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Search results; Over 1,000 homes in Cortona

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Superhost
Cottage in Cortona
The House Among the Olive Trees
2 bedrooms, 3 beds, 1 private bathroom
23–28 Sept, Individual host
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4.98 out of 5 average rating, 86 reviews
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Top guest favourite
Flat in Cortona
Cortona’s Rooftop Nest
Individual host
6–11 Nov
4.99 out of 5 average rating, 187 reviews
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Superhost
Villa in Cortona
Stunning Tuscan Villa & Panoramic Infinity Pool
Individual host
6–11 Oct
5.0 out of 5 average rating, 96 reviews
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Top guest favourite
Flat in Cortona
Cortona Shabby Chic House - independent & balcony-
Individual host
6–11 Sept
4.96 out of 5 average rating, 419 reviews
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Home in Cortona
Relais Tosca Slow and Rural Life
Individual host
26 Sept – 1 Oct
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Flat in Cortona
Casa AlMa: air conditioning and private terrace
Individual host
28 Oct – 2 Nov
5.0 out of 5 average rating, 44 reviews
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Top guest favourite
Apartment in Cortona
Chicca: Cortona's historic centre
Individual host
26–31 Oct
4.99 out of 5 average rating, 221 reviews
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Top guest favourite
Home in Cortona
Breathtaking views: Historic House w/Terrace & BBQ
Individual host
26 Sept – 1 Oct
5.0 out of 5 average rating, 25 reviews
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Top guest favourite
Guest house in Macciano
Tuscan cottage with an heavenly view
Individual host
30 Oct – 4 Nov
4.97 out of 5 average rating, 244 reviews
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Top guest favourite
Flat in Cortona
SIGNORELLI HOUSE
Individual host
1–6 Sept
5.0 out of 5 average rating, 12 reviews
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Superhost
Flat in Cortona
Terrazza Silena, historic center with Cortona view!
Business host
5–10 Oct
4.98 out of 5 average rating, 88 reviews
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Guest favourite
Flat in Cortona
La Corte Apartment
Business host
14–19 Sept
4.79 out of 5 average rating, 24 reviews
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Top guest favourite
Flat in Cortona
I Terrazzini apt.1
Individual host
30 Oct – 4 Nov
4.97 out of 5 average rating, 181 reviews
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Superhost
Home in Cortona
Casa del Passerino
Individual host
20–25 Sept
4.94 out of 5 average rating, 224 reviews
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Superhost
Farm stay in Cortona
Relaxing-unspoiled country place Il Monte...
Business host
12–17 Sept
5.0 out of 5 average rating, 35 reviews
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Top guest favourite
Home in Cortona
Casa Primo Stylish-townhouse w/ patio & jetted tub
Individual host
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
Business host
13–18 Sept
4.94 out of 5 average rating, 16 reviews
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Guest favourite
Villa in Cortona
Country house in Cortona with swimming pool
Business host
9–14 Sept
4.96 out of 5 average rating, 23 reviews
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Top guest favourite
Flat in Cortona
CasaNella: central, bright, and with a view
Individual host
23–28 Oct
4.97 out of 5 average rating, 187 reviews