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Search results; Over 1,000 homes in Poggibonsi

Guest favourite
Holiday home in Poggibonsi
App.Cavallo - Megognano,2/A
1 bedroom, 3 beds, 2 shared bathrooms
11–16 Oct
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4.9 out of 5 average rating, 77 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, 72 reviews
Guest favourite
Apartment in Poggibonsi
Gallery Apartment near Chianti
2 bedrooms, 5 beds, 1 bathroom
14–19 Nov
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, 2 bathrooms
6–11 Nov
4.99 out of 5 average rating, 100 reviews
Top guest favourite
Room in Poggibonsi
Ensuite room between Siena and Florence
1 queen bed, 1 bathroom
11–16 Oct
4.95 out of 5 average rating, 580 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, 19 reviews
Flat in Poggibonsi
Small apartment 90 meters from Siena Eye Laser
1 bedroom, 1 double bed, 1 bathroom
15–20 Sept
New place to stay
Top guest favourite
Room in Poggibonsi
Modern room in Poggibonsi: in the heart of Tuscany
1 queen bed, 1 bathroom
20–25 Sept
4.92 out of 5 average rating, 447 reviews
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
3 bedrooms, 3 beds, 3 bathrooms
15–20 Sept
New place to stay
Top guest favourite
Flat in Poggibonsi
Laura Chianti Holidays
2 bedrooms, 5 beds, 2 bathrooms
9–14 Nov
4.98 out of 5 average rating, 340 reviews
Guest favourite
Flat in Poggibonsi
cate house
2 bedrooms, 3 beds, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 7 reviews
Guest favourite
Flat in Poggibonsi
Cozy tourist house for 4 guests, top relaxation!
2 bedrooms, 2 beds, 1 bathroom
11–16 Oct
5.0 out of 5 average rating, 9 reviews
Guest favourite
Flat in Poggibonsi
In the center of Tuscany
1 bedroom, 1 queen bed, 1 bathroom
31 Oct – 5 Nov
4.93 out of 5 average rating, 251 reviews
Home in Barberino Tavarnelle
Exclusive Villa Tegolato in Chianti
10 bedrooms, 11 beds, 8 bathrooms
6–11 Oct
New place to stay
Top guest favourite
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, 51 reviews
Top guest favourite
Flat in Gavignano
Poggio Massiccioli
2 bedrooms, 2 queen beds, 1 bathroom
16–21 Sept
4.92 out of 5 average rating, 389 reviews
Guest favourite
Flat in Poggibonsi
La Casa di Chloe - apartment
3 bedrooms, 3 double beds, 3 bathrooms
22–27 May
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Flat in Poggibonsi
Villa Mocarello "IL LECCIO"
1 bedroom, 1 double bed, 1 bathroom
8–13 Oct
5.0 out of 5 average rating, 131 reviews
Guest favourite
Home in Poggibonsi
Le Casacce Farmhouse
2 bedrooms, 2 beds, 2 bathrooms
11–16 Oct
5.0 out of 5 average rating, 6 reviews