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Search results; Over 1,000 homes in Chianni

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Holiday home in Chianni
Two bedroom apartment @ Agriturismo due Ponti
2 bedrooms, 3 beds, 1 private bathroom
1–6 Oct, Business host
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4.91 out of 5 average rating, 64 reviews
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Top guest favourite
Home in Morrona
Villino Isotta (exclusive private villa)
Individual host
15–20 Oct
4.99 out of 5 average rating, 70 reviews
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Top guest favourite
Villa in Peccioli
Luxury Villa "Le Rondini" – Peccioli
Individual host
8–13 Oct
5.0 out of 5 average rating, 17 reviews
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Top guest favourite
Flat in Castellina in Chianti
Casa Mirella in Chianti
Individual host
27 Oct – 1 Nov
4.95 out of 5 average rating, 57 reviews
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Top guest favourite
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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Top guest favourite
Flat in Impruneta
Relaxing Tuscan Terrazza near Florence 4|Shared Po
Business host
31 Oct – 5 Nov
5.0 out of 5 average rating, 16 reviews
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Top guest favourite
Home in Gambassi Terme
La Cipressina Relax in Tuscany
Individual host
15–20 Oct
5.0 out of 5 average rating, 122 reviews
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Top guest favourite
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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Top guest favourite
Apartment in Gambassi Terme
Cosy Tuscan Home near Florence & San Gimignano
Individual host
24–29 Oct
4.99 out of 5 average rating, 130 reviews
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Top guest favourite
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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Holiday home in Peccioli
Locanda Ferretti in Peccioli
Individual host
1–6 Oct
4.91 out of 5 average rating, 22 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
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Top guest favourite
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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Superhost
Holiday home in Buti
Rivolta Home – Oasis with a View and Pool
Individual host
14–19 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
Business host
25–30 Oct
4.97 out of 5 average rating, 33 reviews
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Top guest favourite
Home in San Gimignano
Romantic Garden in Historic San Gimignano
Business host
30 Oct – 4 Nov
4.99 out of 5 average rating, 216 reviews
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Home in Pisa
Greenhouse Seal
Business host
10–15 Oct
5.0 out of 5 average rating, 10 reviews
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Top guest favourite
Apartment in Volterra
Marta's Domus
Individual host
3–8 Oct
5.0 out of 5 average rating, 27 reviews
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Top guest favourite
Apartment in Lari
Bel Canto Lari, exclusive, rural, Tuscan retreat
Individual host
9–14 Oct
4.97 out of 5 average rating, 105 reviews