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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, 40 reviews
Top guest favourite
Apartment in Barberino Tavarnelle
Entire house for couple with exclusive pool
Individual host
21–26 Sept
5.0 out of 5 average rating, 44 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
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
Il Greppo rustic charm Tuscan views & Hot Tub
Individual host
2–7 Nov
5.0 out of 5 average rating, 28 reviews
Superhost
Flat in Poggibonsi
Sole: Rustic Escape Tuscany private park @ Chianti
Individual host
15–20 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Villa in Linari
Entire villa with private pool, stunning view!
Individual host
18–23 Sept
4.98 out of 5 average rating, 60 reviews
Top guest favourite
Home in Magliano
Alba in Chianti
Individual host
3–8 Oct
5.0 out of 5 average rating, 59 reviews
Flat in Poggibonsi
Borgo Apt. with ac near Siena
Business host
13–18 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Flat in Certaldo
Iris Apartment - Az. Agricola Sotto il Masso
Individual host
15–20 Sept
5.0 out of 5 average rating, 10 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
Holiday home in Barberino Tavarnelle
Le Querciole by Mauro Corsi
Individual host
17–22 Sept
Top guest favourite
Flat in Castellina in Chianti
Casa Mirella in Chianti
Individual host
26–31 Oct
4.95 out of 5 average rating, 57 reviews
Flat in Certaldo
La Casa di Mario: Apt near Siena and Florence
Business host
12–17 Oct
5.0 out of 5 average rating, 4 reviews
Flat in Poggibonsi
small apartment 90 metres from Siena Eye Laser
Individual host
13–18 Sept
New place to stay
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
Flat in Poggibonsi
Capanna, typical house in Chianti with pool
Individual host
21–26 Sept
4.97 out of 5 average rating, 59 reviews
Top guest favourite
Apartment in San Gimignano
Casaglia Residence
Individual host
5–10 Oct
4.97 out of 5 average rating, 75 reviews