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Search results; Over 1,000 homes in Poggibonsi

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Top guest favourite
Apartment in Poggibonsi
Casa Amaryllis
1 bedroom, 1 bed, 1 private bathroom
10–15 Oct, Individual host
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4.98 out of 5 average rating, 288 reviews
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Top guest favourite
Castle in Poggibonsi
Castle with panoramic pool in the heart of Tuscany
Business host
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
Individual host
19–24 Sept
4.95 out of 5 average rating, 151 reviews
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Top guest favourite
Villa in Poggibonsi
Villa L'Olivo w/Private pool (Close San Gimignano)
Individual host
6–11 Nov
4.99 out of 5 average rating, 97 reviews
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Top guest favourite
Villa in Poggibonsi
Wonderful villa for 6 with heatable swimming pool
Individual host
31 Oct – 7 Nov
5.0 out of 5 average rating, 18 reviews
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Guest favourite
Flat in Poggibonsi
Cozy tourist house for 4 guests, top relaxation!
Individual host
9–14 Sept
5.0 out of 5 average rating, 8 reviews
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Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
1–6 Sept
New place to stay
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Top guest favourite
Flat in Poggibonsi
Modern and bright studio apartment! New!
Individual host
7–12 Oct
5.0 out of 5 average rating, 17 reviews
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Top guest favourite
Flat in Poggibonsi
Laura Chianti Holidays
Individual host
9–14 Nov
4.98 out of 5 average rating, 337 reviews
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Top guest favourite
Flat in Poggibonsi
Villa Mocarello "IL LECCIO"
Individual host
6–11 Oct
5.0 out of 5 average rating, 129 reviews
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Guest favourite
Flat in Poggibonsi
cate house
Individual host
1–6 Sept
5.0 out of 5 average rating, 7 reviews
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Home in Poggibonsi
Le Casacce Farmhouse
Individual host
30 Sept – 5 Oct
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
Villa in Linari
Entire villa with private pool, stunning view!
Individual host
1–6 Sept
4.98 out of 5 average rating, 60 reviews
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Guest favourite
Apartment in San Gimignano
Casolare apartment with pool “Casa Monti”
Individual host
1–6 Sept
5.0 out of 5 average rating, 11 reviews
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Top guest favourite
Farm stay in San Gimignano
Casa Renai - holidays with friends in San Gimignano
Business host
15–20 Oct
5.0 out of 5 average rating, 48 reviews
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Flat in San Gimignano
Luxury Residence in the Heart of San Gimignano
Individual host
1–6 Sept
5.0 out of 5 average rating, 4 reviews
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Superhost
Villa in Tignano
Villa Isabella
Individual host
20–25 Sept
4.96 out of 5 average rating, 207 reviews
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Top guest favourite
Flat in San Gimignano
Private Courtyard | 3BR/3BA | Garage
Individual host
1–6 Sept
5.0 out of 5 average rating, 12 reviews
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Guest favourite
Home in Monteriggioni
The Barn Detached house surrounded by greenery
Individual host
3–8 Sept
5.0 out of 5 average rating, 12 reviews