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Search results; Over 1,000 homes in San Filippo a Ponzano

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Top guest favourite
Home in San Filippo a Ponzano
Infinity pool in Chianti 1
3 bedrooms, 4 beds, 2 private bathrooms
20–25 Oct
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5.0 out of 5 average rating, 143 reviews
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Superhost
Home in San Filippo a Ponzano
Infinity pool in Chianti 2
3 bedrooms, 4 beds
21–26 Oct
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Top guest favourite
Villa in Linari
Entire villa with private pool, stunning view!
6 bedrooms, 7 beds
20–25 Oct
4.98 out of 5 average rating, 61 reviews
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Villa in Barberino Tavarnelle
Luxury Villa in Chianti • Private Natural Pool
2 bedrooms, 3 beds
1–6 Oct
5.0 out of 5 average rating, 31 reviews
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Farm stay in Certaldo
Farmhouse exclusive use Chianti area infinity pool
3 bedrooms, 5 beds
18–23 Oct
5.0 out of 5 average rating, 31 reviews
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Top guest favourite
Flat in San Gimignano
Private Courtyard | 3BR/3BA | Garage
3 bedrooms, 3 king beds
18–23 Oct
5.0 out of 5 average rating, 15 reviews
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Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
3 bedrooms, 3 beds
7–12 Oct
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
Flat in Poggibonsi
Casal De' Matti - Margot House
2 bedrooms, 3 beds
26–31 Oct
4.98 out of 5 average rating, 47 reviews
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Luxe
Villa in Barberino Tavarnelle
Villa Chianti Fornace
6 bedrooms, 6 beds
17–24 Oct
4.86 out of 5 average rating, 14 reviews
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Home in Poggibonsi
Relax in Chianti countryside
3 bedrooms, 4 beds
17–22 Oct
5.0 out of 5 average rating, 38 reviews
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Home in Barberino Tavarnelle
Peaceful and Relaxing Tuscan Retreat with Views
1 bedroom, 2 beds
20–25 Nov
5.0 out of 5 average rating, 90 reviews
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Guest favourite
Villa in Il Pino
Exclusive villa private pool florentine farmland
6 bedrooms, 9 beds
4–9 Oct
5.0 out of 5 average rating, 7 reviews
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Top guest favourite
Farm stay in Barberino Val d'Elsa
Apartment in a farmhouse in Chianti
4 bedrooms, 6 beds
7–12 Oct
5.0 out of 5 average rating, 17 reviews
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Top guest favourite
Flat in Barberino Val d'Elsa
Ginevra Charme in Chianti
1 bedroom, 1 bed
10–15 Oct
5.0 out of 5 average rating, 8 reviews
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Flat in San Gimignano
Luxury Residence in the Heart of San Gimignano
3 bedrooms, 3 king beds
28 Oct – 2 Nov
5.0 out of 5 average rating, 6 reviews
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Top guest favourite
Home in Galenda
Casa Pernice · Chianti villa with private pool
3 bedrooms, 4 beds
7–12 Oct
5.0 out of 5 average rating, 15 reviews
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Flat in Barberino Tavarnelle
Rent lovely Chianti's apartment!
2 bedrooms, 3 beds
3–8 Oct
4.82 out of 5 average rating, 11 reviews
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Top guest favourite
Apartment in Siena
Luxury Penthouse with a View of Piazza del Campo
3 bedrooms, 3 beds
27 Oct – 1 Nov
5.0 out of 5 average rating, 23 reviews
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Top guest favourite
Villa in Radda in Chianti
Tuscan character, contemporary style and comfort
5 bedrooms, 5 king beds
26–31 Oct
4.99 out of 5 average rating, 69 reviews