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Search results; Over 1,000 homes in San Donato

Top guest favourite
Apartment in San Donato
Fiorenza Apartment in Chianti Classico
1 bedroom, 1 bed, 1 private bathroom
5–10 Oct, Individual host
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4.94 out of 5 average rating, 86 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
Villa in Barberino Tavarnelle
Valluccia 51
Individual host
30 Sept – 5 Oct
5.0 out of 5 average rating, 50 reviews
Top guest favourite
Flat in San Donato
My home
Individual host
23–28 Sept
5.0 out of 5 average rating, 10 reviews
Holiday home in Barberino Tavarnelle
Le Querciole by Mauro Corsi
Individual host
17–22 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
Top guest favourite
Flat in Barberino Val d'Elsa
Apartment in Chianti at Mulino dell'Argenna
Individual host
17–22 Oct
4.99 out of 5 average rating, 153 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
Home in San Donato
Holiday House Casa Beccaccia Private Pool
Individual host
1–8 Nov
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
Top guest favourite
Farm stay in Castellina in Chianti
1st floor apartment with shared pool - 4 pax
Business host
27 Oct – 1 Nov
5.0 out of 5 average rating, 15 reviews
Villa in Madonna di Pietracupa
Villa sonia - luxury villa rental in madonna di pi
Business host
19–26 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Galenda
Casa Pernice · Chianti villa with private pool
Business host
7–12 Oct
5.0 out of 5 average rating, 15 reviews
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, 33 reviews
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
15–20 Sept
New place to stay
Superhost
Home in San Filippo a Ponzano
Infinity pool in Chianti 2
Business host
21–26 Oct
Guest favourite
Home in Bagno A Ripoli
Historic Stone Villa | Pool | 15min Florence
Individual host
1–6 Oct
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Villa in Gaiole in Chianti
Galendino
Business host
10–17 Oct
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Home in Barberino Tavarnelle
Peaceful Tuscan Home with Breathtaking Views
Individual host
3–8 Nov
5.0 out of 5 average rating, 90 reviews