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Search results; Over 1,000 homes in Poggibonsi

Guest favourite
Apartment in Poggibonsi
PODERE VAL DI GALLO, CHIANTI, SIENA
2 bedrooms, 2 beds, 1 private bathroom
22–27 Oct, Business host
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4.74 out of 5 average rating, 277 reviews
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
Guest favourite
Apartment in Poggibonsi
Gallery Apartment near Chianti
Individual host
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)
Individual host
6–11 Nov
4.99 out of 5 average rating, 100 reviews
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, 19 reviews
Flat in Poggibonsi
small apartment 90 metres from Siena Eye Laser
Individual host
14–19 Sept
New place to stay
Guest favourite
Home in Poggibonsi
Le Casacce Farmhouse
Individual host
11–16 Oct
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Farm stay in Poggibonsi
I Melograni del Chianti - Focolare Apartment
Business host
27 Oct – 1 Nov
4.98 out of 5 average rating, 51 reviews
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
15–20 Sept
New place to stay
Top guest favourite
Flat in Gavignano
Poggio Massiccioli
Individual host
30 Oct – 4 Nov
4.92 out of 5 average rating, 388 reviews
Top guest favourite
Flat in Poggibonsi
Laura Chianti Holidays
Individual host
9–14 Nov
4.98 out of 5 average rating, 340 reviews
Guest favourite
Flat in Poggibonsi
Cozy tourist house for 4 guests, top relaxation!
Individual host
11–16 Oct
5.0 out of 5 average rating, 9 reviews
Guest favourite
Flat in Poggibonsi
La Casa di Chloe - apartment
Individual host
22–27 May
5.0 out of 5 average rating, 15 reviews
Guest favourite
Flat in Poggibonsi
cate house
Individual host
27 Sept – 2 Oct
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Flat in Poggibonsi
Villa Mocarello "IL LECCIO"
Individual host
8–13 Oct
5.0 out of 5 average rating, 131 reviews
Top guest favourite
Farm stay in Poggibonsi
I Melograni del Chianti - Apt. Mangiatoia 2BR
Business host
16–21 Apr
4.95 out of 5 average rating, 22 reviews
Top guest favourite
Villa in Linari
Entire villa with private pool, stunning view!
Individual host
18–23 Sept
4.98 out of 5 average rating, 60 reviews
Top guest favourite
Flat in Poggibonsi
Casal De' Matti - Margot House
Business host
16–21 Oct
4.98 out of 5 average rating, 47 reviews
Top guest favourite
Home in Poggibonsi
Il Greppo rustic charm Tuscan views & Hot Tub
Individual host
8–13 Oct
5.0 out of 5 average rating, 28 reviews