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Search results; Over 1,000 homes in Cortona

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Guest favourite
Cottage in Cortona
Casa Gialla, Cortona-sunsets in the olive grove
3 bedrooms, 6 beds, 2 private bathrooms
1–6 May
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4.87 out of 5 average rating, 45 reviews
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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
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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, 189 reviews
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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
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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
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Flat in Cortona
Melody House Cortona: la tua vacanza in armonia
1 bedroom, 1 queen bed, 1 bathroom
23–28 Sept
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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, 225 reviews
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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, 26 reviews
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Flat in Cortona
Mancini Apartment
3 bedrooms, 3 beds, 3 bathrooms
30 Oct – 4 Nov
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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
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Top guest favourite
Farm stay in Cortona
Villa in Cortona , large garden, pool with a view
7 bedrooms, 10 beds, 5 bathrooms
3–10 Oct
5.0 out of 5 average rating, 23 reviews
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Villa in Cortona
Fonte al Vento, Wonderful Villa with pool, Cortona
4 bedrooms, 4 double beds, 4.5 bathrooms
10–15 Oct
4.64 out of 5 average rating, 11 reviews
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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, 116 reviews
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Guest favourite
Home in Cortona
Common chaffinch + Almond + Juniper
5 bedrooms, 6 beds, 5.5 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 13 reviews
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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
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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, 56 reviews
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Guest favourite
Flat in Cortona
Luna Apartment
2 bedrooms, 4 beds, 2 bathrooms
29 Sept – 4 Oct
4.98 out of 5 average rating, 53 reviews
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Top guest favourite
Holiday home in Cortona
Theater House
1 bedroom, 3 beds, 1 bathroom
7–12 Oct
4.89 out of 5 average rating, 107 reviews
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Top guest favourite
Flat in Cortona
CasaNella: central, bright, and with a view
1 bedroom, 1 double bed, 1 bathroom
23–28 Oct
4.97 out of 5 average rating, 188 reviews