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Search results; Over 1,000 homes in Chianni

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Superhost
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
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Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
3 bedrooms, 3 beds, 3 bathrooms
15–20 Sept
New place to stay
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Top guest favourite
Flat in San Gimignano
Private Courtyard | 3BR/3BA | Garage
3 bedrooms, 3 king beds, 3 bathrooms
1–6 Sept
5.0 out of 5 average rating, 12 reviews
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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
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Top guest favourite
Villa in Peccioli
Luxury Villa "Le Rondini" – Peccioli
2 bedrooms, 3 beds, 4 bathrooms
1–6 Sept
5.0 out of 5 average rating, 17 reviews
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Top guest favourite
Home in San Miniato
16th Century Tuscan Estate Near Florence.8
3 bedrooms, 5 beds, 3 bathrooms
11–16 Oct
5.0 out of 5 average rating, 7 reviews
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Top guest favourite
Home in Poggibonsi
Relax in Chianti countryside
3 bedrooms, 4 beds, 2.5 bathrooms
1–6 Sept
5.0 out of 5 average rating, 38 reviews
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Guest favourite
Flat in Montespertoli
La Casa di Madina – Flo Apartments
3 bedrooms, 3 beds, 2 bathrooms
5–10 Sept
5.0 out of 5 average rating, 9 reviews
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Top guest favourite
Villa in Gaiole in Chianti
Galendino
2 bedrooms, 2 beds, 2 bathrooms
19–26 Sept
5.0 out of 5 average rating, 10 reviews
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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
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Home in Poggibonsi
Le Casacce Farmhouse
2 bedrooms, 2 beds, 2 bathrooms
30 Sept – 5 Oct
5.0 out of 5 average rating, 4 reviews
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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
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Top guest favourite
Flat in Impruneta
Relaxing Tuscan Terrazza near Florence 4|Shared Po
1 bedroom, 2 beds, 1 bathroom
30 Oct – 4 Nov
5.0 out of 5 average rating, 16 reviews
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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, 8 reviews
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Top guest favourite
Villa in Linari
Entire villa with private pool, stunning view!
6 bedrooms, 7 beds, 6.5 bathrooms
1–6 Sept
4.98 out of 5 average rating, 60 reviews
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Flat in San Gimignano
Luxury Residence in the Heart of San Gimignano
3 bedrooms, 3 king beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
Home in Monteroni d'Arbia
Villa Canina - charm and rurality in the Crete Senesi
2 bedrooms, 3 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 10 reviews
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Tower in San Donato
Luxury apartment in an 1100s tower
1 bedroom, 3 beds, 1 bathroom
22–27 Oct
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Top guest favourite
Flat in Peccioli
Dante's Way - Nature, Simplicity and Beauty
2 bedrooms, 2 beds, 2 bathrooms
3–8 Sept
4.98 out of 5 average rating, 48 reviews