Holiday apartments for holidays with dogs in Cortona

Find your dream holiday home and book one of 27 vacation rentals
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April 2026
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Selected Holiday apartments Taking your dog on holiday in Cortona

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Top-Listing
4.9 (47)
Fast Responder
€2,133.-
2 guests / 7 Nights
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Top-Listing
5.0 (46)
Fast Responder
€2,270.-
2 guests / 7 Nights
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4.2 (6)
Free cancellation
€831.12
2 guests / 7 Nights
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4.0 (6)
€649.85
2 guests / 7 Nights
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5.0 (2)
€2,550.-
2 guests / 7 Nights
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from €1,550.-
2 guests / 7 Nights
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Price on request
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from €1,755.-
2 guests / 7 Nights

Guest reviews of our Holiday apartments in Cortona

We believe in delivering the best holiday experience and our guests agree with us.

If you are going with a group or a family to Tuscany for a peaceful and fun get away this is the spot

Creed
Cortona

Villa Villa Pergo

5.0 (46 Reviews)
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Based on the previous wonderful reviews of Antiqua degli D’ulivi, a year ago we booked a three week stay in the outskirts of Cortona in Pergo. We had our kids, grandkids and dear friends with us and as we drove through the gates into the Villa, we entered a magical place filled with generosity, laughter, relaxation, wonderful food, a refreshing pool and golden light. Massi was always there to help us with any questions we had and refill our olive oil bottle with the amazing green liquid made from his olives. We enjoyed the most delicious lunch with his family and they also were such giving, lovely people. We learned so much about Italy and Tuscany from them: porcini mushrooms, Perugia soccer teams, local markets, hot springs near Montepulciano, nearby restaurants, vineyards, hikes and more. We highly recommend an extended stay at this Tuscan home—we were so fortunate to experience it for three glorious weeks. The memories will be long lasting and always treasured. Mille Grazie to Massi

Terri

Typical accommodations in Cortona

Our ideas for your dream holiday in Cortona

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