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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
12–17 Aug
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5.0 out of 5 average rating, 31 reviews
Top guest favourite
Flat in Cortona
Cortona’s Rooftop Nest
4.99 out of 5 average rating, 177 reviews, 3 bedrooms, 3 beds, 1 bathroom
28 Jul – 2 Aug
Top guest favourite
Home in Cortona
Breathtaking views: Historic House w/Terrace & BBQ
5.0 out of 5 average rating, 22 reviews, 3 bedrooms, 4 beds, 2 bathrooms
20–25 Jul
Guest favourite
Farm stay in Montepulciano
Rural Tuscany | Family farmstay with restaurant
4.96 out of 5 average rating, 114 reviews, 3 bedrooms, 5 beds, 3 bathrooms
6–11 Nov
Top guest favourite
Villa in Cortona
Stunning Tuscan Villa & Panoramic Infinity Pool
5.0 out of 5 average rating, 93 reviews, 5 bedrooms, 8 beds, 4 bathrooms
20–25 Sept
Top guest favourite
Home in Castiglion Fiorentino
Hidden gem in Tuscany
5.0 out of 5 average rating, 51 reviews, 3 bedrooms, 3 beds, 3 bathrooms
11–16 Aug
Top guest favourite
Flat in Cortona
Cortona Shabby Chic House - independent & balcony-
4.97 out of 5 average rating, 414 reviews, 1 bedroom, 2 beds, 1 bathroom
31 Jul – 5 Aug
Top guest favourite
Flat in Cortona
My house with steam room and theater view
4.99 out of 5 average rating, 74 reviews, 2 bedrooms, 3 beds, 1 bathroom
10–15 Jul
Guest favourite
Villa in Cortona
Country house in Cortona with swimming pool
4.95 out of 5 average rating, 21 reviews, 10 bedrooms, 10 beds, 11 bathrooms
14–19 Aug
Top guest favourite
Apartment in Cortona
Chicca: Cortona's historic center
4.99 out of 5 average rating, 214 reviews, 1 bedroom, 2 beds, 2 bathrooms
5–10 Aug
Guest favourite
Home in Cortona
Villa Bellora | Pool & Panoramic Views | Cortona
4.9 out of 5 average rating, 31 reviews, 3 bedrooms, 3 beds, 2 bathrooms
17–22 Sept
Top guest favourite
Villa in Camucia
Apt. Rolando-Tenuta VillaAugusto
4.97 out of 5 average rating, 29 reviews, 1 bedroom, 1 bed, 1 bathroom
18–23 Jul
Guest favourite
Farm stay in Cortona
Villa Le Celle Agritourism
4.94 out of 5 average rating, 16 reviews, 4 bedrooms, 5 beds, 2 bathrooms
13–18 Sept
Guest favourite
Home in Cortona
Nello's, Villa with private SPA and pool
5.0 out of 5 average rating, 14 reviews, 10 bedrooms, 10 beds, 12 bathrooms
24–29 Aug
Top guest favourite
Home in Cortona
Casa Primo Stylish-townhouse w/ patio & jetted tub
5.0 out of 5 average rating, 73 reviews, 2 bedrooms, 2 beds, 2 bathrooms
28 Jul – 2 Aug
Top guest favourite
Guest house in Macciano
Tuscan cottage with an heavenly view
4.97 out of 5 average rating, 230 reviews, 1 bedroom, 2 beds, 1 bathroom
30 Oct – 4 Nov
Top guest favourite
Flat in Cortona
Casa AlMa: air conditioning and private terrace
5.0 out of 5 average rating, 34 reviews, 1 bedroom, 2 beds, 1 bathroom
8–13 Jul
Guest favourite
Home in Cortona
Common chaffinch + Almond + Juniper
5.0 out of 5 average rating, 8 reviews, 5 bedrooms, 6 beds, 5.5 bathrooms
14–19 Sept
Guest favourite
Flat in Cortona
Luna Apartment
4.98 out of 5 average rating, 53 reviews, 2 bedrooms, 4 beds, 2 bathrooms
9–14 Jul