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Search results; Over 1,000 homes in Monti

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Top guest favourite
Villa in Gaiole in Chianti
Villa Ridolfo, a property surrounded by vineyards
5 bedrooms, 1 bed, 5 bathrooms
29 Sept – 4 Oct
5.0 out of 5 average rating, 30 reviews
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Superhost
Home in Gaiole in Chianti
Villa Melina - new life for the barn
1 bedroom, 1 bed, 1 bathroom
10–15 Nov
5.0 out of 5 average rating, 3 reviews
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Superhost
Villa in Gaiole in Chianti
Le Granchiaie
4 bedrooms, 4 double beds, 5 bathrooms
17–24 Oct
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Top guest favourite
Villa in Radda in Chianti
Tuscan character, contemporary style and comfort
5 bedrooms, 5 king beds, 5 bathrooms
26–31 Oct
4.99 out of 5 average rating, 69 reviews
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Top guest favourite
Flat in San Gusmè
Beautiful medieval village!!!
2 bedrooms, 3 beds, 2 bathrooms
30 Oct – 4 Nov
4.99 out of 5 average rating, 473 reviews
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Top guest favourite
Villa in Gaiole in Chianti
Galendino
2 bedrooms, 2 king beds, 2 bathrooms
10–17 Oct
5.0 out of 5 average rating, 10 reviews
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Top guest favourite
Villa in Siena
Exclusive Villa Mami
6 bedrooms, 6 beds, 6.5 bathrooms
18–23 Oct
5.0 out of 5 average rating, 25 reviews
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Top guest favourite
Home in Greve in Chianti
Relaxation and charm in the Chianti hills
3 bedrooms, 3 double beds, 3.5 bathrooms
27 Oct – 1 Nov
4.99 out of 5 average rating, 114 reviews
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Top guest favourite
Apartment in Siena
Luxury Penthouse with a View of Piazza del Campo
3 bedrooms, 3 beds, 4 bathrooms
25–30 Oct
5.0 out of 5 average rating, 21 reviews
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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
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Luxe
Home in Gaiole in Chianti
La Tuscia – Tuscan Estate, Boutique Villa
4 bedrooms, 4 king beds, 5 bathrooms
24–29 Oct
5.0 out of 5 average rating, 22 reviews
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Top guest favourite
Villa in Bucine
Villa Petrea - Holidays and Weddings
8 bedrooms, 14 beds, 8 bathrooms
24–31 Oct
4.94 out of 5 average rating, 90 reviews
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Top guest favourite
Cottage in Villa A Sesta
CASA MARIA
2 bedrooms, 3 beds, 3 bathrooms
30 Sept – 5 Oct
5.0 out of 5 average rating, 20 reviews
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Luxe
Villa in Gaiole in Chianti
Le Pratola
7 bedrooms, 11 beds, 7.5 bathrooms
17–24 Oct
5.0 out of 5 average rating, 6 reviews
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Top guest favourite
Farm stay in Monte San Savino
LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA
6 bedrooms, 7 beds, 7 bathrooms
30 Oct – 4 Nov
4.99 out of 5 average rating, 116 reviews
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Guest favourite
Home in Poggibonsi
Le Casacce Farmhouse
2 bedrooms, 2 beds, 2 bathrooms
15–20 Oct
5.0 out of 5 average rating, 6 reviews
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Top guest favourite
Villa in Rignano sull'Arno
​Villa Fonticina: Private Pool & Secluded Woods
4 bedrooms, 4 queen beds, 3 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 49 reviews
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Top guest favourite
Villa in Volterra
Luxury A/C Villa + Annex with Jacuzzi + Pool, Chef
6 bedrooms, 8 beds, 6 bathrooms
11–17 Oct
5.0 out of 5 average rating, 35 reviews