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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
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 Barberino Tavarnelle
Peaceful Tuscan Home with Breathtaking Views
Individual host
3–8 Nov
5.0 out of 5 average rating, 87 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
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
Guest favourite
Villa in Palaia
Villa in Tuscany – Fattoria Poggioasciolo
Individual host
22–27 Sept
5.0 out of 5 average rating, 7 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
Home in Pisa
Greenhouse Seal
Business host
10–15 Oct
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in Vinci
Il Palagio
Individual host
18–23 Oct
5.0 out of 5 average rating, 36 reviews
Top guest favourite
Villa in Fauglia
Villanina
Individual host
27 Sept – 2 Oct
5.0 out of 5 average rating, 18 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
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
Flat in San Gimignano
Luxury Residence in the Heart of San Gimignano
Individual host
18–23 Sept
5.0 out of 5 average rating, 4 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
Farm stay in Calenzano
Gli Ulivi - Agriturismo Tenuta San Donato
Business host
19–24 Sept
5.0 out of 5 average rating, 34 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
Flat in Rivalto
La Piazzetta
Individual host
17–22 Sept
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
15–20 Sept
New place to stay