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Search results; Over 1,000 homes in Cortona

Guest favourite
Farm stay in Cortona
Rural Tuscany | Authentic farmhouse with pool
3 bedrooms, 4 beds, 2 private bathrooms
2–7 Oct, Individual host
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4.84 out of 5 average rating, 56 reviews
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
Top guest favourite
Flat in Cortona
Cortona’s Rooftop Nest
Individual host
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
Individual host
26 Sept – 1 Oct
5.0 out of 5 average rating, 26 reviews
Top guest favourite
Flat in Cortona
SIGNORELLI HOUSE
Individual host
26 Sept – 1 Oct
5.0 out of 5 average rating, 12 reviews
Guest favourite
Farm stay in Montepulciano
Rural Tuscany | Family farmstay with restaurant
Business host
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
Individual host
26 Sept – 1 Oct
5.0 out of 5 average rating, 6 reviews
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
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
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
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, 55 reviews
Top guest favourite
Home in Cortona
Casa del Passerino
Individual host
20–25 Sept
4.94 out of 5 average rating, 224 reviews
Top guest favourite
Flat in Cortona
I Terrazzini apt.1
Individual host
17–22 Oct
4.97 out of 5 average rating, 182 reviews
Guest favourite
Villa in Cortona
Country house in Cortona with swimming pool
Business host
28 Sept – 5 Oct
4.96 out of 5 average rating, 25 reviews
Top guest favourite
Villa in Pergaccio
Villa Pergo is an ancient charming country villa
Business host
29 Apr – 4 May
5.0 out of 5 average rating, 65 reviews
Top guest favourite
Flat in Cortona
Terrazza Silena, historic center with Cortona view!
Business host
5–10 Oct
4.98 out of 5 average rating, 90 reviews
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
Flat in Cortona
Cortona Skyline Retreat
Individual host
21–26 Sept
Superhost
Home in Cortona
Dimora Vecchio Duomo
Business host
2–7 Oct
5.0 out of 5 average rating, 4 reviews