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Search results; Over 1,000 homes in Monsanto I

Guest favourite
Villa in Monsanto
La Cipresseta Estate | Cipresso House
2 bedrooms, 3 beds, 1 private bathroom
22–27 Sept, Individual host
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4.98 out of 5 average rating, 41 reviews
Top guest favourite
Apartment in Barberino Tavarnelle
Entire house for couple with exclusive pool
Individual host
22–27 Sept
5.0 out of 5 average rating, 45 reviews
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
15–20 Sept
New place to stay
Guest favourite
Home in Poggibonsi
Le Casacce Farmhouse
Individual host
11–16 Oct
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Poggibonsi
Relax in Chianti countryside
Individual host
17–22 Oct
5.0 out of 5 average rating, 38 reviews
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
Top guest favourite
Apartment in San Gimignano
Casaglia Residence
Individual host
5–10 Oct
4.97 out of 5 average rating, 75 reviews
Guest favourite
Farm stay in Poggibonsi
Holiday home Poggio al olive trees
Business host
16–21 Oct
5.0 out of 5 average rating, 32 reviews
Top guest favourite
Home in Monteriggioni
Beautiful Villa with private swimming pool
Individual host
10–17 Oct
5.0 out of 5 average rating, 18 reviews
Holiday home in Barberino Tavarnelle
Le Querciole by Mauro Corsi
Individual host
17–22 Sept
Top guest favourite
Home in Castellina in Chianti
Apartment with stunning view on the vineyards
Business host
25–30 Oct
4.97 out of 5 average rating, 33 reviews
Home in Colle di Val d'Elsa
Casa Emilio
Business host
23–28 Sept
5.0 out of 5 average rating, 3 reviews
Superhost
Flat in Poggibonsi
Il Casale di Villore, Poggibonsi, Siena, Tuscany, Prugnolo Apt.
Business host
20–25 Oct
5.0 out of 5 average rating, 9 reviews
Guest favourite
Flat in Poggibonsi
Capanna, typical house in Chianti with pool
Individual host
21–26 Sept
4.97 out of 5 average rating, 59 reviews
Flat in Poggibonsi
Refined Comfort Apartment Villa in Vineyard for 7
Business host
14–19 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Flat in Poggibonsi
Casal De' Matti - Margot House
Business host
16–21 Oct
4.98 out of 5 average rating, 47 reviews
Guest favourite
Farm stay in Toscana
Casa anita - castellina in chianti - barn, tuscany
Business host
29 May – 5 Jun
4.92 out of 5 average rating, 13 reviews
Top guest favourite
Home in Barberino Tavarnelle
Peaceful Tuscan Home with Breathtaking Views
Individual host
3–8 Nov
5.0 out of 5 average rating, 89 reviews
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, 15 reviews