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Search results; Over 1,000 homes in Montisi

Guest favourite
Cottage in Montisi
Il Villino
3 bedrooms, 3 beds, 2 private bathrooms
4–10 Jan
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4.95 out of 5 average rating, 58 reviews
Top guest favourite
Home in Montisi
Private 16th century farmhouse
5.0 out of 5 average rating, 20 reviews, 3 bedrooms, 8 beds, 4 bathrooms
19–26 Sept
Superhost
Apartment in Montisi
Apartment in historic residence with pool and view
1 bedroom, 2 beds, 1 bathroom
4–9 Jul
Superhost
Apartment in Montisi
Apartment with balcony in historic house + pool
1 bedroom, 2 beds, 1 bathroom
4–9 Jul
Top guest favourite
Flat in Castelmuzio
Casa Kely Panoramic Garden Val d’Orcia Tuscany
5.0 out of 5 average rating, 21 reviews, 1 bedroom, 1 bed, 1 bathroom
13–18 Jul
Top guest favourite
Apartment in Pienza
Mascagni Farmhouse in Val d'Orcia, Pienza
5.0 out of 5 average rating, 151 reviews, 2 bedrooms, 2 beds, 2 bathrooms
19–24 Oct
Top guest favourite
Apartment in Asciano
Celeste – The color of the summer sky in Tuscany
4.97 out of 5 average rating, 314 reviews, 2 bedrooms, 4 beds, 1 bathroom
10–15 Jul
Top guest favourite
Villa in Pienza
Unplug at a 17th-Century Farmhouse Enveloped by Olive Groves
4.99 out of 5 average rating, 109 reviews, 2 bedrooms, 3 beds, 1 bathroom
11–16 Nov
Top guest favourite
Farm stay in Monticchiello
Podere Lamino, Val d'Orcia, Pienza
4.99 out of 5 average rating, 67 reviews, 4 bedrooms, 4 beds, 4 bathrooms
30 Oct – 4 Nov
Top guest favourite
Farm stay in San Quirico d'Orcia
Podere Pereti Nuovi – Modern Tuscan Villa
4.98 out of 5 average rating, 112 reviews, 5 bedrooms, 5 beds, 5.5 bathrooms
20–25 Jul
Guest favourite
Home in Montisi
The Column of Montisi
5.0 out of 5 average rating, 5 reviews, 2 bedrooms, 4 beds, 1 bathroom
5–10 Jul
Top guest favourite
Villa in Sinalunga
The twigs
5.0 out of 5 average rating, 87 reviews, 1 bedroom, 1 bed, 1 bathroom
26–31 Oct
Top guest favourite
Villa in Montepulciano
Wine Experience Villa in Montepulciano
4.97 out of 5 average rating, 123 reviews, 4 bedrooms, 5 beds, 2.5 bathrooms
4–9 Nov
Top guest favourite
Apartment in Asciano
Casa Biancospino Crete Senesi | Podere Fossaccio
5.0 out of 5 average rating, 29 reviews, 2 bedrooms, 4 beds, 2 bathrooms
30 Aug – 4 Sept
Guest favourite
Villa in Poggioferro
Poggio among the olive trees
5.0 out of 5 average rating, 6 reviews, 4 bedrooms, 3 beds, 2 bathrooms
27 Sept – 2 Oct
Top guest favourite
Flat in Montepulciano
A view from the gate, Montepulciano.
4.97 out of 5 average rating, 321 reviews, 2 bedrooms, 3 beds, 2 bathrooms
12–17 Nov
Top guest favourite
Tiny home in Pienza
Selvoli Farmhouse – The School
4.93 out of 5 average rating, 67 reviews, 1 bedroom, 1 bed, 1 bathroom
3–8 Oct
Flat in Località Lucignano D'Asso Montalcino
Borgo Lucignanello #Clementine
2 bedrooms, 4 beds, 2 bathrooms
6–11 Jul
Top guest favourite
Farm stay in Sinalunga
Villa Panorama near Siena Tuscany
5.0 out of 5 average rating, 45 reviews, 4 bedrooms, 6 beds, 4 bathrooms
24–30 Aug