Skip to main content

The best holiday rentals in Cortona

Check out our pick of great holiday rentals in Cortona

Filter by:


Review score

Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
Our top picks Lowest price first Star rating and price Top reviewed

See the latest prices and deals by choosing your dates.

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 property has city views and is 48 km from Perugia Train Station and 49 km from Corso Vannucci. Set in the Cortona Old Town district, the apartment is within 34 km of Magione Motorspeedway.

It was a few minutes walk to the main piazza and ,although in the center of Cortona , it was extremely quiet . The Suite was full of light and the small terrace overlooked the rooftops of the city and the green base of Mt Egidio.

Show more Show less
9.4
Superb
124 reviews
Price from
£119
per night

Offering garden views, Agriturismo I Cedri is an accommodation set in Cortona, 38 km from Piazza Grande and 43 km from Terme di Montepulciano. This farm stay features a saltwater pool, a garden and free private parking. The farm stay offers mountain views, a sun terrace, and free WiFi is available throughout the property.

The view, the quiet, the amazing owners and Tyson, the kindest dog in Italy. :)

Show more Show less
9.6
Exceptional
149 reviews
Price from
£94
per night

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. Both free WiFi and parking on-site are available at the holiday home free of charge. The property is non-smoking and is set 32 km from Piazza Grande.

Atmosphere of the place, even entrance close to the road was charming. The host responded very quickly and provided all info we asked for. Great guidence info to the propoerty. It was clean, ready on time. Bottles of cold water in the fridge. We used them when we went to see the Cortona city after arrival (very usefull- it was a hot day). We loved everything about the place.

Show more Show less
9.1
Superb
141 reviews
Price from
£84
per night

Agriturismo Frantoio Valiani, a property with a shared lounge, is located in Cortona, 37 km from Terme di Montepulciano, 48 km from Perugia Train Station, as well as 50 km from Corso Vannucci. It is situated 28 km from Piazza Grande and features private check-in and check-out. There is a picnic area and guests can make use of free WiFi and free private parking.

This is a charming agriturismo near Cortona. The hosts were delightful and took great care to make our stay memorable. The meals were perfect and the dinner was exceptional. We took day trips every day and were happy to come back "home" each night. I would highly recommend this place for a visit in central Italy.

Show more Show less
9
Superb
335 reviews
Price from
£84
per night

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. The property features mountain and lake views, and is 31 km from Piazza Grande. The property provides a 24-hour front desk and free WiFi is available throughout the property.

Nice, clean and comfortable apartment. Very well decorated with smart solutions for everything, spectacular view, quiet area and good matresses. Simona was extremely helpful. Definetely recommended! Cortona is amazing place like almost everything in Tuscany.

Show more Show less
9.4
Superb
107 reviews
Price from
£124
per night

Located in Cortona, Casa Dreosti provides accommodation with a seating area and flat-screen TV.

A continental breakfast is available every morning at the property.

Perugia is 52 km from the bed and breakfast, while Arezzo is 32 km from the property.

We loved everything. From the moment we arrived, we felt welcome. The genuine care and hospitality were evident. The location is perfect, and our room was very clean and tastefully decorated. The host made sure our stay in Cortona was meaningful and recommended many wonderful places to eat. Both the host and the B&B truly deserve a superb rating!

Show more Show less
9.3
Superb
230 reviews
Price from
£106
per night

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. Boasting a shared kitchen, this property also provides guests with an outdoor fireplace. The farm stay also provides free WiFi, free private parking and facilities for disabled guests.

Absolutely beautiful!!!! Carole is fantastic!

Show more Show less
9.5
Exceptional
181 reviews
Price from
£79
per night

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. The property has city views and is 47 km from Perugia Train Station and 49 km from Corso Vannucci. Situated in the Cortona Old Town district, the apartment is within 34 km of Magione Motorspeedway.

Spacious apartment in the centre of town, Piazza Della Repubblica

Show more Show less
9.4
Superb
140 reviews
Price from
£87
per night

Featuring free WiFi and air conditioning, Casa Zeni is situated in Cortona centre. Perugia is 37 km from the property.

All units feature a satellite flat-screen TV, a kitchenette equipped with a dishwasher and oven. A refrigerator and a coffee machine are featured. There is a private bathroom with free toiletries and a hairdryer in each unit. Towels and bed linen are offered.

we liked the location and proximity to walking within the town to restaurants, air conditioning, WiFi, first floor off the street, a little outside area with table and chairs, fully equipped kitchen, and a washer dryer. Most of all the owners Sylvia & Cristian were amazing, helping with a medical emergency and inviting us out socially to meet other locals and visitors. we will definitely visit here again.

Show more Show less
9.8
Exceptional
174 reviews
Price from
£75
per night

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. This property offers access to a terrace, pool at the pool table, free private parking and free WiFi. Featuring family rooms, this property also provides guests with a seasonal outdoor pool.

The Villa is close to the small city of Camucia, on a quiet country lane. The Villa is beautifully decorated and arranged. There is a room with a grand piano-in tune!, another with a billiard table. The pool was huge and although it was too late in the season to swim, we did enjoy an afternoon poolside on the comfortable lounge chairs..

Show more Show less
9.5
Exceptional
102 reviews
Price from
£121
per night

Most booked holiday rentals in Cortona this month

Enjoy breakfast in Cortona!

  • Casa Dreosti
    Breakfast options
    9.3
    Scored 9.3
    Superb
    Rated superb
     · 230 reviews

    Located in Cortona, Casa Dreosti provides accommodation with a seating area and flat-screen TV. A continental breakfast is available every morning at the property.

    La posizione centralissima e la simpatia e cortesia dell'ospite

  • La Corte Di Ambra
    Breakfast options
    9.3
    Scored 9.3
    Superb
    Rated superb
     · 158 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.

  • Dolce Maria
    Breakfast options
    9.1
    Scored 9.1
    Superb
    Rated superb
     · 371 reviews

    Just 100 metres from Piazza della Repubblica, the Dolce Maria is located in the mediaeval hill town of Cortona.

    Dimora storica nel centro di Cortona. Ottima posizione.

  • Casa Bellavista B&B
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 80 reviews

    Located in Cortona 15 minutes from the city centre, Casa Bellavista offers views of the town, of Castiglion Fiorentino, and of the Castle of Montecchio.

    Very nice B&B. Very friendly and helpfull staff.

  • Casa Kita
    Breakfast options
    8.5
    Scored 8.5
    Very good
    Rated very good
     · 230 reviews

    Casa Kita offers rooms with free WiFi in Cortona, 28 km from Arezzo. Breakfast is served out on the terrace with panoramic views of the surrounding countryside and Lake Trasimeno.

    posizione comodissima, pulizia, personale gentilissimo

  • B&B San Francesco
    Breakfast options
    8.3
    Scored 8.3
    Very good
    Rated very good
     · 533 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.

    Ottima posizione. Camere grandi e pulire. Ottima colazione.

  • Casale l'Antico Carro
    8.5
    Scored 8.5
    Very good
    Rated very good
     · 106 reviews

    Set on a hill 4 km from Cortona, Casale l'Antico Carro offers Tuscan-style accommodation with free Wi-Fi. It features an à la carte traditional restaurant, a bar and garden.

    posto fantastico e cibo ottimo consiglio vivamente.

  • B&B Piccolo Hotel
    Breakfast options
    8.9
    Scored 8.9
    Fabulous
    Rated fabulous
     · 201 reviews

    Set in central Cortona, B&B Piccolo Hotel offers classically furnished rooms with a minibar and air conditioning. Piazza della Repubblica square and Via Nazionale main street are 150 metres away.

    Personale gentilissimo Camera su due piani molto bella

These holiday rentals in Cortona have options with FREE cancellation

  • La piccola Posta di Cortona
    Free cancellation options available
    9.1
    Scored 9.1
    Superb
    Rated superb
     · 141 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.

    Gentilezza, caffè (con la moka) e camomilla disponibili.

  • Agriturismo Frantoio Valiani
    Free cancellation options available
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 335 reviews

    Agriturismo Frantoio Valiani, a property with a shared lounge, is located in Cortona, 37 km from Terme di Montepulciano, 48 km from Perugia Train Station, as well as 50 km from Corso Vannucci.

    A beautiful location, very tranquil and I loved my room. Heaven.

  • La finestra sulla Toscana
    Free cancellation options available
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 107 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.

    Close to the town center, restaurants and shopping.

  • B&B Il Mandorlo
    Free cancellation options available
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 19 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
    9.3
    Scored 9.3
    Superb
    Rated superb
     · 19 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.

  • La Casa di Laura
    Free cancellation options available
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 21 reviews

    Offering lake views, La Casa di Laura is an accommodation set in Cortona, 37 km from Terme di Montepulciano and 47 km from Perugia Train Station.

    Spazi adeguati e comodi, posizione vicina al centro

  • Nonna Nesti
    Free cancellation options available
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 32 reviews

    Featuring air-conditioned accommodation with a patio, Nonna Nesti is set in Cortona. This property offers access to a balcony, free private parking and free WiFi.

    Sabrina is a very nice person and the apartment was very nice and very clean.

  • Il Vicolino
    Free cancellation options available
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 48 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!

Highly rated holiday rentals in Cortona

  • Casa Vacanze Beppina Cortona
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 83 reviews

    Offering city views, Casa Vacanze Beppina Cortona is an accommodation set in Cortona, 30 km from Piazza Grande and 37 km from Terme di Montepulciano.

    Comfortable and clean apartment in a beautiful part of Cortona

  • Sisters’home
    8.0+ review score
    9.3
    Scored 9.3
    Superb
    Rated superb
     · 24 reviews

    Sisters’home is set in the Cortona Old Town district of Cortona, 48 km from Perugia Train Station, 50 km from Corso Vannucci and 35 km from Magione Motorspeedway.

    Posizione ottima ....parcheggio gratuito vicinissimo alla steuttura

  • SIGNORELLI HOUSE
    8.0+ review score
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 12 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.

  • Casa Clara Cortona
    8.0+ review score
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 22 reviews

    Offering city views, Casa Clara Cortona is an accommodation situated in Cortona, 31 km from Piazza Grande and 37 km from Terme di Montepulciano.

    ambiente molto accogliente, la signora deliziosa e la posizione eccellente

  • Cortona Shabby Chic House
    9.5
    Scored 9.5
    Exceptional
    Rated 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!

  • Raggi di Sole
    8.0+ review score
    9.3
    Scored 9.3
    Superb
    Rated superb
     · 83 reviews

    Located 37 km from Perugia, Raggi di Sole offers accommodation in Cortona. The property boasts views of the city is 23 km from Arezzo. An oven, a microwave and a toaster can be found in the kitchen.

    Very spacious and right in the heart of the village

  • La finestra sul Teatro
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 76 reviews

    Overlooking Piazza Signorelli, La finestra sul Teatro offers accommodation in Cortona centre. The unit is 28 km from Arezzo and 51 km from Perugia. Free WiFi is offered throughout the property.

    Lokalizacja, widok z okna, wyposażenie, czystość, łóżka.

  • La Maestà Tuscan Sun
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 21 reviews

    Featuring an outdoor swimming pool and garden with BBQ facilities, Agriturismo La Maestà Tuscan Sun offers rooms 6 km from Castiglion Fiorentino. The property produces its own olive oil.

FAQ about holiday rentals in Cortona







Holiday rentals that guests love in Cortona

  • 9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 66 reviews
    We thoroughly enjoyed our recent stay at Villa II Trebbio, Maria and Massimo are wonderful hosts and helped us immensely when we arrived. The property is set in a beautiful location and is so peaceful and private, we look forward to returning in the future. Grazie
    Sharee
    Young couple
  • 8.9
    Scored 8.9
    Fabulous
    Rated fabulous
     · 8 reviews
    The little villa was perfect for our group. Beautiful country road, little local shops around. Great base for day trips to see other Tuscan treasures or to just laze around the pool. One highlight was enjoying a small family owned vineyard wine tasting about 2.5kms away. Awesome communication from host. We would highly recommend this accommodation.
    Andree
    Group
  • 9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 102 reviews
    Lovely large apartment in an historic villa with beautiful gardens and stunning pool. It’s walking distance to a mini mart and about 40 minutes walk uphill to Cortona. Also an easy drive to Arezzo, Montepulciano and lake Trasimeno. Augusto was a very attentive and knowledgeable host.
    david
    Young couple
  • 8.7
    Scored 8.7
    Fabulous
    Rated fabulous
     · 213 reviews
    The house is situated in the village, far from the city noise. Even if you do not feel like exploring (In the surroundings is so much to see) you can swimm in a pool or relax in the beautiful garden. The house owner has welcomed us as long time friends not as people he has seen for the first time.
    Anita
    Family with young children
  • Avg. price/night: £304.10
    9.1
    Scored 9.1
    Superb
    Rated superb
     · 653 reviews
    The location was stunning, the hotel was beautiful, the staff were lovely people, cannot fault this hotel, fantastic value for money, we were there for our daughters wedding so we needed a base to stay at and WOW what a base we picked. Trust me villa borgo san pietro will exceed your expectations. We will definately return one day, it was so peaceful but within easy reach of everything should you want to explore more. My score would be 15/10 a super gem of a hotel.
    Mark
    Young couple
  • Avg. price/night: £200.64
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 815 reviews
    The villa is like from the movie - such a nice environment! Staff is extremely kind, they allowed us to use the pool before the opening hours. Breakfast buffet offered so many options - everything was extremely delicious. Highly recommended!
    Barbara
    Young couple
  • 9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 18 reviews
    It was very beautiful vacation in the aunbelievable villa ❤️💜💛
    Yaroslava Konovalov
    People with friends
  • 9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 102 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: £200.64
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 815 reviews
    Great location, beautiful views and great staff! Clean room, good food in the restaurant and cocktails in the bar. I stayed with family and friends and we are all very satisfied. A lot of space near the pool, inside and outside the villa. We also tried cooking class and truffle hunting - very interesting activities! Very fresh and delicious brekfast. Definitely visit again!
    Marina
    Group
  • Avg. price/night: £83.84
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 35 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

Research, refine and make plans for your whole trip

gogless