The 10 best holiday rentals in Cortona, Italy | Booking.com
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Holiday Rentals in Cortona

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The best holiday rentals in Cortona

Check out our pick of great holiday rentals in Cortona

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Casa Dreosti

Cortona Old Town, 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.

K
Kurt
From
Malta
Casa Dreosti is one of the best stays we had in Tuscany. The location is in the center of Cortona, close to everything. The owner took care of us during our stay and helped us with everything. We will be back soon !!!
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 213 reviews
Price from
US$142.29
1 night, 2 adults

La Renaia

Cortona

Featuring a seasonal outdoor swimming pool and views of mountain, La Renaia is a farm stay situated in a historic building in Cortona, 33 km from Piazza Grande.

n
nedalm
From
Croatia
Beautifull accommodation and superior service. Sorry for not spend more time there. I fully recommend this place.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 228 reviews
Price from
US$102.05
1 night, 2 adults

Casa del Loggiato

Cortona Old Town, Cortona

Set in Cortona, 32 km from Piazza Grande and 37 km from Terme di Montepulciano, Casa del Loggiato offers accommodation with free WiFi in a historic building.

M
Mandy
From
Australia
Spacious apartment in the centre of town, Piazza Della Repubblica
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 150 reviews
Price from
US$122.46
1 night, 2 adults

Villa Augusto

Cortona

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.

A
Alana
From
New Zealand
I'd been looking forward to staying at Villa Augusto for a long time and it did not disappoint! Augusto was a wonderful host who informed us of the history of the property and showed us through the property at check-in. An authentic Tuscan stay, I hope one day we get to return.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 117 reviews
Price from
US$183.11
1 night, 2 adults

Le Residenze Ristori

Cortona Old Town, 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.

R
Roberto
From
United Kingdom
Cozy, clean, original, with a good view, very well located, good shower.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 859 reviews
Price from
US$89.81
1 night, 2 adults

Agriturismo San Francesco

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.

N
Nina_Hei
From
Slovenia
Great location, peaceful! Perfect for children, since there is a lot of green area around, playground. The breakfast is outstanding. Everything about our stay there was pefect!
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 435 reviews
Price from
US$128.29
1 night, 2 adults

Dolce Maria

Cortona Old Town, Cortona

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

l
lost in france
From
France
Fantastic location and a very atmospheric little hotel with historic features. A lovely friendly host who made us home made cakes for breakfast.
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 415 reviews
Price from
US$138.79
1 night, 2 adults

Locanda Petrella

Cortona Old Town, Cortona

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.

S
S
From
United Kingdom
Very nice atmosphere. The room was feel you are in the real Tuscany! Well organised. Owner/runner was very friendly. No tv which was a plus for us.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 391 reviews
Price from
US$156.28
1 night, 2 adults

Monastero San Silvestro

Cortona

Set within 32 km of Piazza Grande and 49 km of Perugia Cathedral, Monastero San Silvestro provides rooms with air conditioning and a private bathroom in Cortona.

B
Barbara
From
New Zealand
close to Cortona and supermarkets etc
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 342 reviews
Price from
US$202.63
1 night, 2 adults

Agrisalotto

Cortona

Boasting an infinity pool and views of pool, Agrisalotto is a farm stay set in a historic building in Cortona, 30 km from Piazza Grande.

l
lindsey
From
United Kingdom
Lovely location great for couples and families. Near to the medieval town of Cortona. Lots to do including swimming pool, pretty and large grounds, lots of animals. Large room which had a bedroom, two bathroom areas and seating. Also enjoyed the two comfy chairs outside to relax in. We enjoyed the restaurant and had breakfast and dinner every evening. High quality food. Very helpful staff who really care about giving their guests a wonderful experience. We will be back and hoping to bring the family next time.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 132 reviews
Price from
US$169.11
1 night, 2 adults
All holiday rentals in Cortona

Most booked holiday rentals in Cortona and surroundings in the past month

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Highly rated holiday rentals in Cortona and nearby

  • La Casa di Iole

    Cortona
    8.0+ review score
    Scored out of 10, guest rating 8.1
    Very good - What previous guests thought, 34 reviews

    Set in Cortona, 30 km from Piazza Grande and 37 km from Terme di Montepulciano, La Casa di Iole offers accommodation with free WiFi in a historic building.

  • Casa Ambra

    Cortona
    8.0+ review score
    Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 59 reviews

    Located in Cortona, 30 km from Piazza Grande, Casa Ambra has free bikes, private parking and rooms with free WiFi access.

  • B&B Piccolo Hotel

    Cortona
    8.0+ review score
    Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 253 reviews

    Located in Cortona, 30 km from Piazza Grande, B&B Piccolo Hotel features accommodation with spa facilities and wellness packages.

  • Casa Teatro

    Cortona
    8.0+ review score
    Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 29 reviews

    Set in Cortona, 37 km from Terme di Montepulciano and 48 km from Perugia Train Station, Casa Teatro offers air conditioning.

  • SIGNORELLI HOUSE

    Cortona
    8.0+ review score
    Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 8 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.

  • B&B San Francesco

    Cortona
    8.0+ review score
    Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 450 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.

  • Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 53 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.

  • Il Vicolino

    Cortona
    8.0+ review score
    Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 54 reviews

    Featuring a spa bath, Il Vicolino is set in Cortona. Located in the Cortona Old Town district, the property provides guests with access to a hot tub.

Enjoy breakfast in Cortona and nearby

  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 3 reviews

    Located within 30 km of Piazza Grande and 37 km of Terme di Montepulciano in Cortona, Sotto il Sole di Cortona features accommodation with seating area. The accommodation features a spa bath.

  • Casa Kita

    Cortona
    Breakfast options
    Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 228 reviews

    Featuring mountain views, Casa Kita offers accommodation with terrace, around 31 km from Piazza Grande. With lake views, this accommodation provides a patio. The guest house features family rooms.

  • Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 104 reviews

    Set in Cortona, 33 km from Piazza Grande, Casale l'Antico Carro has pool with a view, parking on-site and rooms with free WiFi access.

  • Scored out of 10, guest rating 8.0
    Very good - What previous guests thought, 68 reviews

    Nestled amid the hills on the Umbria - Tuscany border, the farm house is immersed in nature, just 6 km away from the historic town of Cortona.

  • Locanda Del Molino

    Cortona
    Breakfast options
    Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 387 reviews

    Locanda Del Molino is just a 10-minute drive from Cortona and features a typical restaurant where you can sample authentic cuisine from the region in a cosy atmosphere.

  • Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 58 reviews

    Featuring free WiFi, parking on-site and an infinity pool, the recently renovated property of Agriturismo Annibale, offers accommodation in Tuoro sul Trasimeno, 39 km from Perugia Cathedral and 40 km...

  • Scored out of 10, guest rating 9.8
    Exceptional - What previous guests thought, 92 reviews

    Set in Castiglion Fiorentino, 20 km from Piazza Grande and 44 km from Terme di Montepulciano, San Lazzo Luxury Room - ROOM & PERSONAL SPA offers air conditioning. A hot tub is available for guests.

  • Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 49 reviews

    Featuring a spa bath, Tuttomio Suite con idromassaggio is located in Castiglion Fiorentino.

These holiday rentals in Cortona and nearby have options with free cancellation

  • La finestra sulla Toscana

    Cortona
    Free cancellation options available
    Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 70 reviews

    Offering city views, La finestra sulla Toscana is an accommodation located in Cortona, 38 km from Terme di Montepulciano and 47 km from Perugia Train Station.

  • B&B Il Rosmarino

    Cortona
    Free cancellation options available
    Scored out of 10, guest rating 7.9
    Good - What previous guests thought, 20 reviews

    Offering a garden and lake view, B&B Il Rosmarino is located in Cortona, 37 km from Terme di Montepulciano and 48 km from Perugia Train Station.

  • Agriturismo Il Torrino

    Cortona
    Free cancellation options available
    Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 8 reviews

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

  • Il Centrale

    Cortona
    Free cancellation options available
    Scored out of 10, guest rating 7.7
    Good - What previous guests thought, 222 reviews

    Il Centrale is situated in Cortona, 30 km from Piazza Grande, 50 km from Perugia Cathedral, and 50 km from San Severo Church - Perugia.

  • Villa San marco

    Cortona
    Free cancellation options available
    Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 13 reviews

    Boasting mountain views, Villa San marco provides accommodation with a garden and a balcony, around 33 km from Piazza Grande. This property offers access to a terrace and free private parking.

  • Margherita Holiday Home

    Cortona
    Free cancellation options available
    Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 53 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.

  • Casa Vacanze Papà Giuseppe

    Cortona
    Free cancellation options available
    Scored out of 10, guest rating 7.2
    Good - What previous guests thought, 59 reviews

    Casa Vacanze Papà Giuseppe is located in Cortona, 34 km from Piazza Grande, 49 km from Perugia Cathedral, as well as 49 km from San Severo Church - Perugia.

  • Casa del Nonno Bingheri - Vencaglia

    Cortona
    Free cancellation options available
    Scored out of 10, guest rating 9.9
    Exceptional - What previous guests thought, 10 reviews

    Set in Cortona, 37 km from Piazza Grande and 50 km from Perugia Cathedral, Casa del Nonno Bingheri - Vencaglia offers a garden and air conditioning.

FAQ about holiday rentals in Cortona

Holiday rentals that guests love in Cortona

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  • Scored out of 10, guest rating 9.8
    Exceptional - What previous guests thought, 11 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.
    Guest review by
    beate
    Family with young children
  • Scored out of 10, guest rating 9.9
    Exceptional - What previous guests thought, 79 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.
    Guest review by
    Heather
    Family with young children
  • Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 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.
    Guest review by
    Ben
    Family with young children
  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 90 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.
    Guest review by
    Fjo
    Group
  • Avg. price/night: US$122.46
    Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 435 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!
    Guest review by
    Jose
    Young couple
  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 117 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.
    Guest review by
    Dingnan
    Group

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