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Search results; Over 1,000 homes in Poggio di Villore

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Top guest favourite
Guest suite in Poggio di Villore
Lovely suite nestled in the heart of Chianti
1 bedroom, 1 bed, 1 private bathroom
3–8 Sept
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4.97 out of 5 average rating, 63 reviews
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Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
3 bedrooms, 3 beds
5–10 Sept
New place to stay
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Superhost
Flat in Poggibonsi
Il Casale di Villore, Poggibonsi, Siena, Tuscany, Prugnolo Apt.
1 bedroom, 1 queen bed
26 Sept – 1 Oct
5.0 out of 5 average rating, 9 reviews
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Guest favourite
Farm stay in Poggibonsi
Holiday home Poggio al olive trees
2 bedrooms, 4 beds
16–21 Oct
5.0 out of 5 average rating, 32 reviews
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Top guest favourite
Flat in Poggibonsi
Casal De' Matti - Margot House
2 bedrooms, 3 beds
10–15 Oct
4.98 out of 5 average rating, 47 reviews
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Holiday home in Barberino Tavarnelle
Le Querciole by Mauro Corsi
4 bedrooms, 3 double beds
1–6 Sept
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Top guest favourite
Villa in Linari
Entire villa with private pool, stunning view!
6 bedrooms, 7 beds
1–6 Sept
4.98 out of 5 average rating, 60 reviews
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Top guest favourite
Home in Poggibonsi
Relax in Chianti countryside
3 bedrooms, 4 beds
1–6 Sept
5.0 out of 5 average rating, 38 reviews
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Top guest favourite
Hut in Castellina in Chianti
Apartment in Chianti - Capanna
2 bedrooms, 4 beds
11–16 Oct
4.95 out of 5 average rating, 20 reviews
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Home in Castellina in Chianti
Cignanbianco - Sunrise and Sunset by Interhome
5 bedrooms, 3 single beds
15–22 Oct
4.75 out of 5 average rating, 4 reviews
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Top guest favourite
Apartment in Poggibonsi
Gallery Apartment near Chianti
2 bedrooms, 5 beds
19–24 Sept
4.95 out of 5 average rating, 151 reviews
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Top guest favourite
Flat in Castellina in Chianti
Casa Mirella in Chianti
2 bedrooms, 2 queen beds
25–30 Oct
4.95 out of 5 average rating, 56 reviews
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Flat in Certaldo
La Casa di Mario: Apt near Siena and Florence
3 bedrooms, 3 double beds
29 Sept – 4 Oct
5.0 out of 5 average rating, 4 reviews
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Barn in Poggibonsi
Barn in the heart of Chianti
2 bedrooms, 2 beds
1–6 Sept
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Top guest favourite
Flat in Poggibonsi
Modern and bright studio apartment! New!
1 bedroom, 1 double bed
7–12 Oct
5.0 out of 5 average rating, 17 reviews
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Guest favourite
Apartment in San Gimignano
Casolare apartment with pool “Casa Monti”
3 bedrooms, 3 beds
1–6 Sept
5.0 out of 5 average rating, 11 reviews
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Home in Fonterutoli
Private house overlooking Siena
6 bedrooms, 10 beds
1–6 Sept
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Villa in Monteriggioni
Tenuta Uzielli an elegant countryside villa
7 bedrooms, 7 beds
7–12 Sept
5.0 out of 5 average rating, 20 reviews
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Top guest favourite
Flat in San Gimignano
Private Courtyard | 3BR/3BA | Garage
3 bedrooms, 3 king beds
1–6 Sept
5.0 out of 5 average rating, 12 reviews