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Search results; Over 1,000 homes in Chianni

Top guest favourite
Holiday home in Chianni
Villa Sottosopra - L'Arancia
1 bedroom, 2 beds, 1 private bathroom
3–8 Oct
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5.0 out of 5 average rating, 21 reviews
Home in Morrona
Castle House of Morrona
4 bedrooms, 5 beds, 2 bathrooms
13–19 Jun
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, 70 reviews
Guest favourite
Flat in San Gimignano
Teruzzi Country House - Apartment La Buvette
2 bedrooms, 3 beds, 2 bathrooms
18–23 Sept
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Barberino Tavarnelle
Peaceful Tuscan Home with Breathtaking Views
1 bedroom, 2 beds, 1 bathroom
3–8 Nov
5.0 out of 5 average rating, 90 reviews
Top guest favourite
Holiday home in Peccioli
Locanda Ferretti in Peccioli
2 bedrooms, 3 beds, 2 bathrooms
14–19 Sept
4.9 out of 5 average rating, 21 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
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
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, 35 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, 37 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, 26 reviews
Top guest favourite
Home in Poggibonsi
Relax in Chianti countryside
3 bedrooms, 4 beds, 2.5 bathrooms
17–22 Oct
5.0 out of 5 average rating, 38 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, 175 reviews
Top guest favourite
Flat in San Gimignano
Luxury Residence in the Heart of San Gimignano
3 bedrooms, 3 king beds, 2 bathrooms
28 Oct – 2 Nov
5.0 out of 5 average rating, 6 reviews
Home in Montescudaio
Podere Dolce Sonno - Tuscan farmhouse
4 bedrooms, 5 beds, 2 bathrooms
15–22 Sept
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
Top guest favourite
Flat in Monteriggioni
Osea Agritourism, Alba apartment
2 bedrooms, 4 beds, 1 bathroom
8–13 Oct
5.0 out of 5 average rating, 49 reviews
Top guest favourite
Flat in Certaldo
Iris Apartment - Az. Agricola Sotto il Masso
2 bedrooms, 4 beds, 1 bathroom
16–21 Sept
5.0 out of 5 average rating, 10 reviews