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Search results; Over 1,000 homes in Chianni

Guest favourite
Holiday home in Chianni
il mulino vacation home
2 bedrooms, 4 beds, 1 private bathroom
19–24 Sept, Individual host
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4.89 out of 5 average rating, 80 reviews
Top guest favourite
Home in Morrona
Villino Isotta (exclusive private villa)
Individual host
15–20 Oct
4.99 out of 5 average rating, 69 reviews
Top guest favourite
Apartment in Volterra
Marta's Domus
Individual host
3–8 Oct
5.0 out of 5 average rating, 26 reviews
Guest favourite
Home in Poggibonsi
Le Casacce Farmhouse
Individual host
11–16 Oct
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Poggibonsi
Relax in Chianti countryside
Individual host
17–22 Oct
5.0 out of 5 average rating, 38 reviews
Top guest favourite
Home in Barberino Tavarnelle
Peaceful Tuscan Home with Breathtaking Views
Individual host
3–8 Nov
5.0 out of 5 average rating, 88 reviews
Guest favourite
Flat in San Gimignano
Teruzzi Country House - Apartment La Buvette
Individual host
13–18 Sept
5.0 out of 5 average rating, 6 reviews
Flat in Rivalto
La Piazzetta
Individual host
17–22 Sept
Top guest favourite
Home in San Casciano In Val di Pesa
Authentic Tuscan home: history, wine and relax
Individual host
20–25 Oct
5.0 out of 5 average rating, 44 reviews
Top guest favourite
Villa in Peccioli
Luxury Villa "Le Rondini" – Peccioli
Individual host
8–13 Oct
5.0 out of 5 average rating, 17 reviews
Top 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
Flat in San Miniato
San Miniato - Panoramic terrace in the historic center
Individual host
1–6 Nov
4.99 out of 5 average rating, 175 reviews
Top guest favourite
Home in Vinci
Il Palagio
Individual host
18–23 Oct
5.0 out of 5 average rating, 37 reviews
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
15–20 Sept
New place to stay
Guest favourite
Flat in Volterra
Olive Harmony Tuscan Hideaway with Pool
Business host
12–17 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Farm stay in Calenzano
Gli Ulivi - Agriturismo Tenuta San Donato
Business host
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
Business host
31 Oct – 5 Nov
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Flat in Carmignano
Giglio Blu Loft di Charme + Wi-Fi + Netflix
Individual host
30 Oct – 4 Nov
4.97 out of 5 average rating, 300 reviews
Guest favourite
Holiday home in Peccioli
Locanda Ferretti in Peccioli
Individual host
13–18 Sept
4.89 out of 5 average rating, 19 reviews