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Search results; Over 1,000 homes in Chianni

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Guest favourite
Home in Chianni
La Romantica (Hot Whirlpool)
1 bedroom, 2 beds, 1.5 private bathrooms
17–22 Oct
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4.93 out of 5 average rating, 27 reviews
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Home in Morrona
Villino Isotta (exclusive private villa)
5 bedrooms, 8 beds, 3 bathrooms
15–20 Oct
4.99 out of 5 average rating, 71 reviews
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Top guest favourite
Home in Barberino Tavarnelle
Peaceful and Relaxing Tuscan Retreat with Views
1 bedroom, 2 beds, 1 bathroom
20–25 Nov
5.0 out of 5 average rating, 90 reviews
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Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
3 bedrooms, 3 beds, 3 bathrooms
7–12 Oct
5.0 out of 5 average rating, 3 reviews
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Room in Lastra a Signa
Sposa Mea
1 bed, 1 bathroom
18–23 Oct
5.0 out of 5 average rating, 83 reviews
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Top guest favourite
Villa in Peccioli
Luxury Villa "Le Rondini" – Peccioli
2 bedrooms, 3 beds, 4 bathrooms
8–13 Oct
5.0 out of 5 average rating, 18 reviews
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Top guest favourite
Apartment in Florence
Elegant Apartment in Historic Florence Villa
3 bedrooms, 4 beds, 3 bathrooms
5–10 Oct
4.97 out of 5 average rating, 37 reviews
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Top guest favourite
Flat in San Miniato
San Miniato - Panoramic terrace in the historic center
1 bedroom, 2 beds, 1 bathroom
1–6 Nov
4.99 out of 5 average rating, 175 reviews
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Holiday home in Peccioli
Locanda Ferretti in Peccioli
2 bedrooms, 3 beds, 2 bathrooms
1–6 Oct
4.91 out of 5 average rating, 22 reviews
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Villa in Montaione
Exclusive Villa in Tuscany
13 bedrooms, 16 beds, 15.5 bathrooms
15–20 Oct
4.93 out of 5 average rating, 15 reviews
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Home in Poggibonsi
Relax in Chianti countryside
3 bedrooms, 4 beds, 2.5 bathrooms
17–22 Oct
5.0 out of 5 average rating, 38 reviews
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Top guest favourite
Flat in San Gimignano
Luxury Residence in the Heart of San Gimignano
3 bedrooms, 3 king beds, 2 bathrooms
28 Oct – 2 Nov
5.0 out of 5 average rating, 6 reviews
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Flat in Impruneta
Relaxing Tuscan Terrazza near Florence 4|Shared Po
1 bedroom, 2 beds, 1 bathroom
4–9 Nov
5.0 out of 5 average rating, 16 reviews
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Guest favourite
Home in Quarrata
Casa Toscana | Private garden | 30 minutes from Florence
3 bedrooms, 3 queen beds, 2 bathrooms
11–16 Oct
5.0 out of 5 average rating, 10 reviews
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Apartment in Florence
A residence blending pictorial art and beauty.
3 bedrooms, 4 beds, 2 bathrooms
3–8 Dec
5.0 out of 5 average rating, 19 reviews
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Room in Gaiole in Chianti
Argentina. Welcome to our small village, La .
1 double bed, 1 bathroom
18–23 Mar
4.97 out of 5 average rating, 35 reviews
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Guest favourite
Villa in Casino di Terra
Entire Villa Fonteintanata 14 pax | Exclusive
7 bedrooms, 10 beds, 5 bathrooms
8–13 Oct
5.0 out of 5 average rating, 5 reviews
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Room in San Miniato
Room with garden, just a short walk from the Via Francigena
1 double bed, 1 bathroom
7–12 Oct
4.98 out of 5 average rating, 82 reviews
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Superhost
Flat in Bossi
Villino Ersilia Music, the charm of Chianti
2 bedrooms, 3 beds, 2 bathrooms
1–6 Oct
5.0 out of 5 average rating, 4 reviews