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Search results; Over 1,000 homes in Cortona

Descriptions are based on details hosts provide
Top guest favourite
Apartment in Cortona
Casa Dina, apartment in the historic center of Cortona
1 bedroom, 1 bed, 1 private bathroom
20–25 Jul
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4.95 out of 5 average rating, 102 reviews
Top guest favourite
Villa in Cortona
Stunning Tuscan Villa & Panoramic Infinity Pool
5 bedrooms, 8 beds, 4 bathrooms
25–30 Sept
5.0 out of 5 average rating, 93 reviews
Top guest favourite
Flat in Cortona
Two terraces with views over Cortona
3 bedrooms, 3 beds, 1 bathroom
28 Jul – 2 Aug
4.99 out of 5 average rating, 177 reviews
Guest favourite
Farm stay in Montepulciano
Panoramic pool with hilltop Tuscan views
3 bedrooms, 5 beds, 3 bathrooms
6–11 Nov
4.96 out of 5 average rating, 114 reviews
Top guest favourite
Farm stay in Cortona
Relaxing-unspoiled country place Il Monte...
2 bedrooms, 2 beds, 1 bathroom
2–7 Oct
5.0 out of 5 average rating, 31 reviews
Top guest favourite
Home in Cortona
Breathtaking views: Historic House w/Terrace & BBQ
3 bedrooms, 4 beds, 2 bathrooms
22–27 Jul
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Villa in Camucia
Apt. Rolando-Tenuta VillaAugusto
1 bedroom, 1 double bed, 1 bathroom
18–23 Jul
4.97 out of 5 average rating, 31 reviews
Top guest favourite
Flat in Cortona
Terracotta floors and beams in historic center
1 bedroom, 2 beds, 1 bathroom
31 Jul – 5 Aug
4.97 out of 5 average rating, 414 reviews
Guest favourite
Home in Cortona
Villa Bellora | Pool & Panoramic Views | Cortona
3 bedrooms, 3 beds, 2 bathrooms
20–25 Oct
4.91 out of 5 average rating, 33 reviews
Top guest favourite
Farm stay in Camucia
Olive groves, a pool, and pizza oven
2 bedrooms, 2 beds, 2 bathrooms
15–22 Aug
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Flat in Cortona
Frescoed ceilings in an ancient palace
2 bedrooms, 2 double beds, 2 bathrooms
15–20 Jul
4.91 out of 5 average rating, 58 reviews
Top guest favourite
Flat in Cortona
Newly renovated with a private terrace
1 bedroom, 2 beds, 1 bathroom
3–8 Aug
5.0 out of 5 average rating, 34 reviews
Home in Cortona
Medieval stone house with a private jacuzzi
2 bedrooms, 2 double beds, 1 bathroom
28 Jul – 2 Aug
New place to stay
Guest favourite
Villa in Cortona
Secret garden, pool, and sauna in Tuscany
10 bedrooms, 10 double beds, 11 bathrooms
15–22 Aug
4.95 out of 5 average rating, 21 reviews
Top guest favourite
Apartment in Cortona
Chicca: Cortona's historic center
1 bedroom, 2 beds, 2 bathrooms
5–10 Aug
4.99 out of 5 average rating, 216 reviews
Top guest favourite
Flat in Cortona
Casa Sofia
1 bedroom, 1 double bed, 1 bathroom
27 Jul – 1 Aug
4.98 out of 5 average rating, 41 reviews
Top guest favourite
Home in Cortona
Jetted tub and a secret garden patio
2 bedrooms, 2 double beds, 2 bathrooms
28 Jul – 2 Aug
5.0 out of 5 average rating, 73 reviews
Guest favourite
Farm stay in Cortona
Stone walls, valley views, and a pool
4 bedrooms, 5 beds, 2 bathrooms
13–18 Sept
4.94 out of 5 average rating, 16 reviews
Top guest favourite
Guest house in Macciano
Tuscan views, pool, and pizza oven
1 bedroom, 2 beds, 1 bathroom
30 Oct – 4 Nov
4.97 out of 5 average rating, 231 reviews