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.

Y
Yeldana
From
Kazakhstan
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!
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 200 reviews
Price from
US$143.48
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.

M
Matteo
From
Italy
Awesome room really close to Cortona. The host was incredibly helpful and super kind with us. The place is very clean and they have great attention to details.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 246 reviews
Price from
US$95.53
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.

N
Nelda
From
South Africa
Beautiful apartment giving us a real 'Tuscan' feel. Wish we could stay longer to enjoy the apartment. Location is perfect!
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 153 reviews
Price from
US$104.22
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, 847 reviews
Price from
US$92.64
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.

Z
Zsolt
From
Hungary
Central location, two-minute walk from Cortona main square. Extremely helpful lady in charge (Google Translate necessary for English, but she's adorable). First ever perfect, stable WiFi in Italy :) Good heating, suitable for my November trip, this was not always the case at other locations.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 393 reviews
Price from
US$150.54
1 night, 2 adults

Locanda Del Molino

Hotel in Cortona

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.

J
Jenny
From
Netherlands
This accommodation oozes charm! Our room was gorgeous, beautifully decorated and very spacious. The staff are friendly, helpful and I wouldn't hesitate to recommend Locanda Del Molino! We especially loved the terrace outside where one could enjoy breakfast and dinner.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 388 reviews
Price from
US$98.43
1 night, 2 adults

B&B Il Mandorlo

Cortona

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.

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 40 reviews
Price from
US$83.38
1 night, 2 adults

MAGNOLIA

Cortona

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

B
Bruce
From
South Africa
Set in the country in a very tranquil spot, this is a gem ! You have a self-contained unit to yourself with absolutely everything you need. Beautiful furnishings and finishes with its own garden . Wonderful hosts who go out their way to assist and recommend. Thank you for a short but perfect stay , I wish I was staying longer!
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 57 reviews
Price from
US$192.23
1 night, 2 adults

La Casa di Laura

Cortona Old Town, Cortona

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.

I
Irina
From
Russia
I've booked this place at the last moment before the trip but finally was very happy to stay here. Bruno and Valentina are very friendly! Transfer for free from Camucia station and payment for the booking during check-in were very helpfull options. House is closed to the city center but located in the quite area. AMAZING view from the bedroom! Clean, large and comfortable space inside. Welcome water, coffee, olive oil, sugar, salt and everithing you need for the cooking are in the kitchen. Will be glad to stay in La Casa di Laura again!
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 35 reviews
Price from
US$127.38
1 night, 2 adults

Nonna Nesti

Cortona

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.

H
Henri Staub
From
South Africa
Sabrina is an absolute gem. The accommodation was large & comfortable. It's in a flat area, unlike Cortona. Very good location to explore Tuscanny and parts of Umbria. Highly recommended.
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 77 reviews
Price from
US$76.91
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

  • Raggi di Sole

    Cortona
    8.0+ review score
    Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 73 reviews

    Offering city views, Raggi di Sole is an accommodation located in Cortona, 30 km from Piazza Grande and 37 km from Terme di Montepulciano.

  • La Casa di Iole

    Cortona
    8.0+ review score
    Scored out of 10, guest rating 8.0
    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.

    From US$173.70 per night
  • Casa Ambra

    Cortona
    8.0+ review score
    Scored out of 10, guest rating 9.0
    Superb - 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.

    From US$138.96 per night
  • La Corte Di Ambra

    Cortona
    8.0+ review score
    Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 89 reviews

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

    From US$266.34 per night
  • Casa Teatro

    Cortona
    8.0+ review score
    Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 25 reviews

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

    From US$147.12 per night
  • Noi Due a Cortona

    Cortona
    8.0+ review score
    Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 63 reviews

    Set in Cortona, 30 km from Piazza Grande and 37 km from Terme di Montepulciano, Noi Due a Cortona offers air conditioning.

    From US$127.38 per night
  • SIGNORELLI HOUSE

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

    From US$868.50 per night
  • B&B San Francesco

    Cortona
    8.0+ review score
    Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 421 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.

    From US$120.43 per night

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

  • Casa Vacanze Beppina Cortona

    Cortona
    Free cancellation options available
    Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 50 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.

    From US$110.01 per night
  • Cortona Shabby Chic House

    Cortona
    Free cancellation options available
    Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 60 reviews

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

  • Il Vicolino

    Cortona
    Free cancellation options available
    Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 52 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.

    From US$167.91 per night
  • La finestra sulla Toscana

    Cortona
    Free cancellation options available
    Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 72 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.

  • La Casa di Laura

    Cortona
    Free cancellation options available
    Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 35 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.

  • Casa Kita

    Cortona
    Free cancellation options available
    Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 220 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.

    From US$110.01 per night
  • B&B Il Rosmarino

    Cortona
    Free cancellation options available
    Scored out of 10, guest rating 7.7
    Good - What previous guests thought, 22 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.

    From US$177.17 per night
  • Agriturismo Il Torrino

    Cortona
    Free cancellation options available
    Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 7 reviews

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

    From US$266.34 per night

Enjoy breakfast in Cortona and nearby

  • Scored out of 10, guest rating 8.2
    Very good - What previous guests thought, 64 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.

    From US$194.54 per night
  • Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 56 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...

    From US$196.86 per night
  • Scored out of 10, guest rating 9.8
    Exceptional - What previous guests thought, 98 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.

    From US$247.81 per night
  • Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 49 reviews

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

    From US$268.66 per night
  • Scored out of 10, guest rating 9.8
    Exceptional - What previous guests thought, 122 reviews

    Situated in Castiglion Fiorentino, 20 km from Piazza Grande, Le Mura Luxury Room ROOM & PERSONAL SPA provides accommodation with a sauna, a hot tub and a spa centre.

    From US$207.28 per night
  • Casa Annateresa

    Cortona
    Breakfast options
    Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 5 reviews

    Located in Cortona, 30 km from Piazza Grande and 37 km from Terme di Montepulciano, Casa Annateresa provides accommodation with amenities such as free WiFi and a TV.

  • Scored out of 10, guest rating 6.7
    Pleasant - What previous guests thought, 3 reviews

    Appartamento del Capitano is situated 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.

  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 35 reviews

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

FAQ about holiday rentals in Cortona

Holiday rentals that guests love in Cortona

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  • 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 9.3
    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, 94 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$109.43
    Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 437 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
  • Avg. price/night: US$154.01
    Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 116 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