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Search results; Over 1,000 homes in Montalcino

Guest favourite
Home in Montalcino
House of the Jujube
2 bedrooms, 3 beds, 1 private bathroom
28 Sept – 3 Oct, Individual host
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4.96 out of 5 average rating, 156 reviews
Top guest favourite
Home in Montalcino
Montalcino Townhouse with Private Garden & Spa
Business host
20–25 Sept
5.0 out of 5 average rating, 154 reviews
Superhost
Flat in Montalcino
Wp Relais Argante Apartment
Business host
24–29 Oct
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Farm stay in Montalcino
Cappella - farmhouse surrounded by vineyards
Business host
21–26 Oct
4.96 out of 5 average rating, 81 reviews
Top guest favourite
Holiday home in Monticchiello
Elegant farmhouse overlooking Pienza
Individual host
29 Oct – 3 Nov
5.0 out of 5 average rating, 36 reviews
Guest favourite
Farm stay in Montalcino
Tuscan Farmhouse ~ Magic Sunsets ~ 360° view
Individual host
20–25 Sept
4.98 out of 5 average rating, 45 reviews
Top guest favourite
Home in Montalcino
Domus Antiqua
Individual host
29 Dec – 3 Jan
4.95 out of 5 average rating, 40 reviews
Superhost
Flat in San Giovanni d'Asso
Podere Ferranino #Alberti Townhouse
Business host
12–19 Sept
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Home in Cortona
Relais Tosca Slow and Rural Life
Individual host
26 Sept – 1 Oct
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Lucignano
Belvedere Antico [Tuscan pool and garden]
Individual host
15–20 Sept
4.98 out of 5 average rating, 48 reviews
Top guest favourite
Home in Castiglion Fiorentino
Hidden gem in Tuscany
3 bedrooms, 3 beds
26–31 Oct
5.0 out of 5 average rating, 55 reviews
Top guest favourite
Villa in Sarteano
Stone farmhouse in Val D'Orcia
Individual host
31 Oct – 5 Nov
4.97 out of 5 average rating, 158 reviews
Top guest favourite
Villa in Chianciano Terme
Charming TuscanVilla with View for Family&Friends
Business host
27 Sept – 2 Oct
4.97 out of 5 average rating, 128 reviews
Top guest favourite
Home in Montepulciano
PIAZZETTA S.BARTOLOMEO
Individual host
7–12 Nov
4.99 out of 5 average rating, 148 reviews
Bed and breakfast in Siena
Abbadia Sicille Relais, Royal Suite with Jacuzzi
Business host
21–26 Oct
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Villa in Sinalunga
The twigs
Individual host
26–31 Oct
5.0 out of 5 average rating, 98 reviews
Top guest favourite
Home in Montalcino
Villa Cipressino
Individual host
11–16 Sept
5.0 out of 5 average rating, 13 reviews
Home in Buonconvento
Villa Resta: 1573 Monastery
Individual host
25–30 Oct
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Cottage in Osteria delle Noci
Your Tuscan oak tree house, enchanting Val d'Orcia
Individual host
4–9 Oct
5.0 out of 5 average rating, 115 reviews