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Search results; Over 1,000 homes in Poggibonsi

Guest favourite
Apartment in Poggibonsi
Roman(tic) Panoramic
1 bedroom, 2 beds, 1 private bathroom
24–29 Sept
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4.84 out of 5 average rating, 58 reviews
Top guest favourite
Castle in Poggibonsi
Castle with panoramic pool in the heart of Tuscany
5 bedrooms, 6 beds
19–24 Oct
4.97 out of 5 average rating, 72 reviews
Guest favourite
Apartment in Poggibonsi
Gallery Apartment near Chianti
2 bedrooms, 5 beds
11–16 Oct
4.95 out of 5 average rating, 152 reviews
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, 100 reviews
Flat in Poggibonsi
Small apartment 90 meters from Siena Eye Laser
1 bedroom, 1 double bed
13–18 Sept
New place to stay
Top guest favourite
Villa in Poggibonsi
Wonderful villa for 6 with heatable swimming pool
3 bedrooms, 3 beds
31 Oct – 7 Nov
5.0 out of 5 average rating, 19 reviews
Top guest favourite
Flat in Poggibonsi
Laura Chianti Holidays
2 bedrooms, 5 beds
9–14 Nov
4.98 out of 5 average rating, 340 reviews
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
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
3 bedrooms, 3 beds
15–20 Sept
New place to stay
Guest favourite
Home in Poggibonsi
Le Casacce Farmhouse
2 bedrooms, 2 beds
11–16 Oct
5.0 out of 5 average rating, 5 reviews
Guest favourite
Flat in Poggibonsi
Cozy tourist house for 4 guests, top relaxation!
2 bedrooms, 2 beds
11–16 Oct
5.0 out of 5 average rating, 9 reviews
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, 50 reviews
Guest favourite
Flat in Poggibonsi
cate house
2 bedrooms, 3 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 7 reviews
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
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
Top guest favourite
Flat in Gavignano
Poggio Massiccioli
2 bedrooms, 2 queen beds
30 Oct – 4 Nov
4.92 out of 5 average rating, 387 reviews
Top guest favourite
Flat in Poggibonsi
Casal De' Matti - Margot House
2 bedrooms, 3 beds
16–21 Oct
4.98 out of 5 average rating, 47 reviews
Top guest favourite
Home in Colle di Val d'Elsa
The House in the Alley – Colle di Val d'Elsa
2 bedrooms, 3 beds
5–10 Nov
4.99 out of 5 average rating, 135 reviews
Top guest favourite
Farm stay in Poggibonsi
I Melograni del Chianti - Apt. Mangiatoia 2BR
2 bedrooms, 2 double beds
16–21 Apr
4.95 out of 5 average rating, 22 reviews