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Search results; Over 1,000 homes in Certaldo

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Guest favourite
Apartment in Certaldo
The House of Colors
1 bedroom, 1 bed, 1 private bathroom
1–6 Sept
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4.93 out of 5 average rating, 30 reviews
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Flat in Certaldo
In the heart of the medieval village of Certaldo Alto
1 bedroom, 2 beds, 1 bathroom
6–11 Sept
5.0 out of 5 average rating, 4 reviews
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Flat in Certaldo
La Casa di Mario: Apt near Siena and Florence
3 bedrooms, 3 double beds, 1.5 bathrooms
29 Sept – 4 Oct
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
Flat in Certaldo
From Francesco in Certaldo Alto
3 bedrooms, 3 beds, 1 bathroom
3–8 Sept
5.0 out of 5 average rating, 11 reviews
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Top guest favourite
Flat in Certaldo
Iris Apartment - Az. Agricola Sotto il Masso
2 bedrooms, 4 beds, 1 bathroom
1–6 Sept
5.0 out of 5 average rating, 10 reviews
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Apartment in Certaldo
Tognazzi Vacation Home - Casa Ipazia
1 bedroom, 2 beds, 1 bathroom
1–6 Sept
5.0 out of 5 average rating, 4 reviews
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Guest favourite
Villa in Certaldo
Villa Tre Colli - In The Heart Of Tuscany
7 bedrooms, 7 beds, 7 bathrooms
1–8 Sept
5.0 out of 5 average rating, 10 reviews
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Flat in Certaldo
Downtown apartment
1 bedroom, 2 beds, 1 bathroom
10–15 Sept
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Flat in Certaldo
Cavour 21
1 bedroom, 2 beds, 1 bathroom
21–26 Sept
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Apartment in Certaldo
The Almond in Tuscany
2 bedrooms, 4 beds, 1 bathroom
1–6 Sept
5.0 out of 5 average rating, 12 reviews
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Flat in San Gimignano
Luxury Residence in the Heart of San Gimignano
3 bedrooms, 3 king beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 4 reviews
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Guest favourite
Holiday home in Montaione
Vicolo dell'Orto, 2
2 bedrooms, 3 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 5 reviews
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Guest favourite
Home in Certaldo
Casa Angelina
2 bedrooms, 4 beds, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 6 reviews
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Superhost
Flat in Certaldo
A stone's throw away - Deluxe apartment
1 bedroom, 1 bed, 1 bathroom
1–6 Sept
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Farm stay in Certaldo
Farmhouse exclusive use Chianti area infinity pool
3 bedrooms, 5 beds, 3 bathrooms
9–14 Oct
5.0 out of 5 average rating, 30 reviews
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Top guest favourite
Flat in Gambassi Terme
Chianti Fiorentino amidst vineyards, olive trees, and cypresses.
1 bedroom, 2 beds, 1 bathroom
25–30 Oct
5.0 out of 5 average rating, 16 reviews
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Top guest favourite
Flat in Certaldo
Apartment at first floor in Agriturismo with pool
2 bedrooms, 3 beds, 2 bathrooms
13–18 Sept
5.0 out of 5 average rating, 60 reviews
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Guest favourite
Flat in Certaldo
Amorosa Dimora
1 bedroom, 1 bed, 1 bathroom
21–26 Nov
5.0 out of 5 average rating, 5 reviews
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Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
3 bedrooms, 3 beds, 3 bathrooms
5–10 Sept
New place to stay