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Search results; Over 1,000 homes in Monsanto II

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Top guest favourite
Home in Monsanto II
The cottage in Chianti with a small breakfast
2 bedrooms, 4 beds, 1 private bathroom
11–16 Oct
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4.96 out of 5 average rating, 52 reviews
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Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
3 bedrooms, 3 beds, 3 bathrooms
7–12 Oct
5.0 out of 5 average rating, 4 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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Holiday home in Barberino Tavarnelle
Le Querciole by Mauro Corsi
4 bedrooms, 3 double beds, 4 bathrooms
1–6 Oct
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Top guest favourite
Villa in Linari
Entire villa with private pool, stunning view!
6 bedrooms, 7 beds, 6.5 bathrooms
20–25 Oct
4.98 out of 5 average rating, 61 reviews
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Top guest favourite
Home in Poggibonsi
Relax in Chianti countryside
3 bedrooms, 4 beds, 2.5 bathrooms
17–22 Oct
5.0 out of 5 average rating, 38 reviews
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Top guest favourite
Home in San Filippo a Ponzano
Infinity pool in Chianti 1
3 bedrooms, 4 beds, 2 bathrooms
20–25 Oct
5.0 out of 5 average rating, 143 reviews
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Top guest favourite
Home in Poggibonsi
Il Greppo rustic charm Tuscan views & Hot Tub
2 bedrooms, 2 beds, 1 bathroom
2–7 Nov
5.0 out of 5 average rating, 30 reviews
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Top guest favourite
Farm stay in San Gimignano
Casa Renai - holidays with friends in San Gimignano
13 bedrooms, 15 beds, 9 bathrooms
18–23 Oct
5.0 out of 5 average rating, 50 reviews
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Top guest favourite
Barn in Montespertoli
Tuscan Farmhouse – Private Pool & Chianti Views
3 bedrooms, 5 beds, 2 bathrooms
19–24 Oct
5.0 out of 5 average rating, 57 reviews
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Guest favourite
Villa in Il Pino
Exclusive villa private pool florentine farmland
6 bedrooms, 9 beds, 7 bathrooms
4–9 Oct
5.0 out of 5 average rating, 7 reviews
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Top guest favourite
Flat in San Gimignano
Private Courtyard | 3BR/3BA | Garage
3 bedrooms, 3 king beds, 3 bathrooms
18–23 Oct
5.0 out of 5 average rating, 15 reviews
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Top guest favourite
Flat in Poggibonsi
Casal De' Matti - Margot House
2 bedrooms, 3 beds, 2 bathrooms
26–31 Oct
4.98 out of 5 average rating, 47 reviews
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Top guest favourite
Townhouse in Colle di Val d'Elsa
Il Cristallo – Dream Getaway in Tuscany
4 bedrooms, 4 beds, 2.5 bathrooms
6–11 Oct
5.0 out of 5 average rating, 10 reviews
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Top guest favourite
Home in Magliano
Alba in Chianti
3 bedrooms, 4 beds, 3 bathrooms
3–8 Oct
5.0 out of 5 average rating, 59 reviews
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Top guest favourite
Villa in Barberino Tavarnelle
Luxury Villa in Chianti • Private Natural Pool
2 bedrooms, 3 beds, 2 bathrooms
1–6 Oct
5.0 out of 5 average rating, 31 reviews
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Top guest favourite
Room in San Casciano In Val di Pesa
Independent loft in the heart of Chianti
2 beds, 1 bathroom
4–9 Oct
5.0 out of 5 average rating, 65 reviews
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Flat in Poggibonsi
Small apartment 90 meters from Siena Eye Laser
1 bedroom, 1 double bed, 1 bathroom
3–8 Oct
New place to stay
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Top guest favourite
Flat in San Gimignano
Luxury Residence in the Heart of San Gimignano
3 bedrooms, 3 king beds, 2 bathrooms
28 Oct – 2 Nov
5.0 out of 5 average rating, 7 reviews