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Search results; Over 1,000 homes in Monsigliolo

Superhost
Home in Monsigliolo
18th-century farmhouse in Cortona, with a garden and 4 bathrooms
3 bedrooms, 4 beds, 4 private bathrooms
16–21 Oct
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4.87 out of 5 average rating, 30 reviews
Top guest favourite
Home in Cortona
"Casa Elisa", house with swimming pool at the foot of Cortona
2 bedrooms, 4 beds, 2.5 bathrooms
8–13 Sept
4.97 out of 5 average rating, 73 reviews
Top guest favourite
Farm stay in Camucia
The Garden of Olives | Casa Ippocastano
2 bedrooms, 2 beds, 2 bathrooms
8–13 Sept
5.0 out of 5 average rating, 26 reviews
Guest favourite
Farm stay in Camucia
The Garden of Olives | Casa Mimosa
1 bedroom, 1 bed, 1 bathroom
28 Sept – 3 Oct
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Home in Castiglion Fiorentino
Villa with Private Pool in the Tuscan Countryside
3 bedrooms, 4 beds, 2 bathrooms
29 Sept – 4 Oct
5.0 out of 5 average rating, 23 reviews
Superhost
Villa in Cortona
Casa I Pini
4 bedrooms, 5 beds, 4 bathrooms
10–17 Oct
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Villa in Cortona
Stunning Tuscan Villa & Panoramic Infinity Pool
5 bedrooms, 8 beds, 4 bathrooms
6–11 Oct
5.0 out of 5 average rating, 96 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
Guest favourite
Farm stay in Montepulciano
Rural Tuscany | Farm stay, wining and dining
2 bedrooms, 2 queen beds, 2 bathrooms
29 Oct – 3 Nov
4.91 out of 5 average rating, 22 reviews
Guest favourite
Home in Cortona
Nello's, Villa with private SPA and pool
10 bedrooms, 10 beds, 12 bathrooms
20–25 Sept
5.0 out of 5 average rating, 18 reviews
Home in Cortona
Cornici di verde - Cortona
2 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
Top guest favourite
Holiday home in Cortona
Tuscan Suite Amiata in Villa Q Dimorae Adults Only
2 bedrooms, 3 beds, 2.5 bathrooms
10–15 Sept
4.96 out of 5 average rating, 23 reviews
Guest favourite
Farm stay in Cortona
Villa Le Celle Agritourism
4 bedrooms, 5 beds, 2 bathrooms
13–18 Sept
4.88 out of 5 average rating, 17 reviews
Top guest favourite
Villa in Monte San Savino
Villa Tonacato - Charming Villa with private pool
4 bedrooms, 4 double beds, 4 bathrooms
20–25 Sept
4.99 out of 5 average rating, 107 reviews
Top guest favourite
Holiday home in Tuoro sul Trasimeno
the oasis of the foxes
2 bedrooms, 3 beds, 1 bathroom
10–15 Oct
5.0 out of 5 average rating, 96 reviews
Top guest favourite
Farm stay in Cortona
Relaxing-unspoiled country place Il Monte...
2 bedrooms, 2 beds, 1 bathroom
12–17 Sept
5.0 out of 5 average rating, 36 reviews
Top guest favourite
Flat in Cortona
SIGNORELLI HOUSE
3 bedrooms, 3 double beds, 3 bathrooms
11–16 Sept
5.0 out of 5 average rating, 12 reviews
Superhost
Farm stay in Cortona
Case Sant'Anna 18 beds
9 bedrooms, 12 beds, 8 bathrooms
3–8 Oct
4.76 out of 5 average rating, 17 reviews
Guest favourite
Home in Cortona
Common chaffinch + Almond + Juniper
5 bedrooms, 6 beds, 5.5 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 11 reviews