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Search results; Over 1,000 homes in Monteriggioni

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Home in Monteriggioni
Poggiolo
2 bedrooms, 2 beds, 2 private bathrooms
8–13 Sept
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5.0 out of 5 average rating, 32 reviews
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Room in Monteriggioni
Rooms and Wine Monteriggioni, La prima
1 bed, 1 bathroom
1–6 Nov
4.87 out of 5 average rating, 15 reviews
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Home in Monteriggioni
The Barn Detached house surrounded by greenery
1 bedroom, 2 beds, 1 bathroom
3–8 Sept
5.0 out of 5 average rating, 12 reviews
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Villa in Monteriggioni
Tenuta Uzielli an elegant countryside villa
7 bedrooms, 7 beds, 8 bathrooms
7–12 Sept
5.0 out of 5 average rating, 20 reviews
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Home in Monteriggioni
Beautiful Villa with private swimming pool
2 bedrooms, 3 beds, 2 bathrooms
10–17 Oct
5.0 out of 5 average rating, 17 reviews
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Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
3 bedrooms, 3 beds, 3 bathrooms
5–10 Sept
New place to stay
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Flat in Gavignano
Poggio Massiccioli
2 bedrooms, 2 queen beds, 1 bathroom
30 Oct – 4 Nov
4.92 out of 5 average rating, 385 reviews
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Home in Castellina in Chianti
Capanna di Sotto by Interhome.
2 bedrooms, 2 bathrooms
30 Sept – 5 Oct
5.0 out of 5 average rating, 9 reviews
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Flat in San Gimignano
Luxury Residence in the Heart of San Gimignano
3 bedrooms, 3 king beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 4 reviews
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Dome in Volterra
Green Dome @ The Land Before Time Retreats
1 double bed, 1 bathroom
2–7 Sept
4.95 out of 5 average rating, 160 reviews
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Apartment in Monteriggioni
Loggiato di Lorena - Along the Via Francigena
2 bedrooms, 2 double beds, 1.5 bathrooms
4–9 Sept
4.95 out of 5 average rating, 19 reviews
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Farm stay in Gaiole in Chianti
La Pieve - the house next to the church
2 bedrooms, 3 beds, 1 bathroom
9–14 Nov
4.96 out of 5 average rating, 114 reviews
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Apartment in Noce
Historic 17th-century farmhouse in Chianti, Tuscany
1 bedroom, 2 beds, 1 bathroom
25–30 Oct
5.0 out of 5 average rating, 218 reviews
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Flat in Poggibonsi
OLIVE TREE APARTMENT - CHIANTI
1 bedroom, 3 beds, 1 bathroom
1–6 Apr
4.97 out of 5 average rating, 279 reviews
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Superhost
Room in Monteriggioni
B&B Il Poderino, Oil Mill Room
1 double bed, 1 bathroom
21–26 Oct
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Holiday home in Sovicille
Podere La Castellina - No. 6 ROSETO
2 bedrooms, 3 beds, 2 bathrooms
24–29 Oct
4.99 out of 5 average rating, 82 reviews
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Home in Colle di Val d'Elsa
Casa per la Costa – Colle di Val d'Elsa
1 bedroom, 2 beds, 1.5 bathrooms
1–6 Nov
4.96 out of 5 average rating, 288 reviews
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Apartment in Colle di Val d'Elsa
Florence & Siena • Terrace • Private Parking • A/C
2 bedrooms, 3 beds, 1 bathroom
19–24 Oct
5.0 out of 5 average rating, 27 reviews
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Flat in Siena
[NEW!] Renovated, just a stone's throw from the center!
2 bedrooms, 4 beds, 2 bathrooms
31 Oct – 5 Nov
5.0 out of 5 average rating, 18 reviews