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Search results; Over 1,000 homes in Poggibonsi

Guest favourite
Holiday home in Poggibonsi
Vittoria Chianti Vacations 🍇🍷
2 bedrooms, 4 beds, 1 private bathroom
22–27 Jul
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4.94 out of 5 average rating, 198 reviews
Top guest favourite
Villa in Poggibonsi
Villa L'Olivo w/Private pool (Close San Gimignano)
3 bedrooms, 4 beds, 2 bathrooms
6–11 Nov
4.99 out of 5 average rating, 91 reviews
Top guest favourite
Castle in Poggibonsi
Castle with panoramic pool in the heart of Tuscany
5 bedrooms, 6 beds, 5.5 bathrooms
19–24 Oct
4.97 out of 5 average rating, 66 reviews
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Apartment in Poggibonsi
Gallery Apartment near Chianti
2 bedrooms, 5 beds, 1 bathroom
13–18 Sept
4.94 out of 5 average rating, 141 reviews
Guest favourite
Flat in Poggibonsi
Modern and bright studio apartment! New!
1 bedroom, 1 double bed, 1 bathroom
18–23 Jul
5.0 out of 5 average rating, 7 reviews
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Flat in Poggibonsi
Villa Mocarello "IL LECCIO"
1 bedroom, 1 double bed, 1 bathroom
15–20 Jul
5.0 out of 5 average rating, 127 reviews
Top guest favourite
Apartment in Poggibonsi
Casa Amaryllis
1 bedroom, 1 double bed, 1 bathroom
4–9 Oct
4.98 out of 5 average rating, 283 reviews
Flat in Poggibonsi
Nel cuore di Poggibonsi 2
1 bedroom, 1 double bed, 1 bathroom
8–13 Jul
New place to stay
Top guest favourite
Flat in Poggibonsi
Casal De' Matti - Margot House
2 bedrooms, 3 beds, 2 bathrooms
10–15 Oct
4.98 out of 5 average rating, 45 reviews
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Farm stay in Poggibonsi
I Melograni del Chianti - Focolare Apartment
2 bedrooms, 3 beds, 2 bathrooms
27 Oct – 1 Nov
4.98 out of 5 average rating, 44 reviews
Top guest favourite
Villa in Poggibonsi
Wonderful villa for 6 with heatable swimming pool
3 bedrooms, 3 beds, 3.5 bathrooms
31 Oct – 7 Nov
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Farm stay in Noce
Historic villa with private pool in Tuscany
2 bedrooms, 4 beds, 2 bathrooms
11–16 Nov
5.0 out of 5 average rating, 31 reviews
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Flat in Gavignano
Poggio Massiccioli
2 bedrooms, 2 queen beds, 1 bathroom
4–9 Oct
4.92 out of 5 average rating, 378 reviews
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Flat in San Gimignano
Private Courtyard | 3BR/3BA | Garage
3 bedrooms, 3 king beds, 3 bathrooms
13–18 Jul
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Barn in Montespertoli
Tuscan Farmhouse – Private Pool & Chianti Views
3 bedrooms, 5 beds, 2 bathrooms
19–24 Oct
5.0 out of 5 average rating, 43 reviews
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Flat in Poggibonsi
Laura Chianti Holidays
2 bedrooms, 5 beds, 2 bathrooms
9–14 Nov
4.98 out of 5 average rating, 330 reviews
Top guest favourite
Home in Poggibonsi
Casa Iris (with jacuzzi) - Close to San Gimignano
1 bedroom, 2 beds, 1 bathroom
13–18 Nov
4.98 out of 5 average rating, 64 reviews
Top guest favourite
Home in Barberino Tavarnelle
Infinity pool in Chianti area
3 bedrooms, 4 beds, 2 bathrooms
20–25 Oct
5.0 out of 5 average rating, 131 reviews
Top guest favourite
Villa in Barberino Tavarnelle
Luxury Villa in Chianti • Private Natural Pool
2 bedrooms, 3 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 26 reviews