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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
9–14 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
14–19 Oct
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
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
29 Sept – 4 Oct
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Villa in Cortona
Stunning Tuscan Villa & Panoramic Infinity Pool
5 bedrooms, 8 beds
6–11 Oct
5.0 out of 5 average rating, 96 reviews
Superhost
Villa in Cortona
Casa I Pini
4 bedrooms, 5 beds
10–17 Oct
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Castiglion Fiorentino
Hidden gem in Tuscany
3 bedrooms, 3 beds
26–31 Oct
5.0 out of 5 average rating, 55 reviews
Guest favourite
Farm stay in Cortona
Villa Le Celle Agritourism
4 bedrooms, 5 beds
13–18 Sept
4.88 out of 5 average rating, 17 reviews
Home in Cortona
Cornici di verde - Cortona
2 bedrooms, 4 beds
20–25 Sept
Top guest favourite
Holiday home in Tuoro sul Trasimeno
the oasis of the foxes
2 bedrooms, 3 beds
10–15 Oct
5.0 out of 5 average rating, 96 reviews
Top guest favourite
Holiday home in Cortona
Tuscan Suite Amiata in Villa Q Dimorae Adults Only
2 bedrooms, 3 beds
14–19 Sept
4.96 out of 5 average rating, 23 reviews
Top guest favourite
Villa in Monte San Savino
Villa Tonacato - Charming Villa with private pool
4 bedrooms, 4 double beds
6–11 Oct
4.99 out of 5 average rating, 107 reviews
Top guest favourite
Home in Cortona
Relais Tosca Slow and Rural Life
2 bedrooms, 2 double beds
26 Sept – 1 Oct
5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in Cortona
House in farmhouse with amazing views
2 bedrooms, 3 beds
24–29 Sept
4.93 out of 5 average rating, 15 reviews
Top guest favourite
Flat in Cortona
La Terrazza Cortonese in town center with terrace
2 bedrooms, 3 beds
3–8 Oct
5.0 out of 5 average rating, 14 reviews
Guest favourite
Home in Cortona
Common chaffinch + Almond + Juniper
5 bedrooms, 6 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 12 reviews
Guest favourite
Villa in Arezzo
Coaching House
3 bedrooms, 6 beds
5–10 Oct
5.0 out of 5 average rating, 67 reviews
Top guest favourite
Flat in Asciano
Incredible Views & Pool in the Tuscan Hills
2 bedrooms, 2 double beds
21–26 Oct
4.87 out of 5 average rating, 23 reviews