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Search results; Over 1,000 homes in Cortona

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Top guest favourite
Cottage in Cortona
The House Among the Olive Trees
2 bedrooms, 3 beds, 1 private bathroom
11–16 Oct, Individual host
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4.98 out of 5 average rating, 88 reviews
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Top guest favourite
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’s Rooftop Nest
Individual host
6–11 Nov
4.99 out of 5 average rating, 189 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, 26 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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Top guest favourite
Home in Cortona
Casa del Passerino
Individual host
20–25 Sept
4.94 out of 5 average rating, 225 reviews
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Top guest favourite
Flat in Cortona
SIGNORELLI HOUSE
Individual host
26 Sept – 1 Oct
5.0 out of 5 average rating, 12 reviews
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Top guest favourite
Apartment in Cortona
Chicca: Cortona's historic centre
Individual host
26–31 Oct
4.98 out of 5 average rating, 223 reviews
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Top guest favourite
Flat in Cortona
Cortona Shabby Chic House - independent & balcony-
Individual host
27 Oct – 1 Nov
4.96 out of 5 average rating, 423 reviews
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Guest favourite
Apartment in Cortona
Civetta golosa, Charming two-room apartment in the historic center
Business host
8–13 Nov
4.96 out of 5 average rating, 141 reviews
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Guest favourite
Home in Cortona
Common chaffinch + Almond + Juniper
Individual host
27 Sept – 2 Oct
5.0 out of 5 average rating, 13 reviews
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Villa in Cortona
Fonte al Vento, Wonderful Villa with pool, Cortona
Business host
10–15 Oct
4.64 out of 5 average rating, 11 reviews
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Top guest favourite
Home in Cortona
Charming house in Cortona, Tuscany
Individual host
3–8 Nov
4.95 out of 5 average rating, 202 reviews
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Guest favourite
Flat in Cortona
La Corte Apartment
Business host
11–16 Jan
4.79 out of 5 average rating, 24 reviews
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Flat in Cortona
Cortona Skyline Retreat
Individual host
21–26 Sept
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Guest favourite
Home in Cortona
the little red house Cortona
Individual host
23–28 Oct
4.92 out of 5 average rating, 105 reviews
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Superhost
Home in Cortona
Dimora Vecchio Duomo
Business host
2–7 Oct
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
Holiday home in Cortona
Wonderful Casa Idilio Cortona
Individual host
2–7 Nov
4.88 out of 5 average rating, 276 reviews
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Top guest favourite
Farm stay in Cortona
Villa in Cortona , large garden, pool with a view
Business host
3–10 Oct
5.0 out of 5 average rating, 23 reviews