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Search results; Over 1,000 homes in Monsanto I

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Guest favourite
Villa in Monsanto
La Cipresseta Estate | Cipresso House
2 bedrooms, 3 beds, 1 private bathroom
10–15 Oct, Individual host
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4.98 out of 5 average rating, 40 reviews
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Top guest favourite
Apartment in Barberino Tavarnelle
Entire house for couple with exclusive pool
Individual host
16–21 Sept
5.0 out of 5 average rating, 44 reviews
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Top guest favourite
Home in Poggibonsi
Relax in Chianti countryside
Individual host
1–6 Sept
5.0 out of 5 average rating, 38 reviews
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Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
1–6 Sept
New place to stay
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Top guest favourite
Home in Poggibonsi
Il Greppo rustic charm Tuscan views & Hot Tub
Individual host
11–16 Oct
5.0 out of 5 average rating, 26 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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Home in Poggibonsi
Le Casacce Farmhouse
Individual host
30 Sept – 5 Oct
5.0 out of 5 average rating, 4 reviews
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Holiday home in Barberino Tavarnelle
Le Querciole by Mauro Corsi
Individual host
1–6 Sept
New place to stay
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Superhost
Home in Magliano
Alba in Chianti
Individual host
30 Oct – 4 Nov
5.0 out of 5 average rating, 57 reviews
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Top guest favourite
Flat in San Gimignano
Apartment at ground floor with garden
Business host
9–14 Nov
4.97 out of 5 average rating, 181 reviews
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Top guest favourite
Farm stay in San Gimignano
Casa Renai - holidays with friends in San Gimignano
Business host
15–20 Oct
5.0 out of 5 average rating, 48 reviews
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Home in Colle di Val d'Elsa
Casa Emilio
Business host
6–11 Sept
New place to stay
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Top guest favourite
Farm stay in Barberino Val d'Elsa
Apartment in a farmhouse in Chianti
Business host
7–12 Oct
5.0 out of 5 average rating, 15 reviews
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Top guest favourite
Flat in Certaldo
Iris Apartment - Az. Agricola Sotto il Masso
Individual host
1–6 Sept
5.0 out of 5 average rating, 10 reviews
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Top guest favourite
Flat in Castellina in Chianti
Casa Mirella in Chianti
Individual host
25–30 Oct
4.95 out of 5 average rating, 56 reviews
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Top guest favourite
Villa in Barberino Tavarnelle
Valluccia 51
Individual host
30 Sept – 5 Oct
5.0 out of 5 average rating, 49 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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Barn in Poggibonsi
Barn in the heart of Chianti
Business host
1–6 Sept
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Top guest favourite
Villa in Barberino Tavarnelle
Luxury Villa in Chianti • Private Natural Pool
Individual host
2–7 Oct
5.0 out of 5 average rating, 30 reviews