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Search results; Over 1,000 homes in Poggibonsi

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Top guest favourite
Flat in Poggibonsi
Laura Chianti Holidays
2 bedrooms, 5 beds, 2 private bathrooms
22–27 Nov, Individual host
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4.98 out of 5 average rating, 343 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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Top guest favourite
Villa in Poggibonsi
Wonderful villa for 6 with heatable swimming pool
Individual host
17–22 Oct
5.0 out of 5 average rating, 19 reviews
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Guest favourite
Apartment in Poggibonsi
Gallery Apartment near Chianti
Individual host
20–25 Nov
4.95 out of 5 average rating, 154 reviews
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Top guest favourite
Apartment in Poggibonsi
Casa Amaryllis
Individual host
10–15 Oct
4.98 out of 5 average rating, 290 reviews
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Top guest favourite
Farm stay in Poggibonsi
I Melograni del Chianti - Focolare Apartment
Business host
27 Oct – 1 Nov
4.98 out of 5 average rating, 51 reviews
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Top guest favourite
Villa in Linari
Entire villa with private pool, stunning view!
Individual host
20–25 Oct
4.98 out of 5 average rating, 61 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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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 Poggibonsi
cate house
Individual host
13–18 Oct
5.0 out of 5 average rating, 7 reviews
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Top guest favourite
Flat in Gavignano
Poggio Massiccioli
Individual host
3–8 Nov
4.92 out of 5 average rating, 391 reviews
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Top guest favourite
Flat in Poggibonsi
Villa Mocarello "IL LECCIO"
Individual host
8–13 Oct
5.0 out of 5 average rating, 131 reviews
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Guest favourite
Flat in Poggibonsi
Cozy tourist house for 4 guests, top relaxation!
Individual host
16–21 Oct
5.0 out of 5 average rating, 9 reviews
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Flat in Poggibonsi
small apartment 90 metres from Siena Eye Laser
Individual host
4–9 Oct
New place to stay
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Guest favourite
Home in Barberino Tavarnelle
Exclusive Villa with Swimming Pool in the Chianti Classico Area
Business host
2–7 Oct
5.0 out of 5 average rating, 5 reviews
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Top guest favourite
Farm stay in Greve in Chianti
Farmhouse in Chianti with Swimming Pool
Business host
25–30 Nov
4.99 out of 5 average rating, 516 reviews
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Top guest favourite
Flat in San Gimignano
Private Courtyard | 3BR/3BA | Garage
Individual host
18–23 Oct
5.0 out of 5 average rating, 15 reviews
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Top guest favourite
Flat in Poggibonsi
App.Falegnameria
Business host
11–16 Oct
4.97 out of 5 average rating, 62 reviews
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Top guest favourite
Flat in San Gimignano
Luxury Residence in the Heart of San Gimignano
Individual host
28 Oct – 2 Nov
5.0 out of 5 average rating, 7 reviews