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Search results; Over 1,000 homes in Chianni

Guest favourite
Home in Chianni
The Cottage to relax and enjoy
2 bedrooms, 4 beds, 2 private bathrooms
10–15 Oct
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5.0 out of 5 average rating, 22 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
Villa in Castagneto Carducci
sea view villa with private infinity pool
3 bedrooms, 5 beds, 2 bathrooms
10–17 Oct
4.99 out of 5 average rating, 123 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
Flat in San Gimignano
Private Courtyard | 3BR/3BA | Garage
3 bedrooms, 3 king beds, 3 bathrooms
18–23 Oct
5.0 out of 5 average rating, 14 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 Galenda
Casa Pernice · Chianti villa with private pool
3 bedrooms, 4 beds, 3 bathrooms
7–12 Oct
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Apartment in Scandicci
Vintage Residence with Pool in Chianti
1 bedroom, 2 beds, 1 bathroom
7–12 Oct
4.96 out of 5 average rating, 147 reviews
Guest favourite
Flat in Montaione
Punteriolo Spereto Family Apartment With Pool, - P
2 bedrooms, 2 beds, 1.5 bathrooms
29 Sept – 4 Oct
4.89 out of 5 average rating, 9 reviews
Home in Colle di Val d'Elsa
Casa Emilio
2 bedrooms, 2 beds, 1 bathroom
23–28 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Volterra
Vacation home with private pool, view
2 bedrooms, 3 beds, 1 bathroom
31 Oct – 5 Nov
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Home in San Miniato
16th Century Tuscan Estate Near Florence.8
3 bedrooms, 5 beds, 3 bathrooms
26–31 Oct
5.0 out of 5 average rating, 7 reviews
Home in Pergine Valdarno
Casa Vecchia | Private Pool & Garden
4 bedrooms, 6 beds, 4 bathrooms
15–20 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Monteriggioni
Beautiful Villa with private swimming pool
2 bedrooms, 3 beds, 2 bathrooms
10–17 Oct
5.0 out of 5 average rating, 18 reviews
Top guest favourite
Villa in Castel Focognano
Villa Marinelli: pool, hot tub & garden, Tuscany
3 bedrooms, 4 beds, 2 bathrooms
14–19 Oct
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Flat in Pelago
Tuscan vineyard home. Near Florence
3 bedrooms, 3 beds, 2 bathrooms
10–17 Oct
5.0 out of 5 average rating, 72 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
Superhost
Home in Greve in Chianti
Villa with a swimming pool in the heart of Chianti | Florence
3 bedrooms, 3 double beds, 3 bathrooms
20–25 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Gambassi Terme
La Cipressina Relax in Tuscany
1 bedroom, 1 double bed, 1 bathroom
15–20 Oct
5.0 out of 5 average rating, 121 reviews