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Find the right holiday rental for you in Cortona

The best holiday rentals in Cortona

Check out our pick of great holiday rentals in Cortona

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Casa Dreosti, hotel in Cortona

Set within 32 km of Piazza Grande and 38 km of Terme di Montepulciano, Casa Dreosti offers rooms with air conditioning and a private bathroom in Cortona.

Jerone was the perfect host, a fabulous welcome by him and his two dogs. The property is in the perfect location in Cortona for exploring. The bedroom was perfect with much welcome air conditioning as hot. We shall be back for sure this is a little gem in Italy.
Scored 9.4
9.4
Rated superb
Superb
214 reviews
Price from
£90.30
1 night, 2 adults
Agriturismo San Francesco, hotel in Cortona

Set within 29 km of Piazza Grande and 32 km of Terme di Montepulciano, Agriturismo San Francesco offers rooms with air conditioning and a private bathroom in Cortona.

It was great - and if the weather would have been better it would have been fabulous!! The rain was biblical!!!😂
Scored 9.5
9.5
Rated exceptional
Exceptional
375 reviews
Price from
£80.31
1 night, 2 adults
La Corte Di Ambra, hotel in Cortona

La Corte Di Ambra is located in Cortona's historical centre. Free Wi-Fi access is available in all areas.

This place was great, the room was very pretty and clean, the hotel location and the staff service amazing
Scored 9.2
9.2
Rated superb
Superb
126 reviews
Price from
£190.58
1 night, 2 adults
La finestra sulla Toscana, hotel in Cortona

Offering city views, La finestra sulla Toscana is an accommodation located in Cortona, 37 km from Terme di Montepulciano and 47 km from Perugia Train Station.

Gorgeous, spacious apartment with amazing views.
Scored 9.4
9.4
Rated superb
Superb
100 reviews
Price from
£128.07
1 night, 2 adults
Le Residenze Ristori, hotel in Cortona

Set in a 17th-century building, Le Residenze Ristori offers self-catering apartments and rooms with free WiFi in the historic centre of Cortona.

Central location
Scored 9.0
9.0
Rated superb
Superb
853 reviews
Price from
£62.42
1 night, 2 adults
Casa del Loggiato, hotel in Cortona

Set in Cortona, 32 km from Piazza Grande and 38 km from Terme di Montepulciano, Casa del Loggiato offers accommodation with free WiFi in a historic building.

Beautiful apartment giving us a real 'Tuscan' feel. Wish we could stay longer to enjoy the apartment. Location is perfect!
Scored 9.4
9.4
Rated superb
Superb
143 reviews
Price from
£69.08
1 night, 2 adults
La Renaia, hotel in Cortona

Featuring a fitness centre and views of mountain, La Renaia is a farm stay situated in a historic building in Cortona, 33 km from Piazza Grande.

Beautiful property and owner
Scored 9.5
9.5
Rated exceptional
Exceptional
203 reviews
Price from
£72.82
1 night, 2 adults
Ginevra Suite, hotel in Cortona

Situated in Cortona, 30 km from Piazza Grande and 37 km from Terme di Montepulciano, Ginevra Suite features air-conditioned accommodation with a balcony and free WiFi.

The host was incredibly quick to assist and answer any questions. The apartment was very clean, tastefully decorated and centrally situated with good WiFi.
Scored 9.4
9.4
Rated superb
Superb
120 reviews
Price from
£121.84
1 night, 2 adults
SIGNORELLI HOUSE, hotel in Cortona

Offering city views, SIGNORELLI HOUSE is an accommodation located in Cortona, 37 km from Terme di Montepulciano and 48 km from Perugia Train Station.

We loved our stay at SIGNORELLI House! We were met by the owner who went over everything and provided answers to all our questions. The location was superb and so fun to be right in the heart of Cortona. It was very spacious and the beds were very comfortable. Great restaurants and bars were steps away and lots to explore in the area. It is perfect for couples traveling together or families. We hope to be back!
Scored 10
10
Rated exceptional
Exceptional
9 reviews
Price from
£634.17
1 night, 2 adults
La finestra sul Teatro, hotel in Cortona

Located in Cortona, 37 km from Terme di Montepulciano and 48 km from Perugia Train Station, La finestra sul Teatro offers air conditioning.

Great location, clean and comfortable
Scored 9.5
9.5
Rated exceptional
Exceptional
77 reviews
Price from
£160.62
1 night, 2 adults
All holiday rentals in Cortona

Most booked holiday rentals in Cortona this month

Enjoy breakfast in Cortona!

  • Casa Dreosti
    Breakfast options
    Scored 9.4
    9.4
    Rated superb
    Superb
     · 214 reviews

    Set within 32 km of Piazza Grande and 38 km of Terme di Montepulciano, Casa Dreosti offers rooms with air conditioning and a private bathroom in Cortona.

    Localização excelente, hospitalidade excepcional e limpeza.

  • La Corte Di Ambra
    Breakfast options
    Scored 9.2
    9.2
    Rated superb
    Superb
     · 126 reviews

    La Corte Di Ambra is located in Cortona's historical centre. Free Wi-Fi access is available in all areas.

    Perfect location, highly responsive and friendly staff.

  • La Casa Tra Gli Ulivi
    Scored 9.4
    9.4
    Rated superb
    Superb
     · 40 reviews

    La Casa Tra Gli Ulivi has garden views, free WiFi and free private parking, situated in Cortona, 28 km from Piazza Grande.

    la casa era accogliente e Paola è stata molto gentile

  • B&B San Francesco
    Breakfast options
    Scored 8.2
    8.2
    Rated very good
    Very good
     · 522 reviews

    Located in Cortona, 31 km from Piazza Grande and 37 km from Terme di Montepulciano, B&B San Francesco provides accommodation with free WiFi in a historic building.

    L'estrema premura per accogliere il nostro arrivo

  • Casale l'Antico Carro
    Scored 8.8
    8.8
    Rated fabulous
    Fabulous
     · 110 reviews

    A good location for a stress-free holiday in Cortona, Casale l'Antico Carro is a bed and breakfast surrounded by views of the garden.

    La tranquillità del luogo,la cena e soprattutto la cortesia.

  • Locanda Petrella
    Breakfast options
    Scored 8.9
    8.9
    Rated fabulous
    Fabulous
     · 363 reviews

    With a quiet location in Cortona's pedestrian area, Locanda Petrella is a 5-minute walk from Cortona Cathedral. It is set on the second floor of a historic building dating back to the 1800s.

    La camera confortevole e la gentile signora Antonella

  • B&B Dei Papi
    Breakfast options
    Scored 8.6
    8.6
    Rated fabulous
    Fabulous
     · 22 reviews

    B&B Dei Papi, a property with a garden and a terrace, is located in Cortona, 38 km from Terme di Montepulciano, 49 km from Perugia Train Station, as well as 35 km from Magione Motorspeedway.

    nice, clean place, nice owneer, nice breakast, parking

  • Casa Ambra
    Breakfast options
    Scored 8.3
    8.3
    Rated very good
    Very good
     · 54 reviews

    Housed in a historic building, the recently renovated Casa Ambra provides accommodation with free bikes and free WiFi.

    Tutto perfetto. Casa anche più grande delle foto. Staff bravissimo.

These holiday rentals in Cortona have options with FREE cancellation

  • La piccola Posta di Cortona
    Free cancellation options available
    Scored 9.1
    9.1
    Rated superb
    Superb
     · 126 reviews

    Located 49 km from Perugia Cathedral, 49 km from San Severo Church - Perugia and 37 km from Terme di Montepulciano, La piccola Posta di Cortona offers accommodation situated in Cortona.

    Piccola accogliente e super pulita posizione eccellente

  • La finestra sulla Toscana
    Free cancellation options available
    Scored 9.4
    9.4
    Rated superb
    Superb
     · 100 reviews

    Offering city views, La finestra sulla Toscana is an accommodation located in Cortona, 37 km from Terme di Montepulciano and 47 km from Perugia Train Station.

    Ottimo tutto nulla da dire. Da ritornarci! Complimenti

  • La Renaia
    Free cancellation options available
    Scored 9.5
    9.5
    Rated exceptional
    Exceptional
     · 203 reviews

    Featuring a fitness centre and views of mountain, La Renaia is a farm stay situated in a historic building in Cortona, 33 km from Piazza Grande.

    Great location; close to Cortona. Highly recccomend

  • Villa Augusto
    Free cancellation options available
    Scored 9.5
    9.5
    Rated exceptional
    Exceptional
     · 115 reviews

    Located within 32 km of Piazza Grande and 50 km of Perugia Cathedral, Villa Augusto provides rooms with air conditioning and a private bathroom in Cortona.

    Full size apartment with parking on site, close to town and restaurants.

  • Monastero San Silvestro
    Free cancellation options available
    Scored 9.1
    9.1
    Rated superb
    Superb
     · 397 reviews

    Set within 32 km of Piazza Grande and 50 km of Perugia Cathedral, Monastero San Silvestro provides rooms with air conditioning and a private bathroom in Cortona.

    Large apartment space with kitchen and dining room.

  • B&B Il Mandorlo
    Free cancellation options available
    Scored 9.1
    9.1
    Rated superb
    Superb
     · 25 reviews

    Offering a garden and garden view, B&B Il Mandorlo is situated in Cortona, 28 km from Piazza Grande and 38 km from Terme di Montepulciano.

    Struttura, accoglienza e soprattutto titolari splendidi! Soggiorno breve, ma intenso ed eccezionale.

  • MAGNOLIA
    Free cancellation options available
    Scored 9.4
    9.4
    Rated superb
    Superb
     · 31 reviews

    Featuring garden views, MAGNOLIA provides accommodation with a garden and a patio, around 38 km from Terme di Montepulciano.

    Camere spaziose, pulizia ottima, simpatia dei gestori.

  • Pergaccio Deluxe House
    Free cancellation options available
    Scored 9.3
    9.3
    Rated superb
    Superb
     · 49 reviews

    Situated 41 km from Terme di Montepulciano and 48 km from Perugia Train Station, Pergaccio Deluxe House features accommodation located in Cortona.

    Appartamento bellissimo, pulito e super accessoriato

Highly rated holiday rentals in Cortona

  • Agriturismo Lodolazzo
    Scored 9.4
    9.4
    Rated superb
    Superb
     · 119 reviews

    Boasting pool with a view and views of pool, Agriturismo Lodolazzo is a recently renovated farm stay situated in Cortona, 29 km from Piazza Grande.

    Tus it’s a beautiful place. Valentina is a wonderful host.

  • Il Vicolino
    8.0+ review score
    Scored 9.3
    9.3
    Rated superb
    Superb
     · 51 reviews

    Featuring a spa bath, Il Vicolino is set in Cortona. The property has inner courtyard views and is 31 km from Piazza Grande and 37 km from Terme di Montepulciano.

    Un delizioso nido d'amore nel cuore di Cortona!

  • Casa Vacanze Beppina Cortona
    Scored 9.0
    9.0
    Rated superb
    Superb
     · 74 reviews

    Offering city views, Casa Vacanze Beppina Cortona is an accommodation set in Cortona, 37 km from Terme di Montepulciano and 48 km from Perugia Train Station. The property has quiet street views.

    Comfortable and clean apartment in a beautiful part of Cortona

  • SIGNORELLI HOUSE
    8.0+ review score
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 9 reviews

    Offering city views, SIGNORELLI HOUSE is an accommodation located in Cortona, 37 km from Terme di Montepulciano and 48 km from Perugia Train Station.

    a beautiful traditional apartment which was immaculate and stunning. Romina was the perfect host and helped us with restaurant bookings, directions, complimentary wine and just so helpful.

  • Cortona Shabby Chic House
    Scored 9.5
    9.5
    Rated exceptional
    Exceptional
     · 56 reviews

    Set within the Cortona Old Town district in Cortona, Cortona Shabby Chic House has air conditioning, a balcony, and inner courtyard views.

    Location deliziosa così come la proprietaria Laura!

  • Corte Delle Stelle
    8.0+ review score
    Scored 9.6
    9.6
    Rated exceptional
    Exceptional
     · 14 reviews

    Featuring pool views, Corte Delle Stelle provides accommodation with water sports facilities and a balcony, around 36 km from Piazza Grande.

    Bella la struttura, pulizia eccellente, staff gentile

  • Agriturismo Il Torrino
    Scored 9.4
    9.4
    Rated superb
    Superb
     · 8 reviews

    Set in Cortona, 31 km from Piazza Grande and 50 km from Perugia Cathedral, Agriturismo Il Torrino offers air conditioning.

    La gentilezza e cortesia del gestore! La posizione è la tranquillità della struttura!

  • Margherita Holiday Home
    Scored 9.5
    9.5
    Rated exceptional
    Exceptional
     · 52 reviews

    Boasting pool with a view and views of pool, Margherita Holiday Home is a farm stay set in a historic building in Cortona, 28 km from Piazza Grande.

    Posizione e classico stile toscano dell’appartamento

FAQ about holiday rentals in Cortona

Holiday rentals that guests love in Cortona

  • Scored 9.7
    9.7
    Rated exceptional
    Exceptional
     · 12 reviews
    We really enjoyed our stay im this charmimg Tuscan country house. The pool was clean and we had a lot of fun swimming in it. Luca and his family were really nice and even organized our participation at a local dinner party in the nearby village of Ronzano with typical Tuscan meals. Thank you also for the present of two bottles of local wine at the end of our stay. We would definitely like to come Back.
    beate
    Family with young children
  • Scored 9.2
    9.2
    Rated superb
    Superb
     · 648 reviews
    Beautiful villa! Very nice! Friendly staff and good breakfast. Swimming pool is excellent. Would love to stay more.
    Art
    Family with young children
  • Scored 9.2
    9.2
    Rated superb
    Superb
     · 63 reviews
    Very spacious holiday home infused with rustic tuscan charm. Grounds are sublime. Fabulous pool. Very easy access and parking. Wonderful hosts, providing advice and service whilst also leaving space and privacy.
    Brenda
    Family with young children
  • Scored 9.8
    9.8
    Rated exceptional
    Exceptional
     · 70 reviews
    Christina was very hospitable and we loved the decor, location and history of the old renovated Italian villa, dipped in charm and the sound of a church bell in the distance.
    Heather
    Family with young children
  • Scored 9.3
    9.3
    Rated superb
    Superb
     · 4 reviews
    Fantastic small villa for a family of 4 or 2 couples. Very quiet location in the countryside near Cortona with a view on the mountains. Ideal spot to go and check the central part of Tuscany. Villa has a great pool and garden. House is cosy, but has everything you need.
    Ben
    Family with young children
  • Scored 9.3
    9.3
    Rated superb
    Superb
     · 761 reviews
    This is the.second time we have been to the villa. The food is great, the staff is nice and friendly and making sure everyone has a wonderful time. It is very peaceful and we enjoyed as much as during the first stay one year ago.
    Szymon
    Family with young children
  • Scored 9.0
    9.0
    Rated superb
    Superb
     · 77 reviews
    The villa we stayed in was classic and beautiful. Each room had its own bathroom, providing ample space for everyone. The kitchen was well-furnished with all the necessary amenities. The garden was stunning, and there was plenty of parking space.
    Fjo
    Group
  • Scored 9.5
    9.5
    Rated exceptional
    Exceptional
     · 375 reviews
    A beautiful little hotel with a very clean pool and conveniently located close to Cortona and other beautiful Tuscan villages. Antonella was a very gracious host that let us enjoy the pool the day we checked out for as long as we wanted. The breakfast was one of the best we had in Italy, served by very attentive waitress and enjoyed in the company of other guest. Very reasonably priced. Will come back!
    Jose
    Young couple
  • Avg. price/night: £83.22
    Scored 9.5
    9.5
    Rated exceptional
    Exceptional
     · 115 reviews
    We love this beautiful holiday home and the well-maintained gardens in the surroundings. The compound is conveniently located in between several historical cities and towns, and one can park right in front of his house door. Supermarkt is also close by.
    Dingnan
    Group
  • Avg. price/night: £86.14
    Scored 9.3
    9.3
    Rated superb
    Superb
     · 49 reviews
    We loved the location and the views over the countryside in a very small rural hamlet, very quiet away from the hustle and bustle. Very large accommodation over two floors, nicely presented and stylish. Had the feeling of a holiday home. Large hob and plenty of plates, cups etc but unfortunately not suitably sizes of saucepans or frying pan. Internet speed 14mb
    Tim
    Young couple

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