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Search results; Over 1,000 homes in Cortona

Top guest favourite
Farm stay in Cortona
Relaxing-unspoiled country place Il Monte...
2 bedrooms, 2 beds, 1 private bathroom
24–29 Sept, Business host
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5.0 out of 5 average rating, 36 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
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
Flat in Cortona
SIGNORELLI HOUSE
Individual host
26 Sept – 1 Oct
5.0 out of 5 average rating, 12 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
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
Home in Castiglion Fiorentino
Hidden gem in Tuscany
3 bedrooms, 3 beds, 3 bathrooms
26–31 Oct
5.0 out of 5 average rating, 56 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 Cortona
Casa del Passerino
Individual host
20–25 Sept
4.94 out of 5 average rating, 224 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
Flat in Cortona
I Terrazzini apt.1
Individual host
17–22 Oct
4.97 out of 5 average rating, 182 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
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
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
Flat in Cortona
Cortona Skyline Retreat
Individual host
21–26 Sept
Guest favourite
Home in Cortona
Nello's, Villa with private SPA and pool
Business host
20–25 Sept
5.0 out of 5 average rating, 18 reviews