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Search results; Over 1,000 homes in Monteriggioni

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Guest favourite
Home in Monteriggioni
Next to castle of Villa-Siena. heart Francigena
4 bedrooms, 8 beds, 2 private bathrooms
10–15 Oct, Individual host
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4.84 out of 5 average rating, 158 reviews
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Top guest favourite
Home in Monteriggioni
Beautiful Villa with private swimming pool
Individual host
10–17 Oct
5.0 out of 5 average rating, 18 reviews
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Home in Monteriggioni
Under the Walls of Monteriggioni
Individual host
4–9 Oct
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Guest favourite
Room in Monteriggioni
Rooms and Wine Monteriggioni, Il chianti
Business host
3–8 Nov
5.0 out of 5 average rating, 42 reviews
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Guest favourite
Home in Monteriggioni
The Barn Detached house surrounded by greenery
Individual host
16–21 Oct
5.0 out of 5 average rating, 15 reviews
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Top guest favourite
Villa in Monteriggioni
Tenuta Uzielli an elegant countryside villa
Business host
1–6 May
5.0 out of 5 average rating, 20 reviews
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Top guest favourite
Flat in Poggibonsi
Casal De' Matti - Margot House
Business host
26–31 Oct
4.98 out of 5 average rating, 47 reviews
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Top guest favourite
Barn in Monteriggioni
Charming Barn with Pool - Chianti Area
Individual host
10–15 Oct
4.98 out of 5 average rating, 65 reviews
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Top guest favourite
Flat in Monteriggioni
Osea Agritourism, Alba apartment
Business host
8–13 Oct
5.0 out of 5 average rating, 49 reviews
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Top guest favourite
Home in Poggiolo
Country House Podere l 'Assunta
Business host
27 Oct – 1 Nov
5.0 out of 5 average rating, 92 reviews
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Top guest favourite
Home in Colle di Val d'Elsa
Casa per la Costa – Colle di Val d'Elsa
Individual host
1–6 Nov
4.96 out of 5 average rating, 295 reviews
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Top guest favourite
Farm stay in Simignano
Casa al Gianni - Hut
Business host
22–27 Nov
4.93 out of 5 average rating, 294 reviews
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Home in Castellina in Chianti
Cignanbianco - Sunrise and Sunset by Interhome
Business host
15–22 Oct
4.75 out of 5 average rating, 4 reviews
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Top guest favourite
Flat in Quercegrossa
Tuscany jem: The Chianti Farmer's House
Individual host
29 Oct – 3 Nov
4.98 out of 5 average rating, 89 reviews
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Guest favourite
Flat in Staggia
The Optimist's House
Individual host
21–26 Oct
4.9 out of 5 average rating, 71 reviews
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Top guest favourite
Apartment in Monteriggioni
Loggiato di Lorena - Along the Via Francigena
Business host
1–6 Oct
4.95 out of 5 average rating, 19 reviews
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Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
7–12 Oct
5.0 out of 5 average rating, 4 reviews
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Guest favourite
Flat in Monteriggioni
S.M."Abbadia" a real Tuscan house
Business host
6–11 Oct
4.83 out of 5 average rating, 199 reviews
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Guest favourite
Home in Poggibonsi
Le Casacce Farmhouse
Individual host
15–20 Oct
5.0 out of 5 average rating, 6 reviews