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Search results; Over 1,000 homes in San Donato

Top guest favourite
Holiday home in San Donato
Chianti Penthouse with panoramic View & Pool
1 bedroom, 1 bed, 1 private bathroom
15–20 Oct, Business host
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4.98 out of 5 average rating, 174 reviews
Top guest favourite
Villa in Barberino Tavarnelle
Valluccia 51
Individual host
30 Sept – 5 Oct
5.0 out of 5 average rating, 49 reviews
Top guest favourite
Flat in San Donato
Loft in the heart of Chianti.
Individual host
14–19 Oct
4.97 out of 5 average rating, 117 reviews
Top guest favourite
Flat in San Donato
My home
Individual host
3–8 Sept
5.0 out of 5 average rating, 10 reviews
Guest favourite
Room in San Donato
Palazzo Malaspina, King Room with Jacuzzi
Individual host
21–26 Oct
5.0 out of 5 average rating, 6 reviews
Holiday home in Barberino Tavarnelle
Le Querciole by Mauro Corsi
Individual host
3–8 Sept
Top guest favourite
Home in San Filippo a Ponzano
Infinity pool in Chianti 1
Business host
20–25 Oct
5.0 out of 5 average rating, 141 reviews
Home in San Donato
Holiday House Casa Beccaccia Private Pool
Individual host
1–8 Nov
Top guest favourite
Villa in Barberino Tavarnelle
Three-Bedroom semi-detached Villa in Chianti
Individual host
8–13 Oct
4.98 out of 5 average rating, 66 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, 18 reviews
Top guest favourite
Home in Barberino Tavarnelle
Relaxing Tuscan Country Home with Beautiful Views
Individual host
3–8 Nov
5.0 out of 5 average rating, 87 reviews
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
15–20 Sept
New place to stay
Top guest favourite
Home in Castellina in Chianti
Apartment with stunning view on the vineyards
Business host
25–30 Oct
4.97 out of 5 average rating, 31 reviews
Top guest favourite
Villa in Gaiole in Chianti
Galendino
Business host
19–26 Sept
5.0 out of 5 average rating, 10 reviews
Villa in Castelfiorentino
[Florence 45min] 4-bedroom panoramic villa with swimming pool
Individual host
6–11 Sept
New place to stay
Guest favourite
Farm stay in Poggibonsi
Holiday home Poggio al olive trees
Business host
16–21 Oct
5.0 out of 5 average rating, 32 reviews
Top guest favourite
Home in Florence
Villa Agnese · Pool · Duomo View · Parking
Individual host
24–29 Oct
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Townhouse in Colle di Val d'Elsa
Il Cristallo – Dream Getaway in Tuscany
Business host
6–11 Sept
5.0 out of 5 average rating, 9 reviews
Home in Poggibonsi
Le Casacce Farmhouse
Individual host
30 Sept – 5 Oct
5.0 out of 5 average rating, 5 reviews