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Search results; Over 1,000 homes in Chianni

Guest favourite
Home in Chianni
Tuscan Dream Villa
5 bedrooms, 5 beds, 5 private bathrooms
29 Sept – 4 Oct
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5.0 out of 5 average rating, 11 reviews
Top guest favourite
Home in Barberino Tavarnelle
Relaxing Tuscan Country Home with Beautiful Views
1 bedroom, 2 beds, 1 bathroom
3–8 Nov
5.0 out of 5 average rating, 87 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, 69 reviews
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Home in Poggibonsi
Relax in Chianti countryside
3 bedrooms, 4 beds, 2.5 bathrooms
5–10 Sept
5.0 out of 5 average rating, 38 reviews
Guest favourite
Flat in San Gimignano
Teruzzi Country House - Apartment La Buvette
2 bedrooms, 3 beds, 2 bathrooms
13–18 Sept
5.0 out of 5 average rating, 5 reviews
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
3 bedrooms, 3 beds, 3 bathrooms
15–20 Sept
New place to stay
Top guest favourite
Apartment in Noce
Historic 17th-century farm in Chianti, Tuscany
1 bedroom, 2 beds, 1 bathroom
30 Oct – 4 Nov
5.0 out of 5 average rating, 219 reviews
Top guest favourite
Apartment in Volterra
Marta's Domus
2 bedrooms, 2 beds, 1 bathroom
3–8 Oct
5.0 out of 5 average rating, 25 reviews
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Holiday home in Siena
New! Luxury Apartment in Historic Centre of Siena
3 bedrooms, 4 beds, 2 bathrooms
23–28 Oct
5.0 out of 5 average rating, 16 reviews
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, 173 reviews
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, 17 reviews
Top guest favourite
Home in Vinci
Il Palagio
1 bedroom, 3 beds, 1 bathroom
18–23 Oct
5.0 out of 5 average rating, 36 reviews
Guest favourite
Flat in San Miniato
Tuscan Palazzo with Original Frescoes & Views
2 bedrooms, 3 beds, 2 bathrooms
26–31 Oct
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in Pisa
Tenuta del Serra
4 bedrooms, 4 beds, 4 bathrooms
10–15 Oct
5.0 out of 5 average rating, 9 reviews
Guest favourite
Flat in Volterra
Olive Harmony Tuscan Escape with Pool
2 bedrooms, 3 beds, 2 bathrooms
12–17 Sept
5.0 out of 5 average rating, 5 reviews
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
Flat in San Gimignano
Luxury Residence in the Heart of San Gimignano
3 bedrooms, 3 king beds, 2 bathrooms
18–23 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Farm stay in Calenzano
Gli Ulivi - Agriturismo Tenuta San Donato
4 bedrooms, 6 beds, 2 bathrooms
19–24 Sept
5.0 out of 5 average rating, 34 reviews
Top guest favourite
Flat in Impruneta
Relaxing Tuscan Terrazza near Florence 4|Shared Po
1 bedroom, 2 beds, 1 bathroom
31 Oct – 5 Nov
5.0 out of 5 average rating, 16 reviews