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Search results; Over 1,000 homes in Cortona

Descriptions are based on details hosts provide
Top guest favourite
Flat in Cortona
The window on the Theater
2 bedrooms, 3 beds, 1 bathroom
28 Jul – 2 Aug
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4.98 out of 5 average rating, 59 reviews
Top guest favourite
Villa in Cortona
Stunning Tuscan Villa & Panoramic Infinity Pool
5.0 out of 5 average rating, 93 reviews, 5 bedrooms, 8 beds, 4 bathrooms
25–30 Sept
Top guest favourite
Flat in Cortona
Cortona’s Rooftop Nest
4.99 out of 5 average rating, 177 reviews, 3 bedrooms, 3 beds, 1 bathroom
28 Jul – 2 Aug
Guest favourite
Farm stay in Montepulciano
Panoramic pool with hilltop Tuscan views
4.96 out of 5 average rating, 114 reviews, 3 bedrooms, 5 beds, 3 bathrooms
6–11 Nov
Top guest favourite
Farm stay in Cortona
Fireplace and pool near Cortona
5.0 out of 5 average rating, 31 reviews, 2 bedrooms, 2 beds, 1 bathroom
2–7 Oct
Top guest favourite
Home in Cortona
Breathtaking views: Historic House w/Terrace & BBQ
5.0 out of 5 average rating, 22 reviews, 3 bedrooms, 4 beds, 2 bathrooms
22–27 Jul
Top guest favourite
Villa in Camucia
Antique furnishings, billiards, and a piano
4.97 out of 5 average rating, 31 reviews, 1 bedroom, 1 bed, 1 bathroom
18–23 Jul
Top guest favourite
Flat in Cortona
Cortona Shabby Chic House - independent & balcony-
4.97 out of 5 average rating, 414 reviews, 1 bedroom, 2 beds, 1 bathroom
31 Jul – 5 Aug
Guest favourite
Home in Cortona
Villa Bellora | Pool & Panoramic Views | Cortona
4.91 out of 5 average rating, 33 reviews, 3 bedrooms, 3 beds, 2 bathrooms
20–25 Oct
Top guest favourite
Farm stay in Camucia
Olive groves, a pool, and pizza oven
5.0 out of 5 average rating, 24 reviews, 2 bedrooms, 2 beds, 2 bathrooms
15–22 Aug
Top guest favourite
Flat in Cortona
Casa Nobile
4.91 out of 5 average rating, 58 reviews, 2 bedrooms, 2 beds, 2 bathrooms
15–20 Jul
Top guest favourite
Flat in Cortona
Casa AlMa: air conditioning and private terrace
5.0 out of 5 average rating, 34 reviews, 1 bedroom, 2 beds, 1 bathroom
3–8 Aug
Home in Cortona
Relais Tosca Slow and Rural Life
New place to stay, 2 bedrooms, 2 beds, 1 bathroom
28 Jul – 2 Aug
Guest favourite
Villa in Cortona
Secret garden, pool, and sauna in Tuscany
4.95 out of 5 average rating, 21 reviews, 10 bedrooms, 10 beds, 11 bathrooms
15–22 Aug
Top guest favourite
Apartment in Cortona
Chicca: Cortona's historic center
4.99 out of 5 average rating, 216 reviews, 1 bedroom, 2 beds, 2 bathrooms
5–10 Aug
Top guest favourite
Flat in Cortona
Casa Sofia
4.98 out of 5 average rating, 41 reviews, 1 bedroom, 1 bed, 1 bathroom
27 Jul – 1 Aug
Top guest favourite
Home in Cortona
Jetted tub and a secret garden patio
5.0 out of 5 average rating, 73 reviews, 2 bedrooms, 2 beds, 2 bathrooms
28 Jul – 2 Aug
Guest favourite
Farm stay in Cortona
Stone walls, valley views, and a pool
4.94 out of 5 average rating, 16 reviews, 4 bedrooms, 5 beds, 2 bathrooms
13–18 Sept
Top guest favourite
Guest house in Macciano
Tuscan cottage with an heavenly view
4.97 out of 5 average rating, 231 reviews, 1 bedroom, 2 beds, 1 bathroom
30 Oct – 4 Nov