The 10 best vacation rentals in Cortona, Italy | Booking.com
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Vacation Rentals in Cortona

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The best vacation rentals in Cortona

Check out our selection of great vacation rentals in Cortona

Most booked vacation rentals in Cortona and surrounding area in the past month

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Highly rated vacation rentals in Cortona and nearby

  • 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

    La Casa di Iole offers accommodations in Cortona, 19 miles from Piazza Grande and 23 miles from Montepulciano Terme.

    From $175.95 per night
  • Casa Ambra

    Cortona
    8.0+ review score
    Scored out of 10, guest rating 8.8
    Excellent - What previous guests thought, 57 reviews

    Casa Ambra in Cortona provides accommodations with a garden and a shared lounge. There's a private entrance at the condo hotel for the convenience of those who stay.

    From $158.35 per night
  • La Corte Di Ambra

    Cortona
    8.0+ review score
    Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 89 reviews

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

  • B&B Piccolo Hotel

    Cortona
    8.0+ review score
    Scored out of 10, guest rating 8.9
    Excellent - What previous guests thought, 249 reviews

    19 miles from Piazza Grande in Cortona, B&B Piccolo Hotel features accommodations with access to spa facilities and wellness packages.

    From $167.74 per night
  • Casa Teatro

    Cortona
    8.0+ review score
    Scored out of 10, guest rating 8.8
    Excellent - What previous guests thought, 26 reviews

    Casa Teatro is located in Cortona, just 30 miles from Perugia Train Station and 31 miles from Corso Vannucci. The air-conditioned accommodation is 23 miles from Montepulciano Terme.

    From $149.03 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

    Noi Due a Cortona offers accommodations in Cortona, 31 miles from Corso Vannucci and 21 miles from Magione Motorspeedway.

    From $129.03 per night
  • SIGNORELLI HOUSE

    Cortona
    8.0+ review score
    Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 9 reviews

    SIGNORELLI HOUSE is located in Cortona, just 19 miles from Piazza Grande and 23 miles from Montepulciano Terme.

  • B&B San Francesco

    Cortona
    8.0+ review score
    Scored out of 10, guest rating 8.4
    Very Good - What previous guests thought, 425 reviews

    Housed in a historic building, B&B San Francesco provides accommodations with a garden and free Wifi in Cortona, 19 miles from Piazza Grande.

    From $129.03 per night

Enjoy breakfast in Cortona and nearby

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

    Sotto il Sole di Cortona offers accommodations in Cortona, 19 miles from Piazza Grande and 23 miles from Montepulciano Terme.

  • Casa Kita

    Cortona
    Breakfast options
    Scored out of 10, guest rating 8.5
    Very Good - What previous guests thought, 223 reviews

    Offering a garden, Casa Kita features accommodations in Cortona. Both free Wifi and parking on-site are available at the guest house free of charge.

    From $111.43 per night
  • Scored out of 10, guest rating 8.1
    Very Good - What previous guests thought, 65 reviews

    Nestled amid the hills on the Umbria - Tuscany border, the farm house is immersed in nature, just 3.7 mi away from the historic town of Cortona.

    From $197.06 per night
  • Locanda Del Molino

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

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

    From $126.68 per night
  • Scored out of 10, guest rating 9.8
    Exceptional - What previous guests thought, 97 reviews

    27 miles from Montepulciano Terme in Castiglion Fiorentino, San Lazzo Luxury Room - ROOM & PERSONAL SPA features accommodations with access to a sauna and hot tub.

    From $251.02 per night
  • Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 48 reviews

    27 miles from Montepulciano Terme in Castiglion Fiorentino, Tuttomio Suite con idromassaggio offers accommodations with access to spa facilities, wellness packages, and beauty services.

  • Scored out of 10, guest rating 9.4
    Wonderful - What previous guests thought, 232 reviews

    San Michele al Castello features a hot tub and spa facilities, as well as air-conditioned accommodations in Castiglion Fiorentino, 12 miles from Piazza Grande.

    From $100.88 per night
  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 89 reviews

    12 miles from Piazza Grande in Castiglion Fiorentino, San Michele al Borgo provides accommodations with access to beauty services, fitness room, and steam room.

    From $107.92 per night

These vacation 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
    Excellent - What previous guests thought, 51 reviews

    Casa Vacanze Beppina Cortona offers accommodations in Cortona, 23 miles from Montepulciano Terme and 30 miles from Perugia Train Station.

    From $111.43 per night
  • Cortona Shabby Chic House

    Cortona
    Free cancellation options available
    Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 63 reviews

    Cortona Shabby Chic House offers accommodations in Cortona, 19 miles from Piazza Grande and 23 miles from Montepulciano Terme. With city views, this accommodation offers a terrace.

    From $158.35 per night
  • Il Vicolino

    Cortona
    Free cancellation options available
    Scored out of 10, guest rating 9.2
    Wonderful - What previous guests thought, 54 reviews

    19 miles from Piazza Grande in Cortona, Il Vicolino features accommodations with access to a hot tub.

    From $170.08 per night
  • B&B Il Rosmarino

    Cortona
    Free cancellation options available
    Scored out of 10, guest rating 7.5
    Good - What previous guests thought, 21 reviews

    Providing a garden, B&B Il Rosmarino features accommodations in Cortona. This property offers access to a balcony, free private parking, and free Wifi.

  • Agriturismo Il Torrino

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

    Agriturismo Il Torrino is located in Cortona, just 19 miles from Piazza Grande and 31 miles from Perugia Cathedral. This property offers a private pool, free Wifi, and free private parking.

    From $269.79 per night
  • MAGNOLIA

    Cortona
    Free cancellation options available
    Scored out of 10, guest rating 9.4
    Wonderful - What previous guests thought, 57 reviews

    MAGNOLIA is located in Cortona, just 24 miles from Montepulciano Terme and 30 miles from Perugia Train Station.

    From $194.72 per night
  • Il Centrale

    Cortona
    Free cancellation options available
    Scored out of 10, guest rating 7.7
    Good - What previous guests thought, 227 reviews

    Il Centrale offers accommodations in Cortona, 19 miles from Piazza Grande and 31 miles from Perugia Cathedral. This 3-star bed and breakfast offers an elevator, daily room service, and free Wifi.

    From $82.11 per night
  • La piccola Posta di Cortona

    Cortona
    Free cancellation options available
    Scored out of 10, guest rating 8.5
    Very Good - What previous guests thought, 86 reviews

    La piccola Posta di Cortona offers accommodations in Cortona, 20 miles from Piazza Grande and 30 miles from Perugia Cathedral.

    From $117.30 per night

FAQ about vacation rentals in Cortona

Vacation Rentals That Guests Love in Cortona

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  • Scored out of 10, guest rating 9.8
    Exceptional - What previous guests thought, 10 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
    Wonderful - 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 9.4
    Wonderful - 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: $110.85
    Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 432 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: $156.01
    Scored out of 10, guest rating 9.4
    Wonderful - What previous guests thought, 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.
    Guest review by
    Dingnan
    Group