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Search results; Over 1,000 homes in Radda in Chianti

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Flat in Radda in Chianti
Chianti Apartment - 4 People
2 bedrooms, 2 beds, 2 shared bathrooms
20–25 Oct, Business host
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4.85 out of 5 average rating, 107 reviews
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Top guest favourite
Flat in Radda in Chianti
Heart of Chianti - a warm flat in Radda
Individual host
5–10 Sept
4.92 out of 5 average rating, 124 reviews
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Guest favourite
Villa in Radda in Chianti
The Horn
Business host
19–26 Sept
4.93 out of 5 average rating, 14 reviews
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Flat in Radda in Chianti
Cottage
Individual host
11–16 Sept
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
Villa in Gaiole in Chianti
Galendino
Business host
19–26 Sept
5.0 out of 5 average rating, 9 reviews
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Guest favourite
Holiday home in Radda in Chianti
Pineta on La Spugna - oasis of peace & relaxation
Individual host
1–6 Sept
5.0 out of 5 average rating, 5 reviews
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Top guest favourite
Villa in Radda in Chianti
Tuscan character, contemporary style and comfort
Business host
26–31 Oct
4.99 out of 5 average rating, 69 reviews
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Superhost
Home in Galenda
Casa Pernice · Chianti villa with private pool
Business host
7–12 Oct
5.0 out of 5 average rating, 14 reviews
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Top guest favourite
Villa in Radda in Chianti
Villa with pool in Chianti - Castellare Petroso
Business host
3–8 Oct
5.0 out of 5 average rating, 33 reviews
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Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
5–10 Sept
New place to stay
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Superhost
Villa in Radda in Chianti
Case Domine
Business host
3–10 Jul
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Top guest favourite
Apartment in Figline e Incisa Valdarno
[Beatrice's Dream] Luxury & Design Penthouse 5*
Individual host
22–27 Sept
4.98 out of 5 average rating, 88 reviews
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Superhost
Flat in Figline e Incisa Valdarno
[Fattoria degli Innocenti] Tuscany's Historic Gem
Business host
11–16 Sept
5.0 out of 5 average rating, 29 reviews
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Top guest favourite
Home in Lecchi
"La Casa di Maria Luce"® with panoramic terrace
Individual host
2–7 Sept
4.96 out of 5 average rating, 244 reviews
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Superhost
Flat in Radda in Chianti
attic on the rooftops of Chianti
Individual host
1–6 Sept
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Top guest favourite
Apartment in Noce
Historic 17th-century farmhouse in Chianti, Tuscany
Business host
25–30 Oct
5.0 out of 5 average rating, 218 reviews
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Superhost
Home in Castellina in Chianti
Cinderella Chianti - House
Individual host
4–9 Oct
5.0 out of 5 average rating, 3 reviews
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Guest favourite
Home in Gaiole in Chianti
Exclusive private villa with private pool
Business host
18–23 Oct
5.0 out of 5 average rating, 8 reviews
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Superhost
Apartment in Gaiole in Chianti
Casa Livio, a garden with a view
Business host
4–9 Sept
5.0 out of 5 average rating, 3 reviews