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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 Morrona
Villino Isotta (exclusive private villa)
5 bedrooms, 8 beds, 3 bathrooms
15–20 Oct
4.99 out of 5 average rating, 69 reviews
Guest favourite
Villa in Palaia
Villa in Tuscany – Fattoria Poggioasciolo
10 bedrooms, 10 beds, 11 bathrooms
22–27 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Villa in Peccioli
Luxury Villa "Le Rondini" – Peccioli
2 bedrooms, 3 beds, 4 bathrooms
3–8 Sept
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Home in Poggibonsi
Relax in Chianti countryside
3 bedrooms, 4 beds, 2.5 bathrooms
3–8 Sept
5.0 out of 5 average rating, 38 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
Top guest favourite
Flat in Monteriggioni
Osea Agritourism, Alba apartment
2 bedrooms, 4 beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 49 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
Top guest favourite
Home in Riparbella
Tuscan Villa, Infinity Pool, Sea Views, New 2026
4 bedrooms, 5 beds, 3 bathrooms
26–31 Mar
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Home in San Casciano In Val di Pesa
Authentic Tuscan home: history, wine and relax
1 bedroom, 1 double bed, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 44 reviews
Flat in San Gimignano
Luxury Residence in the Heart of San Gimignano
3 bedrooms, 3 king beds, 2 bathrooms
3–8 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Flat in San Miniato
Tuscan Palazzo with Original Frescoes & Views
2 bedrooms, 3 beds, 2 bathrooms
25–30 Oct
5.0 out of 5 average rating, 8 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
Home in Poggibonsi
Le Casacce Farmhouse
2 bedrooms, 2 beds, 2 bathrooms
30 Sept – 5 Oct
5.0 out of 5 average rating, 5 reviews
Top guest favourite
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
Home in Monteroni d'Arbia
Villa Canina - charm and rurality in the Crete Senesi
2 bedrooms, 3 beds, 2 bathrooms
22–27 Oct
5.0 out of 5 average rating, 10 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
Flat in Peccioli
CasaTorre Peccioli Apartment
2 bedrooms, 2 double beds, 1.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 3 reviews
Home in Casciana Terme
Agriturismo Villa Le Querciole
6 bedrooms, 4 beds, 6 bathrooms
31 Oct – 5 Nov