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Search results; Over 1,000 homes in San Donato

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Top guest favourite
Villa in San Donato
Casa Colombaia, in the Chiantishire
4 bedrooms, 5 beds, 3 private bathrooms
2–7 May
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4.96 out of 5 average rating, 97 reviews
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Top guest favourite
Flat in San Donato
Loft in the heart of Chianti.
1 bedroom, 1 double bed, 1 bathroom
14–19 Oct
4.97 out of 5 average rating, 118 reviews
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Top guest favourite
Flat in San Donato
My home
2 bedrooms, 2 double beds, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 10 reviews
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Guest favourite
Room in San Donato
Palazzo Malaspina, King Room with Jacuzzi
1 queen bed, 1 bathroom
24–29 Oct
5.0 out of 5 average rating, 6 reviews
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Room in Barberino Val d'Elsa
Compact Double | Chianti | Pool & Restaurant
1 double bed, 1 bathroom
4–9 Oct
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Holiday home in Barberino Tavarnelle
Le Querciole by Mauro Corsi
4 bedrooms, 3 double beds, 4 bathrooms
1–6 Oct
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Guest favourite
Home in Bagno A Ripoli
Historic Stone Villa | Pool | 15min Florence
7 bedrooms, 8 beds, 7 bathrooms
1–6 Oct
5.0 out of 5 average rating, 12 reviews
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Top guest favourite
Barn in Montespertoli
Tuscan Farmhouse – Private Pool & Chianti Views
3 bedrooms, 5 beds, 2 bathrooms
19–24 Oct
5.0 out of 5 average rating, 57 reviews
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Top guest favourite
Home in Magliano
Alba in Chianti
3 bedrooms, 4 beds, 3 bathrooms
3–8 Oct
5.0 out of 5 average rating, 59 reviews
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Top guest favourite
Flat in Barberino Tavarnelle
Podere Le Casette Garden
2 bedrooms, 2 double beds, 2 bathrooms
7–12 Oct
5.0 out of 5 average rating, 16 reviews
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Top guest favourite
Home in San Filippo a Ponzano
Infinity pool in Chianti 1
3 bedrooms, 4 beds, 2 bathrooms
20–25 Oct
5.0 out of 5 average rating, 143 reviews
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Top guest favourite
Flat in Greve in Chianti
"Casa Alda" magical view of the Piazza di Greve
2 bedrooms, 3 beds, 1 bathroom
9–14 Oct
5.0 out of 5 average rating, 17 reviews
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Top guest favourite
Home in Poggibonsi
Il Greppo rustic charm Tuscan views & Hot Tub
2 bedrooms, 2 beds, 1 bathroom
2–7 Nov
5.0 out of 5 average rating, 30 reviews
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Top guest favourite
Villa in Barberino Tavarnelle
CasaDiManuela:TotallyPrivateChiantiVilla withTub
3 bedrooms, 5 beds, 2 bathrooms
1–6 Oct
4.97 out of 5 average rating, 106 reviews
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Top guest favourite
Flat in Greve in Chianti
“Da Me” Apartment
2 bedrooms, 2 double beds, 2 bathrooms
15–20 Oct
5.0 out of 5 average rating, 14 reviews
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Top guest favourite
Home in Barberino Tavarnelle
Peaceful and Relaxing Tuscan Retreat with Views
1 bedroom, 2 beds, 1 bathroom
20–25 Nov
5.0 out of 5 average rating, 91 reviews
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Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
3 bedrooms, 3 beds, 3 bathrooms
7–12 Oct
5.0 out of 5 average rating, 4 reviews
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Guest favourite
Flat in Montespertoli
La Casa di Madina – Flo Apartments
3 bedrooms, 3 beds, 2 bathrooms
1–6 Oct
4.91 out of 5 average rating, 11 reviews
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Top guest favourite
Villa in Impruneta
Exclusive Estate: Concierge service & heated pool
6 bedrooms, 6 beds, 7 bathrooms
4–9 Oct
4.99 out of 5 average rating, 146 reviews