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Search results; Over 1,000 homes in Chianni

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Top guest favourite
Cottage in Chianni
Cozy Italian stone cottage central Tuscany
3 bedrooms, 4 beds, 2 private bathrooms
6–11 Nov
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4.95 out of 5 average rating, 73 reviews
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Home in Morrona
Villino Isotta (exclusive private villa)
Individual host
15–20 Oct
4.99 out of 5 average rating, 71 reviews
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Home in Barberino Tavarnelle
Peaceful and Relaxing Tuscan Retreat with Views
Individual host
20–25 Nov
5.0 out of 5 average rating, 90 reviews
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Home in Vinci
Il Palagio
Individual host
18–23 Oct
5.0 out of 5 average rating, 38 reviews
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Flat in Impruneta
Relaxing Tuscan Terrazza near Florence 4|Shared Po
Business host
4–9 Nov
5.0 out of 5 average rating, 16 reviews
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Flat in San Miniato
San Miniato - Panoramic terrace in the historic center
Individual host
1–6 Nov
4.99 out of 5 average rating, 175 reviews
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Flat in Rignano sull'Arno
VIRGO apartment
Business host
12–17 Oct
5.0 out of 5 average rating, 27 reviews
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Flat in San Gimignano
Luxury Residence in the Heart of San Gimignano
Individual host
28 Oct – 2 Nov
5.0 out of 5 average rating, 6 reviews
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Home in San Casciano In Val di Pesa
Authentic Tuscan home: history, wine and relax
Individual host
20–25 Oct
5.0 out of 5 average rating, 45 reviews
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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
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Home in Poggibonsi
Relax in Chianti countryside
Individual host
17–22 Oct
5.0 out of 5 average rating, 38 reviews
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Flat in Lajatico
Terrace with a Sunset View of Silence, Apt. Lajatico
Individual host
15–20 Nov
4.98 out of 5 average rating, 50 reviews
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Apartment in Lari
Bel Canto Lari, exclusive, rural, Tuscan retreat
Individual host
9–14 Oct
4.97 out of 5 average rating, 105 reviews
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Farm stay in San Gimignano
Casa Renai - holidays with friends in San Gimignano
Business host
18–23 Oct
5.0 out of 5 average rating, 50 reviews
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Top guest favourite
Room in Gaiole in Chianti
Argenina. Welcome to our small village, La .
Business host
18–23 Mar
4.97 out of 5 average rating, 35 reviews
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Flat in Rivalto
La Piazzetta
Individual host
1–6 Oct
5.0 out of 5 average rating, 3 reviews
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Barn in Pontassieve
Country retreat near Florence with hot tub
Individual host
15–20 Nov
5.0 out of 5 average rating, 23 reviews
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Home in Ponteginori
Tenuta Tegolaia
Individual host
14–19 Oct
5.0 out of 5 average rating, 31 reviews
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Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
7–12 Oct
5.0 out of 5 average rating, 3 reviews