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Search results; Over 1,000 homes in Montalcino

Top guest favourite
Apartment in Montalcino
Unique views from inside Montalcino
3 bedrooms, 3 beds, 2 private bathrooms
12–17 Oct, Individual host
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4.91 out of 5 average rating, 70 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, 83 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
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
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
Guest favourite
Home in Montalcino
Casaletto La Pergola
Business host
29 Sept – 4 Oct
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Montalcino
City Center Palazzo: 4 King BR 6 Bath and Garage
4 bedrooms, 4 king beds, 5 bathrooms
28 Oct – 2 Nov
5.0 out of 5 average rating, 25 reviews
Guest favourite
Flat in Montalcino
Pienza by Interhome
Business host
9–14 Oct
4.88 out of 5 average rating, 8 reviews
Superhost
Flat in San Giovanni d'Asso
Podere Ferranino #Alberti Townhouse
Business host
19–26 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 Montalcino
Villa Cipressino
Individual host
13–18 Sept
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Apartment in San Quirico d'Orcia
Panoramic Apartment in the Centre Dimora del Poggio
Business host
1–6 Jan
4.99 out of 5 average rating, 99 reviews
Top guest favourite
Home in Castiglion Fiorentino
Hidden gem in Tuscany
3 bedrooms, 3 beds, 3 bathrooms
26–31 Oct
5.0 out of 5 average rating, 55 reviews
Top guest favourite
Farm stay in Monte San Savino
LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA
Business host
30 Oct – 4 Nov
4.99 out of 5 average rating, 115 reviews
Flat in Montalcino
La Vista Retreat
Individual host
25–30 Sept
Top guest favourite
Villa in Sinalunga
The twigs
Individual host
26–31 Oct
5.0 out of 5 average rating, 99 reviews