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Search results; Over 1,000 homes in Chianni

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Top guest favourite
Holiday home in Chianni
Villa Sottosopra – Il Limone
1 bedroom, 2 beds, 1 private bathroom
3–8 Oct
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5.0 out of 5 average rating, 35 reviews
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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, 13 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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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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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
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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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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, 10 reviews
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Home in Galenda
Casa Pernice · Chianti villa with private pool
3 bedrooms, 3 beds, 3 bathrooms
7–12 Oct
5.0 out of 5 average rating, 14 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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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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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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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
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Home in Pisa
Tenuta del Serra
4 bedrooms, 4 beds, 4 bathrooms
10–15 Oct
5.0 out of 5 average rating, 9 reviews
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Home in Monteroni d'Arbia
Villa Canina - charm and rurality in the Crete Senesi
2 bedrooms, 3 beds, 2 bathrooms
22–27 Oct
5.0 out of 5 average rating, 10 reviews
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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
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Tower in San Donato
Luxury apartment in an 1100s tower
1 bedroom, 3 beds, 1 bathroom
6–11 Nov
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Superhost
Home in Greve in Chianti
Villa with a swimming pool in the heart of Chianti | Florence
3 bedrooms, 3 double beds, 3 bathrooms
20–25 Sept
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Villa in Castel Focognano
Villa Marinelli: pool, hot tub & garden, Tuscany
3 bedrooms, 4 beds, 2 bathrooms
14–21 Sept
5.0 out of 5 average rating, 10 reviews
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Top guest favourite
Home in Riparbella
Tuscan Villa, Infinity Pool, Sea Views, New 2026
4 bedrooms, 5 beds, 3 bathrooms
4–9 Sept
5.0 out of 5 average rating, 10 reviews