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Search results; Over 1,000 homes in Poggibonsi

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Guest favourite
Villa in Poggibonsi
Villa with pool in Chianti Area
4 bedrooms, 4 beds, 3.5 private bathrooms
2–7 Oct
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4.95 out of 5 average rating, 73 reviews
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Top guest favourite
Castle in Poggibonsi
Castello Di Badia – Panoramic Pool Overlooking Tuscany
5 bedrooms, 6 beds
19–24 Oct
4.97 out of 5 average rating, 72 reviews
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Top guest favourite
Apartment in Poggibonsi
Gallery Apartment near Chianti
2 bedrooms, 5 beds
14–19 Nov
4.95 out of 5 average rating, 154 reviews
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Top guest favourite
Room in Poggibonsi
Ensuite room between Siena and Florence
1 queen bed
11–16 Oct
4.95 out of 5 average rating, 581 reviews
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Top guest favourite
Villa in Poggibonsi
Villa L'Olivo w/Private pool (Close San Gimignano)
3 bedrooms, 4 beds
6–11 Nov
4.99 out of 5 average rating, 101 reviews
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Top guest favourite
Apartment in Poggibonsi
Casa Amaryllis
1 bedroom, 1 double bed
10–15 Oct
4.98 out of 5 average rating, 290 reviews
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Top guest favourite
Villa in Poggibonsi
Wonderful villa for 6 with heatable swimming pool
3 bedrooms, 3 beds
17–24 Oct
5.0 out of 5 average rating, 19 reviews
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Guest favourite
Flat in Poggibonsi
Cozy tourist house for 4 guests, top relaxation!
2 bedrooms, 2 beds
16–21 Oct
5.0 out of 5 average rating, 9 reviews
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Guest favourite
Flat in Poggibonsi
cate house
2 bedrooms, 3 beds
13–18 Oct
5.0 out of 5 average rating, 7 reviews
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Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
3 bedrooms, 3 beds
7–12 Oct
5.0 out of 5 average rating, 3 reviews
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Guest favourite
Home in Poggibonsi
Le Casacce Farmhouse
2 bedrooms, 2 beds
15–20 Oct
5.0 out of 5 average rating, 6 reviews
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Top guest favourite
Farm stay in Poggibonsi
I Melograni del Chianti - Focolare Apartment
2 bedrooms, 3 beds
27 Oct – 1 Nov
4.98 out of 5 average rating, 51 reviews
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Top guest favourite
Room in Poggibonsi
Modern room in Poggibonsi: in the heart of Tuscany
1 queen bed
4–9 Oct
4.92 out of 5 average rating, 447 reviews
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Top guest favourite
Flat in Poggibonsi
Laura Chianti Holidays
2 bedrooms, 5 beds
22–27 Nov
4.98 out of 5 average rating, 342 reviews
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Flat in Poggibonsi
Small apartment 90 meters from Siena Eye Laser
1 bedroom, 1 double bed
3–8 Oct
New place to stay
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Home in Barberino Tavarnelle
Exclusive Villa Tegolato in Chianti
10 bedrooms, 11 beds
6–11 Oct
New place to stay
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Top guest favourite
Flat in Poggibonsi
Villa Mocarello "IL LECCIO"
1 bedroom, 1 double bed
8–13 Oct
5.0 out of 5 average rating, 131 reviews
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Top guest favourite
Flat in Poggibonsi
Casal De' Matti - Margot House
2 bedrooms, 3 beds
26–31 Oct
4.98 out of 5 average rating, 47 reviews
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Guest favourite
Flat in Poggibonsi
La Casa di Chloe - apartment
3 bedrooms, 3 double beds
22–27 May
5.0 out of 5 average rating, 15 reviews