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Search results; Over 1,000 homes in Chianni

Top guest favourite
Cottage in Chianni
Cozy Italian stone cottage central Tuscany
3 bedrooms, 4 beds, 2 private bathrooms
21–26 Sept
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4.94 out of 5 average rating, 72 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, 25 reviews
Top guest favourite
Home in Barberino Tavarnelle
Relaxing Tuscan Country Home with Beautiful Views
Individual host
3–8 Nov
5.0 out of 5 average rating, 87 reviews
Top guest favourite
Home in San Casciano In Val di Pesa
Authentic Tuscan home: history, wine and relax
Individual host
20–25 Sept
5.0 out of 5 average rating, 44 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
4–9 Sept
5.0 out of 5 average rating, 38 reviews
Top guest favourite
Home in Monteroni d'Arbia
Villa Canina - charm and rurality in the Crete Senesi
Individual host
23–28 Oct
5.0 out of 5 average rating, 10 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 Vinci
Il Palagio
Individual host
18–23 Oct
5.0 out of 5 average rating, 36 reviews
Top guest favourite
Home in Pisa
Greenhouse Seal
Business host
10–15 Oct
5.0 out of 5 average rating, 9 reviews
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
Villa in Peccioli
Luxury Villa "Le Rondini" – Peccioli
Individual host
8–13 Oct
5.0 out of 5 average rating, 17 reviews
Guest favourite
Flat in Volterra
Olive Harmony Tuscan Escape with Pool
Business host
12–17 Sept
5.0 out of 5 average rating, 5 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
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
15–20 Sept
New place to stay
Top guest favourite
Flat in Volterra
Casa Bice Cosy apartment in the heart of Volterra
Individual host
8–13 Sept
5.0 out of 5 average rating, 8 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
Villa in San Gimignano
Exclusive Villa with pool in San Gimignano
Business host
13–18 Sept
4.97 out of 5 average rating, 37 reviews