighttotal: $2270 (10 )
Appartamento Il Sasso
1 3
apartment , Cortona
This Cortona apartment, near Camucia, offers easy access to Arezzo (20km), Lake Trasimeno (20km), Siena (50km), and Perugia (50km), providing a convenient base for exploring Tuscany. Sleeping three comfortably in one bedroom with a double bed and sofa bed, this self-catering flat includes a kitchen with dishwasher, air conditioning, a garden, parking, and excellent guest reviews.
8.9 19 reviews
Cortona
21/06 – 25/06
$279/nighttotal: $1116 (4 )
La Casa Dei Nonni
2 4
house , Cortona
La Casa Dei Nonni is located in Cortona, just 31 km from the Piazza Grande, offering a peaceful escape within easy reach of the town's attractions. The property has received excellent user ratings for its location, cleanliness, and overall experience. This 2-bedroom house provides 95 square metres of space, comfortably accommodating up to 5 guests. It features a shared lounge and kitchen, a tennis court, and free Wi-Fi, making it ideal for families or groups looking for a relaxing and enjoyable stay.
9.2 7 reviews
Cortona
18/06 – 19/06
$395/nightfor 1 night
Il Giardino Di Adele - Together In Tuscany
1 1
apartment , Cortona
Il Giardino di Adele, a Cortona apartment, is conveniently located for exploring Tuscany, being 37km from Montepulciano, 47km from Perugia, and 31km from Piazza Grande. This 60 square metre flat, sleeping up to three guests, boasts a fully equipped kitchen, air conditioning, Wi-Fi, and a private terrace; pets are welcome.
9.2 14 reviews
Cortona
17/09 – 15/10
$138/nighttotal: $3864 (28 )
Sisters’home
1 2
apartment , Cortona
This apartment is located in Cortona Old Town, just 30 kilometres from Piazza Grande and within easy reach of other Tuscan towns like Montepulciano Terme (37 kilometres) and Perugia (48 kilometres). It has received excellent ratings for location, cleanliness, and overall user experience. The apartment has one bedroom, one bathroom, and a total floor area of 50 square metres, suitable for a maximum of two guests. It is equipped with a kitchen, air conditioning, a spa, parking, and free Wi-Fi, and allows pets.
9.5 2 reviews
Cortona
03/08 – 10/08
$502/nighttotal: $3514 (7 )
Dimora Vecchio Duomo - Together In Tuscany
3 6
apartment , Cortona
Dimora Vecchio Duomo is a flat located in Cortona, 29 kilometres from Perugia Train Station and 34 kilometres from Magione Motorspeedway. This accommodation offers air conditioning, a garden, private parking, and free WiFi, with a fully equipped kitchen ideal for self-catering.
9.3 114 reviews
Cortona
18/06 – 19/06
$327/nightfor 1 night
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.
9.8 273 reviews
Cortona
20/06 – 24/06
$160/nighttotal: $640 (4 )
Wonderful Casa Idilio Cortona
1 2
apartment , Cortona
Casa Idilio is a charming apartment situated in the heart of Cortona's historic centre, just a short walk from the main square, Piazza del Comune, and within easy reach of shops, restaurants and bars. It has consistently received excellent ratings from previous guests for its location, cleanliness and overall experience. The apartment comfortably sleeps four guests in two bedrooms and features a private terrace with stunning views. Enjoy the authentic Tuscan experience with its finely restored interior, exposed beams and antique furniture, and explore the surrounding region with ease, with both the train and bus stations just a short 5-kilometre drive away.
9.2 47 reviews
Cortona
21/06 – 25/06
$442/nighttotal: $1768 (4 )
Antico Casale By Posarellivillas
3 4
house , Cortona
Villa Calcinaio is located in the Tuscan hills, just 2.6 kilometres from the historic centre of Cortona and a short 5-minute drive from Camucia Cortona Train Station, offering a peaceful escape from the bustling town. The property consistently receives excellent ratings for its location, cleanliness, and overall experience. This three-bedroom villa can accommodate up to six guests, and features a spacious garden with a private pool and sun terrace. Guests can enjoy modern amenities, including a fully equipped kitchen, air conditioning, Wi-Fi, and a luxurious spa bath.
Best family friendly Cortona vacation rentals
Among the 459 accommodations in Cortona, here are the 4 best family friendly rentals
9.8 13 reviews
Cortona
24/08 – 27/08
$159/nighttotal: $477 (3 )
La Torretta
1 2
apartment , Cortona
This charming one-bedroom apartment is located in the heart of Cortona, just a short walk from the main square and with free parking nearby. It has received excellent ratings for location, cleanliness, and overall experience, making it an ideal choice for travellers seeking a comfortable and convenient stay. The apartment is spacious and comfortably accommodates two guests with a double bedroom, a bathroom, and a dedicated living area. It features modern amenities like air conditioning, Wi-Fi, and a fully equipped kitchen with a microwave oven, ensuring a comfortable and enjoyable stay.
10 1 review
Cortona
24/08 – 27/08
$195/nighttotal: $585 (3 )
35 M² Apartment ∙ 1 Bedroom ∙ 2 Guests
1 2
apartment , Cortona
This first-floor flat is located in Cortona, offering easy access to the historic centre and its ancient streets. This 35 square metre apartment, suitable for two guests, features one bedroom, a well-equipped kitchen with a dishwasher and microwave, air conditioning, and complimentary WiFi.
10 4 reviews
Cortona
24/08 – 27/08
$242/nighttotal: $726 (3 )
Ruga23 | Apartment In The Heart Of Cortona
1 2
apartment , Cortona
This Cortona apartment, situated in the historic centre, is a short walk from Piazza del Mercato and conveniently accessible via the Camucia-Cortona train station by bus (approximately 0.6 km from the bus stop). The one-bedroom flat, sleeping two, offers a fully equipped kitchen (fridge, microwave), air conditioning, laundry facilities (shared), and self check-in; original frescoes add to its character in a renovated 1800s building.
9.3 251 reviews
Cortona
20/06 – 24/06
$210/nighttotal: $840 (4 )
Agriturismo I Pagliai
1 2
farm , Cortona
Agriturismo I Pagliai is a 15th-century estate located in the Tuscan countryside, 3 kilometres from the historic town of Cortona and 10 kilometres from Lake Trasimeno. The farm offers both rooms and apartments, featuring a swimming pool, a garden, and a terrace, perfect for enjoying the Tuscan sunshine.
Best Cortona vacation rentals with a balcony
9.2 41 reviews
Cortona
21/06 – 24/06
$663/nighttotal: $1989 (3 )
Cortona Suite - The House With Well And The Frescos Palace
3 4
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.
10 226 reviews
Cortona
09/07 – 11/07
$293/nighttotal: $586 (2 )
Cortona's Rooftop Nest
3 1
apartment , Cortona
Cortona's Rooftop Nest is a three-bedroom apartment situated in Cortona, approximately 31km from Piazza Grande, 37km from Montepulciano Terme, and 48km from Perugia Train Station. This 100 square metre property offers a spacious layout with a private entrance, balcony, terrace, garden, parking, and amenities including a fully equipped kitchen, Wi-Fi, and air conditioning, sleeping up to six guests.
Cortona
03/08 – 10/08
$501/nighttotal: $3507 (7 )
240 M² Apartment ∙ 4 Bedrooms ∙ 8 Guests
4 6
apartment , Cortona
This Cortona apartment, situated in the historic centre, offers easy access to attractions and is 3km from Camucia's supermarket and 30km from Arezzo. The 240-square-metre property boasts a unique multi-level layout, sleeping eight guests across four double bedrooms, and includes amenities such as Wi-Fi, a fully equipped kitchen, and a balcony with views of the Church of San Francesco.
Cortona
24/08 – 27/08
$402/nighttotal: $1206 (3 )
Apartment ∙ 1 Bedroom ∙ 2 Guests
1 2
apartment , Cortona
This apartment, located on the historic 'piano nobile' first floor of Palazzo Bourbon di Petrella, offers direct views of Via Guelfa in Cortona and features original hand-painted ceilings and ornate furniture. This family-friendly flat for two guests includes one bedroom and one bathroom with a walk-in rain shower, a small fitted kitchen with a fridge, air conditioning, and a balcony, with check-out at 11:00.
Frequently Asked Questions about vacation rentals in Cortona
What are the best Airbnb and vacation rentals in Cortona?
My House With Steam Room, Theater View, Chromtherapy, Relaxing Music, Jacuzzi...
2 3
apartment , Cortona
This apartment is located in the historic centre of Cortona, just a short walk from the Signorelli Theatre, the Museum of the Etruscan Academy, and Piazza della Repubblica, and is situated in a quiet corner of the old town. The property has been highly rated by previous guests. This 70 square metre property can accommodate up to four guests in its two bedrooms. Guests can enjoy a range of amenities including free Wi-Fi, a fully equipped kitchen, a fireplace, a sauna, a spa tub, and a tennis court.
10 1 review
Cortona
24/08 – 27/08
$352/nighttotal: $1056 (3 )
Beautiful Apartment For 4 People With Sauna, A/c, Wifi
1 2
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.
9.6 14 reviews
Cortona
17/09 – 15/10
$401/nighttotal: $11228 (28 )
Casale Margherita
2 2
house , Cortona
Casale Margherita, near Cortona, is situated approximately 30 kilometres from Piazza Grande and 35 kilometres from Montepulciano Terme, offering easy access to major Tuscan landmarks by car. This 100 square metre property sleeps five guests in two bedrooms and two bathrooms, boasting a private pool, free Wi-Fi, a terrace with garden views, barbecue facilities, and a fully equipped kitchen including a dishwasher and microwave.
Cortona
24/08 – 27/08
$321/nighttotal: $963 (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.
Best Cortona vacation rentals with a fireplace
9.1 22 reviews
Cortona
18/07 – 28/07
$294/nighttotal: $2940 (10 )
Casa Nobile - Together In Tuscany
2 3
apartment , Cortona
Casa Nobile, near Cortona, is situated approximately 30 kilometres from Piazza Grande, offering easy access to other Tuscan towns such as Montepulciano and Perugia. This 110-square-metre apartment features two bedrooms, two bathrooms, a fully equipped kitchen with dishwasher, and free Wi-Fi; it comfortably accommodates families or small groups and includes on-site parking and a tennis court.
Cortona
17/09 – 15/10
$883/nighttotal: $24724 (28 )
Casa Pippin 8, Emma Villas
4 2
house , Cortona
Casa Pippin, a 200 square metre farmhouse, is situated in the Tuscan countryside a few kilometres from Cortona, offering easy access to explore both Tuscany and Umbria. This five-bedroom, three-bathroom property sleeps eight guests and boasts a private infinity pool, 2400 square metre garden with barbecue, and stunning panoramic views; utilities, linen and cleaning are included in the rental price, along with Zer0Dep accidental damage cover.
9.6 4 reviews
Cortona
12/09 – 03/10
$394/nighttotal: $8274 (21 )
Agriturismo Villa Augusto
1 4
gîte , Cortona
Villa Augusto, in Cortona's tourist district, offers easy access to the town's attractions, its precise location within the historic centre unspecified. This family-friendly hotel boasts an outdoor pool, tennis courts, billiards, a tranquil garden, BBQ facilities, and room service, ensuring a comfortable stay.
9.4 105 reviews
Cortona
09/07 – 11/07
$214/nighttotal: $428 (2 )
Una Pausa Tè Per L'anima - Casa Vacanza
1 1
apartment , Cortona
This apartment is located in Cortona, just 30.6 km from Piazza Grande, offering scenic mountain views from its balcony and terrace. It has received excellent ratings for location, cleanliness and overall user experience. The apartment has two bedrooms and one bathroom, accommodating up to four guests. It features a fireplace, a fully equipped kitchen with a fridge, a terrace and balcony, and free Wi-Fi access.