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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
Top guest favourite
Home in Poggibonsi
Relax in Chianti countryside
3 bedrooms, 4 beds
2–7 Sept
5.0 out of 5 average rating, 38 reviews
Top guest favourite
Home in Morrona
Villino Isotta (exclusive private villa)
5 bedrooms, 8 beds
15–20 Oct
4.99 out of 5 average rating, 69 reviews
Top guest favourite
Villa in Peccioli
Luxury Villa "Le Rondini" – Peccioli
2 bedrooms, 3 beds
2–7 Sept
5.0 out of 5 average rating, 17 reviews
Flat in Certaldo
La Casa di Mario: Apt near Siena and Florence
3 bedrooms, 3 double beds
29 Sept – 4 Oct
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Barberino Tavarnelle
Relaxing Tuscan Country Home with Beautiful Views
1 bedroom, 2 beds
3–8 Nov
5.0 out of 5 average rating, 86 reviews
Top guest favourite
Home in San Casciano In Val di Pesa
Authentic Tuscan home: history, wine and relax
1 bedroom, 1 double bed
20–25 Sept
5.0 out of 5 average rating, 44 reviews
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
3 bedrooms, 3 beds
15–20 Sept
New place to stay
Top guest favourite
Home in Monteroni d'Arbia
Villa Canina - charm and rurality in the Crete Senesi
2 bedrooms, 3 beds
22–27 Oct
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Home in Vinci
Il Palagio
1 bedroom, 3 beds
18–23 Oct
5.0 out of 5 average rating, 36 reviews
Home in Casciana Terme
Agriturismo Villa Le Querciole
6 bedrooms, 4 beds
31 Oct – 5 Nov
Top guest favourite
Flat in Monteriggioni
Osea Agritourism, Alba apartment
2 bedrooms, 4 beds
13–18 Sept
5.0 out of 5 average rating, 49 reviews
Guest favourite
Holiday home in Peccioli
Locanda Ferretti in Peccioli
2 bedrooms, 3 beds
13–18 Sept
4.89 out of 5 average rating, 18 reviews
Flat in San Gimignano
Luxury Residence in the Heart of San Gimignano
3 bedrooms, 3 king beds
2–7 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Holiday home in Siena
New! Luxury Apartment in Historic Centre of Siena
3 bedrooms, 4 beds
23–28 Oct
5.0 out of 5 average rating, 16 reviews
Home in Capannori
Casa del Tuccino
2 bedrooms, 2 double beds
23–28 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Flat in Volterra
Olive Harmony Tuscan Escape with Pool
2 bedrooms, 3 beds
12–17 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Flat in Impruneta
Relaxing Tuscan Terrazza near Florence 4|Shared Po
1 bedroom, 2 beds
31 Oct – 5 Nov
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Apartment in Florence
Elegant Apartment in Historic Florence Villa
3 bedrooms, 4 beds
6–11 Sept
4.97 out of 5 average rating, 35 reviews