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Search results; Over 1,000 homes in Cortona

Superhost
Flat in Cortona
House and nature in Cortona
2 bedrooms, 3 beds, 1 private bathroom
12–17 Sept, Business host
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5.0 out of 5 average rating, 13 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
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
Breathtaking views: Historic House w/Terrace & BBQ
Individual host
26 Sept – 1 Oct
5.0 out of 5 average rating, 25 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
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 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
Flat in Cortona
Cortona Shabby Chic House - independent & balcony-
Individual host
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
Individual host
27 Oct – 1 Nov
5.0 out of 5 average rating, 75 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
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, 181 reviews
Guest favourite
Flat in Cortona
La Corte Apartment
Business host
14–19 Sept
4.79 out of 5 average rating, 24 reviews
Guest favourite
Home in Cortona
Common chaffinch + Almond + Juniper
Individual host
27 Sept – 2 Oct
5.0 out of 5 average rating, 12 reviews
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
Superhost
Home in Cortona
Palazzo Simonetti
Business host
11–16 Sept
Top guest favourite
Flat in Cortona
Casa AlMa: air conditioning and private terrace
Individual host
28 Oct – 2 Nov
5.0 out of 5 average rating, 46 reviews
Guest favourite
Farm stay in Cortona
Rural Tuscany | Farmstay with pool & garden
Individual host
21–26 Sept
4.86 out of 5 average rating, 37 reviews