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Search results; Over 1,000 homes in Cortona

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Top guest favourite
Apartment in Cortona
Chicca: Cortona's historic center
1 bedroom, 2 beds, 2 private bathrooms
26–31 Oct
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4.99 out of 5 average rating, 222 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, 187 reviews
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Top guest favourite
Flat in Cortona
SIGNORELLI HOUSE
3 bedrooms, 3 double beds
4–9 Sept
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, 224 reviews
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Top guest favourite
Flat in Cortona
Cortona Shabby Chic House - independent & balcony-
1 bedroom, 2 beds
6–11 Sept
4.96 out of 5 average rating, 419 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, 25 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
Farm stay in Cortona
Villa Le Celle Agritourism
4 bedrooms, 5 beds
13–18 Sept
4.94 out of 5 average rating, 16 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, 115 reviews
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Home in Cortona
Relais Tosca Slow and Rural Life
2 bedrooms, 2 double beds
26 Sept – 1 Oct
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
Home in Cortona
Charming house in Cortona, Tuscany
2 bedrooms
3–8 Sept
4.95 out of 5 average rating, 202 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
Casa AlMa: air conditioning and private terrace
1 bedroom, 2 beds
28 Oct – 2 Nov
5.0 out of 5 average rating, 45 reviews
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Top guest favourite
Flat in Cortona
Terrazza Silena, historic center with Cortona view!
1 bedroom, 1 double bed
25–30 Oct
4.98 out of 5 average rating, 88 reviews
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Top guest favourite
Villa in Camucia
Apt. Rolando-Tenuta VillaAugusto
1 bedroom, 1 double bed
3–8 Sept
4.97 out of 5 average rating, 33 reviews
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Top guest favourite
Flat in Cortona
Casina Bella
1 bedroom, 1 double bed
5–10 Oct
5.0 out of 5 average rating, 53 reviews
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Guest favourite
Flat in Cortona
Luna Apartment
2 bedrooms, 4 beds
7–12 Sept
4.98 out of 5 average rating, 53 reviews
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Top guest favourite
Flat in Cortona
I Terrazzini apt.1
2 bedrooms, 3 beds
30 Oct – 4 Nov
4.97 out of 5 average rating, 181 reviews
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Superhost
Home in Cortona
Palazzo Simonetti
3 bedrooms, 3 beds
7–12 Sept