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Search results; Over 1,000 homes in San Donato

Guest favourite
Flat in San Donato
Leonardo by Interhome
2 bedrooms, 2 beds, 2 private bathrooms
21–26 Mar, Business host
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4.93 out of 5 average rating, 69 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
23–28 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
Home in San Donato
Holiday House Casa Beccaccia Private Pool
Individual host
1–8 Nov
Top guest favourite
Home in Poggibonsi
Il Greppo rustic charm Tuscan views & Hot Tub
Individual host
2–7 Nov
5.0 out of 5 average rating, 27 reviews
Top guest favourite
Apartment in Barberino Tavarnelle
Elide's house
Individual host
13–18 Sept
4.98 out of 5 average rating, 41 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, 151 reviews
Guest favourite
Home in San Casciano In Val di Pesa
Artists' House
Individual host
19–24 Sept
4.9 out of 5 average rating, 20 reviews
Top guest favourite
Farm stay in Greve in Chianti
Agriturismo and Organic Farm Testalepre – Civetta
Business host
11–16 Sept
4.89 out of 5 average rating, 85 reviews
Top guest favourite
Flat in Castellina in Chianti
Casa Mirella in Chianti
Individual host
26–31 Oct
4.95 out of 5 average rating, 56 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
Holiday home in Barberino Tavarnelle
Le Querciole by Mauro Corsi
Individual host
17–22 Sept
Top guest favourite
Villa in Impruneta
Exclusive Estate: Concierge service & heated pool
Individual host
4–9 Oct
4.99 out of 5 average rating, 145 reviews
Room in Barberino Val d'Elsa
Compact Double | Chianti | Pool & Restaurant
Business host
24–29 Sept
Top guest favourite
Villa in Barberino Tavarnelle
Chianti Holidays, Il Poggetto by Alfina
Individual host
20–25 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Flat in Barberino Tavarnelle
Podere Le Casette Garden
Business host
7–12 Oct
5.0 out of 5 average rating, 15 reviews
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
15–20 Sept
New place to stay