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Search results; Over 1,000 homes in Monteriggioni

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Top guest favourite
Cottage in Monteriggioni
Monteriggioni Castello, holiday house in Tuscany
2 bedrooms, 7 beds, 1 private bathroom
1–6 Nov, Business host
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4.95 out of 5 average rating, 297 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
20–25 Sept
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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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Home in Pievescola
La Casa di Gio - Tuscany in full view
Individual host
26 Sept – 1 Oct
New place to stay
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Top guest favourite
Home in Castellina in Chianti
Apartment with stunning view on the vineyards
Business host
25–30 Oct
4.97 out of 5 average rating, 33 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, 91 reviews
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Top guest favourite
Apartment in Monteriggioni
Loggiato di Lorena - Along the Via Francigena
Business host
21–26 Sept
4.95 out of 5 average rating, 19 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
Flat in Siena
Terrace on the walls of Siena - Casa Laura
Individual host
2–7 Jan
5.0 out of 5 average rating, 110 reviews
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Top guest favourite
Holiday home in San Gimignano
Margherita Tuscan home apartment
Business host
22–27 Nov
4.93 out of 5 average rating, 298 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, 292 reviews
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Top guest favourite
Castle in Poggibonsi
Castello Di Badia - panoramic pool overlooking Tuscany
Business host
19–24 Oct
4.97 out of 5 average rating, 72 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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Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
7–12 Oct
5.0 out of 5 average rating, 3 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
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Top guest favourite
Flat in Poggibonsi
Laura Chianti Holidays
Individual host
19–24 Nov
4.98 out of 5 average rating, 342 reviews