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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, 199 reviews
Top guest favourite
Villa in Poggibonsi
Villa L'Olivo w/Private pool (Close San Gimignano)
4.99 out of 5 average rating, 92 reviews, 3 bedrooms, 4 beds, 2 bathrooms
6–11 Nov
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Castle in Poggibonsi
Castle with panoramic pool in the heart of Tuscany
4.97 out of 5 average rating, 67 reviews, 5 bedrooms, 6 beds, 5.5 bathrooms
19–24 Oct
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Apartment in Poggibonsi
Gallery Apartment near Chianti
4.94 out of 5 average rating, 142 reviews, 2 bedrooms, 5 beds, 1 bathroom
30 Sept – 5 Oct
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Flat in Gavignano
Poggio Massiccioli
4.92 out of 5 average rating, 379 reviews, 2 bedrooms, 2 beds, 1 bathroom
4–9 Oct
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Flat in Poggibonsi
Villa Mocarello "IL LECCIO"
5.0 out of 5 average rating, 127 reviews, 1 bedroom, 1 bed, 1 bathroom
15–20 Jul
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Farm stay in Poggibonsi
I Melograni del Chianti - Focolare Apartment
4.98 out of 5 average rating, 45 reviews, 2 bedrooms, 3 beds, 2 bathrooms
27 Oct – 1 Nov
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Flat in Poggibonsi
Modern and bright studio apartment! New!
5.0 out of 5 average rating, 8 reviews, 1 bedroom, 1 bed, 1 bathroom
17–22 Aug
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Apartment in Poggibonsi
Casa Amaryllis
4.98 out of 5 average rating, 284 reviews, 1 bedroom, 1 bed, 1 bathroom
4–9 Oct
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Farm stay in Noce
Historic villa with private pool in Tuscany
5.0 out of 5 average rating, 31 reviews, 2 bedrooms, 4 beds, 2 bathrooms
11–16 Nov
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Flat in Poggibonsi
Laura Chianti Holidays
4.98 out of 5 average rating, 330 reviews, 2 bedrooms, 5 beds, 2 bathrooms
9–14 Nov
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Villa in Poggibonsi
Wonderful villa for 6 with heatable swimming pool
5.0 out of 5 average rating, 17 reviews, 3 bedrooms, 3 beds, 3.5 bathrooms
31 Oct – 7 Nov
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Flat in Poggibonsi
Casal De' Matti - Margot House
4.98 out of 5 average rating, 45 reviews, 2 bedrooms, 3 beds, 2 bathrooms
10–15 Oct
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Villa in Barberino Tavarnelle
Luxury Villa in Chianti • Private Natural Pool
5.0 out of 5 average rating, 26 reviews, 2 bedrooms, 3 beds, 2 bathrooms
1–6 Sept
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Home in Poggibonsi
Casa Iris (with jacuzzi) - Close to San Gimignano
4.98 out of 5 average rating, 64 reviews, 1 bedroom, 2 beds, 1 bathroom
13–18 Nov
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Barn in Montespertoli
Tuscan Farmhouse – Private Pool & Chianti Views
5.0 out of 5 average rating, 45 reviews, 3 bedrooms, 5 beds, 2 bathrooms
19–24 Oct
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Home in Barberino Tavarnelle
Infinity pool in Chianti area
5.0 out of 5 average rating, 131 reviews, 3 bedrooms, 4 beds, 2 bathrooms
20–25 Oct
Top guest favourite
Villa in Linari
Entire villa with private pool, stunning view!
4.98 out of 5 average rating, 59 reviews, 6 bedrooms, 7 beds, 6.5 bathrooms
26–31 Jul
Home in Poggibonsi
Le Casacce Farmhouse
New place to stay, 2 bedrooms, 2 beds, 2 bathrooms
30 Aug – 4 Sept