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Search results; Over 1,000 homes in Cortona

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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4.98 out of 5 average rating, 223 reviews
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
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
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
Guest favourite
Flat in Cortona
Casa Nobile
2 bedrooms, 2 double beds
22–27 Oct
4.9 out of 5 average rating, 63 reviews
Top guest favourite
Flat in Cortona
SIGNORELLI HOUSE
3 bedrooms, 3 double beds
12–17 Sept
5.0 out of 5 average rating, 12 reviews
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
Top guest favourite
Flat in Cortona
Cortona Shabby Chic House - independent & balcony-
1 bedroom, 2 beds
27 Oct – 1 Nov
4.96 out of 5 average rating, 422 reviews
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
Guest favourite
Flat in Cortona
Luna Apartment
2 bedrooms, 4 beds
31 Mar – 5 Apr
4.98 out of 5 average rating, 53 reviews
Superhost
Home in Cortona
Palazzo Simonetti
3 bedrooms, 3 beds
9–14 Sept
Guest favourite
Farm stay in Cortona
Villa Le Celle Agritourism
4 bedrooms, 5 beds
13–18 Sept
4.88 out of 5 average rating, 17 reviews
Top guest favourite
Farm stay in Cortona
Relaxing-unspoiled country place Il Monte...
2 bedrooms, 2 beds
12–17 Sept
5.0 out of 5 average rating, 36 reviews
Top guest favourite
Flat in Cortona
CasaNella: central, bright, and with a view
1 bedroom, 1 double bed
23–28 Oct
4.97 out of 5 average rating, 187 reviews
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
Top guest favourite
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, 6 reviews
Guest favourite
Apartment in Cortona
Raggi di Sole - Central in the main square
2 bedrooms, 3 beds
7–12 Nov
4.93 out of 5 average rating, 178 reviews
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
Top guest favourite
Holiday home in Cortona
Theater House
1 bedroom, 3 beds
13–18 Sept
4.89 out of 5 average rating, 107 reviews