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Search results; Over 1,000 homes in Castelnuovo Berardenga

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Guest favourite
Holiday home in Castelnuovo Berardenga
PIERFANTINI private Chianti house ♿️ 🏊‍♂️ 🐶
5 bedrooms, 10 beds, 5 private bathrooms
24–29 Oct, Individual host
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4.91 out of 5 average rating, 98 reviews
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Guest favourite
Room in Castelnuovo Berardenga
Private room in Bed and Breakfast Casa Cernano,...
Individual host
1–6 Sept
5.0 out of 5 average rating, 14 reviews
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Guest favourite
Home in Moncioni
Private Tuscan hilltop farmhouse with pool
Individual host
1–6 Sept
4.9 out of 5 average rating, 30 reviews
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Guest favourite
Room in Castelnuovo Berardenga
Casa Paola in Chianti, Hydrangea Room
Individual host
4–9 Oct
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Top guest favourite
Home in Castiglion Fiorentino
Hidden gem in Tuscany
3 bedrooms, 3 beds, 3 bathrooms
26–31 Oct
5.0 out of 5 average rating, 53 reviews
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Top guest favourite
Home in Galenda
Casa Pernice · Chianti villa with private pool
Business host
7–12 Oct
5.0 out of 5 average rating, 14 reviews
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Superhost
Flat in Bossi
Villino Ersilia Music, the charm of Chianti
Individual host
30 Sept – 5 Oct
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Flat in San Gusmè
Beautiful medieval village!!!
Individual host
30 Oct – 4 Nov
4.99 out of 5 average rating, 469 reviews
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Home in Pergine Valdarno
Casa Vecchia | Private Pool & Garden
Business host
1–6 Sept
5.0 out of 5 average rating, 3 reviews
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Guest favourite
Apartment in Castelnuovo Berardenga
Large apartment in the heart of Chianti
Individual host
19–24 Sept
5.0 out of 5 average rating, 7 reviews
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Top guest favourite
Barn in Montespertoli
Tuscan Farmhouse – Private Pool & Chianti Views
Business host
19–24 Oct
5.0 out of 5 average rating, 53 reviews
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Top guest favourite
Villa in Linari
Entire villa with private pool, stunning view!
Individual host
1–6 Sept
4.98 out of 5 average rating, 60 reviews
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Top guest favourite
Home in Terranuova Bracciolini
Villa Piandarca - Tuscany - WIFI - private pool
Individual host
12–17 Sept
4.98 out of 5 average rating, 56 reviews
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Apartment in Castelnuovo Berardenga
San Piero – Bellavista – Castello di Bossi
Business host
4–9 Sept
4.33 out of 5 average rating, 3 reviews
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Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
5–10 Sept
New place to stay
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Superhost
Home in Castelnuovo Berardenga
Camere in Bed and Breakfast Casa Cernano
Individual host
1–6 Sept
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Flat in Castelnuovo Berardenga
Central 2 Bedrooms Apt • Terrace • WiFi • 2 Baths
Individual host
9–14 Sept
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Top guest favourite
Holiday home in Rosennano
HOUSE ABOVE THE CHIANTI. WITH GARDEN AND POOL
Business host
22–27 Sept
4.99 out of 5 average rating, 76 reviews
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Villa in Pienza
Pennella | Private villa with panoramic pool
Business host
12–19 Sept