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Search results; Over 1,000 homes in Cortona

Top guest favourite
Villa in Cortona
Stunning Tuscan Villa & Panoramic Infinity Pool
5 bedrooms, 8 beds, 4 private bathrooms
20–25 Sept
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5.0 out of 5 average rating, 95 reviews
Top guest favourite
Flat in Cortona
Cortona’s Rooftop Nest
3 bedrooms, 3 beds
26 Sept – 1 Oct
4.99 out of 5 average rating, 185 reviews
Top guest favourite
Flat in Cortona
Casa AlMa: air conditioning and private terrace
1 bedroom, 2 beds
29 Aug – 3 Sept
5.0 out of 5 average rating, 40 reviews
Top guest favourite
Flat in Cortona
I Terrazzini apt.1
2 bedrooms, 3 beds
19–24 Aug
4.97 out of 5 average rating, 179 reviews
Top guest favourite
Farm stay in Cortona
Relaxing-unspoiled country place Il Monte...
2 bedrooms, 2 beds
23–28 Aug
5.0 out of 5 average rating, 33 reviews
Top guest favourite
Home in Cortona
Breathtaking views: Historic House w/Terrace & BBQ
3 bedrooms, 4 beds
22–27 Aug
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Flat in Cortona
The window on the Theater
2 bedrooms, 3 beds
28 Sept – 3 Oct
4.98 out of 5 average rating, 61 reviews
Guest favourite
Flat in Cortona
La Corte Apartment
3 bedrooms, 3 beds
17–22 Aug
4.79 out of 5 average rating, 24 reviews
Top guest favourite
Home in Cortona
Casa Primo Stylish-townhouse w/ patio & jetted tub
2 bedrooms, 2 double beds
24–29 Aug
5.0 out of 5 average rating, 75 reviews
Guest favourite
Home in Cortona
Old house in Tuscany
1 bedroom, 2 beds
18–23 Aug
4.94 out of 5 average rating, 66 reviews
Top guest favourite
Flat in Cortona
Casa Sofia
1 bedroom, 1 double bed
20–25 Aug
4.98 out of 5 average rating, 42 reviews
Luxe
Villa in Castel Rigone
Villa Feronia – Heated Pool & Rooftop Escape
3 bedrooms, 3 beds
21–26 Aug
5.0 out of 5 average rating, 29 reviews
Top guest favourite
Flat in Cortona
Cortona Shabby Chic House - independent & balcony-
1 bedroom, 2 beds
6–11 Sept
4.96 out of 5 average rating, 416 reviews
Guest favourite
Farm stay in Montepulciano
Rural Tuscany | Family farmstay with restaurant
3 bedrooms, 5 beds
31 Oct – 5 Nov
4.96 out of 5 average rating, 114 reviews
Top guest favourite
Farm stay in Cortona
Relaxing-unspoiled country place La Loggia...
1 bedroom, 1 king bed
6–11 Oct
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Flat in Cortona
SIGNORELLI HOUSE
3 bedrooms, 3 double beds
18–23 Aug
5.0 out of 5 average rating, 12 reviews
Flat in Cortona
Cortona Skyline Retreat
3 bedrooms, 4 beds
15–20 Aug
Top guest favourite
Flat in Cortona
La Terrazza sul Valle
2 bedrooms, 3 beds
18–23 Aug
4.94 out of 5 average rating, 35 reviews
Guest favourite
Farm stay in Cortona
Rural Tuscany | Farmstay with pool & garden
3 bedrooms, 4 beds
28 Aug – 2 Sept
4.86 out of 5 average rating, 37 reviews