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Search results; Over 1,000 homes in Chianni

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Home in Chianni
Podere La Sterza The barn
4 bedrooms, 4 beds, 3 private bathrooms
13–18 Sept
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5.0 out of 5 average rating, 6 reviews
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
3 bedrooms, 3 beds, 3 bathrooms
15–20 Sept
New place to stay
Top guest favourite
Flat in San Gimignano
Private Courtyard | 3BR/3BA | Garage
3 bedrooms, 3 king beds, 3 bathrooms
2–7 Sept
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Villa in Castagneto Carducci
sea view villa with private infinity pool
3 bedrooms, 5 beds, 2 bathrooms
10–17 Oct
4.99 out of 5 average rating, 123 reviews
Home in Poggibonsi
Le Casacce Farmhouse
2 bedrooms, 2 beds, 2 bathrooms
30 Sept – 5 Oct
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in San Miniato
16th Century Tuscan Estate Near Florence.8
3 bedrooms, 5 beds, 3 bathrooms
25–30 Oct
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Volterra
Vacation home with private pool, view
2 bedrooms, 3 beds, 1 bathroom
5–10 Oct
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Home in Poggibonsi
Relax in Chianti countryside
3 bedrooms, 4 beds, 2.5 bathrooms
2–7 Sept
5.0 out of 5 average rating, 38 reviews
Top guest favourite
Villa in Peccioli
Luxury Villa "Le Rondini" – Peccioli
2 bedrooms, 3 beds, 4 bathrooms
2–7 Sept
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Farm stay in Radicondoli
The pomegranate, Podere il Giglio
2 bedrooms, 2 beds, 2 bathrooms
26–31 Oct
5.0 out of 5 average rating, 32 reviews
Home in Pergine Valdarno
Casa Vecchia | Private Pool & Garden
4 bedrooms, 6 beds, 4 bathrooms
7–12 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Flat in Impruneta
Relaxing Tuscan Terrazza near Florence 4|Shared Po
1 bedroom, 2 beds, 1 bathroom
31 Oct – 5 Nov
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Apartment in Scandicci
Vintage Residence with Pool in Chianti
1 bedroom, 2 beds, 1 bathroom
6–11 Sept
4.96 out of 5 average rating, 146 reviews
Top guest favourite
Home in Pisa
Tenuta del Serra
4 bedrooms, 4 beds, 4 bathrooms
10–15 Oct
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in Gambassi Terme
La Cipressina Relax in Tuscany
1 bedroom, 1 double bed, 1 bathroom
15–20 Oct
5.0 out of 5 average rating, 118 reviews
Top guest favourite
Home in Florence
"Il Campanile" House
1 bedroom, 2 beds, 1 bathroom
15–20 Nov
4.95 out of 5 average rating, 20 reviews
Top guest favourite
Holiday home in Siena
New! Luxury Apartment in Historic Centre of Siena
3 bedrooms, 4 beds, 2 bathrooms
23–28 Oct
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Home in Castellina in Chianti
Apartment with stunning view on the vineyards
2 bedrooms, 3 beds, 1 bathroom
25–30 Oct
4.97 out of 5 average rating, 31 reviews
Top guest favourite
Barn in Pontassieve
Your slice of paradise near Florence
1 bedroom, 2 beds, 1 bathroom
23–28 Nov
5.0 out of 5 average rating, 19 reviews