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Search results; Over 1,000 homes in Cortona

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Superhost
Farm stay in Cortona
Rural Tuscany | Agriturismo farm stay with pool
3 bedrooms, 4 beds, 2 private bathrooms
28 Sept – 3 Oct
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4.73 out of 5 average rating, 15 reviews
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Top guest favourite
Villa in Cortona
Stunning Tuscan Villa & Panoramic Infinity Pool
5 bedrooms, 8 beds
6–11 Oct
5.0 out of 5 average rating, 96 reviews
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Top guest favourite
Flat in Cortona
Cortona’s Rooftop Nest
3 bedrooms, 3 beds
6–11 Nov
4.99 out of 5 average rating, 189 reviews
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Top guest favourite
Flat in Cortona
SIGNORELLI HOUSE
3 bedrooms, 3 double beds
26 Sept – 1 Oct
5.0 out of 5 average rating, 12 reviews
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Top guest favourite
Home in Cortona
Casa del Passerino
1 bedroom, 3 beds
20–25 Sept
4.94 out of 5 average rating, 225 reviews
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Top guest favourite
Home in Cortona
Casa Primo Stylish-townhouse w/ patio & jetted tub
2 bedrooms, 2 double beds
27 Oct – 1 Nov
5.0 out of 5 average rating, 75 reviews
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Guest favourite
Home in Cortona
Common chaffinch + Almond + Juniper
5 bedrooms, 6 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 13 reviews
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Top guest favourite
Home in Cortona
Breathtaking views: Historic House w/Terrace & BBQ
3 bedrooms, 4 beds
26 Sept – 1 Oct
5.0 out of 5 average rating, 26 reviews
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Flat in Cortona
Cortona Skyline Retreat
3 bedrooms, 4 beds
21–26 Sept
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Flat in Cortona
Mancini Apartment
3 bedrooms, 3 beds
30 Oct – 4 Nov
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Villa in Cortona
Fonte al Vento, Wonderful Villa with pool, Cortona
4 bedrooms, 4 double beds
10–15 Oct
4.64 out of 5 average rating, 11 reviews
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Top guest favourite
Holiday home in Cortona
Theater House
1 bedroom, 3 beds
7–12 Oct
4.89 out of 5 average rating, 107 reviews
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Top guest favourite
Apartment in Cortona
Chicca: Cortona's historic center
1 bedroom, 2 beds
26–31 Oct
4.98 out of 5 average rating, 223 reviews
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Guest favourite
Flat in Cortona
Casa Nobile
2 bedrooms, 2 double beds
22–27 Oct
4.9 out of 5 average rating, 63 reviews
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Guest favourite
Farm stay in Montepulciano
Rural Tuscany | Family farmstay with restaurant
3 bedrooms, 5 beds
31 Oct – 5 Nov
4.96 out of 5 average rating, 116 reviews
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Superhost
Home in Cortona
Palazzo Simonetti
3 bedrooms, 3 beds
8–13 Oct
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Top guest favourite
Flat in Cortona
My house with steam room and theater view
2 bedrooms, 3 beds
31 Oct – 5 Nov
4.99 out of 5 average rating, 75 reviews
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Top guest favourite
Home in Castiglion Fiorentino
Hidden gem in Tuscany
3 bedrooms, 3 beds
26–31 Oct
5.0 out of 5 average rating, 56 reviews
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Guest favourite
Holiday home in Cortona
Arianna's winery
3 bedrooms, 4 beds
20–25 Sept
4.91 out of 5 average rating, 22 reviews