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Search results; Over 1,000 homes in Cortona

Top guest favourite
Flat in Cortona
Casa Le Contesse
1 bedroom, 1 bed, 1 private bathroom
5–10 Oct
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4.96 out of 5 average rating, 190 reviews
Top guest favourite
Flat in Cortona
Cortona’s Rooftop Nest
3 bedrooms, 3 beds, 1 bathroom
3–8 Aug
4.99 out of 5 average rating, 180 reviews
Top guest favourite
Home in Cortona
Breathtaking views: Historic House w/Terrace & BBQ
3 bedrooms, 4 beds, 2 bathrooms
9–14 Aug
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Home in Cortona
Casa Primo Stylish-townhouse w/ patio & jetted tub
2 bedrooms, 2 double beds, 2 bathrooms
3–8 Aug
5.0 out of 5 average rating, 75 reviews
Top guest favourite
Flat in Cortona
Casa AlMa: air conditioning and private terrace
1 bedroom, 2 beds, 1 bathroom
19–24 Sept
5.0 out of 5 average rating, 36 reviews
Guest favourite
Holiday home in Cortona
Arianna's winery
3 bedrooms, 4 beds, 3 bathrooms
1–6 Aug
4.9 out of 5 average rating, 21 reviews
Top guest favourite
Flat in Cortona
Cortona Shabby Chic House - independent & balcony-
1 bedroom, 2 beds, 1 bathroom
1–6 Aug
4.97 out of 5 average rating, 415 reviews
Top guest favourite
Flat in Cortona
I Terrazzini apt.1
2 bedrooms, 3 beds, 1 bathroom
15–20 Aug
4.97 out of 5 average rating, 178 reviews
Guest favourite
Flat in Cortona
Luna Apartment
2 bedrooms, 4 beds, 2 bathrooms
12–17 Aug
4.98 out of 5 average rating, 53 reviews
Top guest favourite
Apartment in Cortona
Chicca: Cortona's historic center
1 bedroom, 2 beds, 2 bathrooms
13–18 Oct
4.99 out of 5 average rating, 218 reviews
Flat in Cortona
Cortona Skyline Retreat
3 bedrooms, 4 beds, 2 bathrooms
1–6 Aug
Home in Cortona
Relais Tosca Slow and Rural Life
2 bedrooms, 2 double beds, 1 bathroom
30 Aug – 4 Sept
New place to stay
Home in Cortona
Tower Garden
4 bedrooms, 4 queen beds, 4 bathrooms
1–6 Aug
Top guest favourite
Flat in Cortona
Casa Nobile
2 bedrooms, 2 double beds, 2 bathrooms
7–12 Aug
4.91 out of 5 average rating, 58 reviews
Top guest favourite
Flat in Cortona
The window on the Theater
2 bedrooms, 3 beds, 1 bathroom
3–8 Aug
4.98 out of 5 average rating, 60 reviews
Top guest favourite
Villa in Pienza
Unplug at a 17th-Century Farmhouse Enveloped by Olive Groves
2 bedrooms, 3 beds, 1 bathroom
22–27 Aug
4.99 out of 5 average rating, 110 reviews
Top guest favourite
Villa in Cortona
Stunning Tuscan Villa & Panoramic Infinity Pool
5 bedrooms, 8 beds, 4 bathrooms
20–25 Sept
5.0 out of 5 average rating, 95 reviews
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, 52 reviews
Top guest favourite
Farm stay in Cortona
Relaxing-unspoiled country place Il Monte...
2 bedrooms, 2 beds, 1 bathroom
2–7 Oct
5.0 out of 5 average rating, 31 reviews