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Search results; Over 1,000 homes in Monti

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Top guest favourite
Villa in Gaiole in Chianti
Villa Ridolfo, a property surrounded by vineyards
5 bedrooms, 1 bed, 5 bathrooms
29 Sept – 4 Oct
5.0 out of 5 average rating, 29 reviews
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Home in Gaiole in Chianti
Villa Melina - new life for the barn
1 bedroom, 1 bed, 1 bathroom
10–15 Nov
5.0 out of 5 average rating, 3 reviews
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Room in Gaiole in Chianti
Argentina. Welcome to our small village, L...
2 beds, 1 bathroom
17–22 Oct
4.95 out of 5 average rating, 21 reviews
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Flat in Siena
San Francesco Penthouse
3 bedrooms, 3 beds, 2 bathrooms
26–31 Oct
4.98 out of 5 average rating, 88 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 Quercegrossa
Tuscany jem: The Chianti Farmer's House
3 bedrooms, 3 beds, 2.5 bathrooms
29 Oct – 3 Nov
4.98 out of 5 average rating, 82 reviews
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Flat in Siena
Relax a few steps from the Campo
2 bedrooms, 2 beds, 2 bathrooms
17–22 Oct
5.0 out of 5 average rating, 82 reviews
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Villa in Radda in Chianti
Tuscan character, contemporary style and comfort
5 bedrooms, 5 king beds, 5 bathrooms
26–31 Oct
4.99 out of 5 average rating, 69 reviews
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Apartment in Ponte a Bozzone
The tranquility of the Geggiano forest
2 bedrooms, 3 beds, 2 bathrooms
5–10 Sept
5.0 out of 5 average rating, 21 reviews
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Home in Santa Margherita-La Suvera
Apartment Immersed in Chianti
1 bedroom, 2 beds, 1 bathroom
9–14 Sept
5.0 out of 5 average rating, 18 reviews
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Home in Lecchi
"La Casa di Maria Luce"® with panoramic terrace
2 bedrooms, 4 beds, 2 bathrooms
2–7 Sept
4.96 out of 5 average rating, 244 reviews
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Villa in Gaiole in Chianti
Casa Faraona, villa with private pool
3 bedrooms, 4 beds, 3 bathrooms
1–6 Oct
5.0 out of 5 average rating, 31 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
1–6 Sept
5.0 out of 5 average rating, 10 reviews
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Superhost
Farm stay in Monte San Savino
Tuscan Oasis: Luxury Villa, Spa & Heated Pool
7 bedrooms, 9 beds, 7.5 bathrooms
1–6 Sept
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
Home in Monteriggioni
Beautiful Villa with private swimming pool
2 bedrooms, 3 beds, 2 bathrooms
10–17 Oct
5.0 out of 5 average rating, 17 reviews
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Superhost
Flat in Siena
Tiziana: Charming Stay on Winery Estate
3 bedrooms, 4 beds, 3 bathrooms
6–11 Sept
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Home in Terranuova Bracciolini
Villa Piandarca - Tuscany - WIFI - private pool
3 bedrooms, 5 beds, 3 bathrooms
12–17 Sept
4.98 out of 5 average rating, 57 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