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Search results; Over 1,000 homes in Cortona

Top guest favourite
Flat in Cortona
Ca' delle Acquarelli
1 bedroom, 2 beds, 1 private bathroom
16–21 Sept
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5.0 out of 5 average rating, 50 reviews
Top guest favourite
Flat in Cortona
Cortona’s Rooftop Nest
3 bedrooms, 3 beds, 1 bathroom
6–11 Nov
4.99 out of 5 average rating, 187 reviews
Top guest favourite
Villa in Cortona
Stunning Tuscan Villa & Panoramic Infinity Pool
5 bedrooms, 8 beds, 4 bathrooms
6–11 Oct
5.0 out of 5 average rating, 96 reviews
Guest favourite
Farm stay in Montepulciano
Rural Tuscany | Family farmstay with restaurant
3 bedrooms, 5 beds, 3 bathrooms
31 Oct – 5 Nov
4.96 out of 5 average rating, 115 reviews
Top guest favourite
Apartment in Cortona
Chicca: Cortona's historic center
1 bedroom, 2 beds, 2 bathrooms
26–31 Oct
4.98 out of 5 average rating, 223 reviews
Top guest favourite
Home in Cortona
Relais Tosca Slow and Rural Life
2 bedrooms, 2 double beds, 1 bathroom
26 Sept – 1 Oct
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Cortona
Breathtaking views: Historic House w/Terrace & BBQ
3 bedrooms, 4 beds, 2 bathrooms
26 Sept – 1 Oct
5.0 out of 5 average rating, 25 reviews
Top guest favourite
Home in Cortona
Casa del Passerino
1 bedroom, 3 beds, 1 bathroom
20–25 Sept
4.94 out of 5 average rating, 224 reviews
Guest favourite
Flat in Cortona
Casa Nobile
2 bedrooms, 2 double beds, 2 bathrooms
22–27 Oct
4.9 out of 5 average rating, 63 reviews
Top guest favourite
Home in Cortona
Casa Primo Stylish-townhouse w/ patio & jetted tub
2 bedrooms, 2 double beds, 2 bathrooms
27 Oct – 1 Nov
5.0 out of 5 average rating, 75 reviews
Top guest favourite
Home in Castiglion Fiorentino
Hidden gem in Tuscany
3 bedrooms, 3 beds, 3 bathrooms
26–31 Oct
5.0 out of 5 average rating, 55 reviews
Guest favourite
Home in Cortona
The View
2 bedrooms, 2 double beds, 2 bathrooms
30 Oct – 4 Nov
5.0 out of 5 average rating, 45 reviews
Top guest favourite
Home in Cortona
Casa Vinalia: Etruscan paradise
2 bedrooms, 2 double beds, 2 bathrooms
14–19 Oct
4.93 out of 5 average rating, 89 reviews
Top guest favourite
Flat in Cortona
Cortona Shabby Chic House - independent & balcony-
1 bedroom, 2 beds, 1 bathroom
27 Oct – 1 Nov
4.96 out of 5 average rating, 422 reviews
Top guest favourite
Flat in Cortona
My house with steam room and theater view
2 bedrooms, 3 beds, 1 bathroom
31 Oct – 5 Nov
4.99 out of 5 average rating, 75 reviews
Guest favourite
Farm stay in Cortona
Rural Tuscany | Farmstay with pool & garden
3 bedrooms, 4 beds, 2 bathrooms
21–26 Sept
4.86 out of 5 average rating, 37 reviews
Top guest favourite
Flat in Cortona
I Terrazzini apt.1
2 bedrooms, 3 beds, 1 bathroom
17–22 Oct
4.97 out of 5 average rating, 181 reviews
Top guest favourite
Flat in Cortona
SIGNORELLI HOUSE
3 bedrooms, 3 double beds, 3 bathrooms
26 Sept – 1 Oct
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Home in Cortona
Casa Lucy
3 bedrooms, 3 queen beds, 2 bathrooms
18–24 Oct
4.95 out of 5 average rating, 108 reviews