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Search results; Over 1,000 homes in Montalcino

Top guest favourite
Farm stay in Montalcino
Cappella - farmhouse surrounded by vineyards
2 bedrooms, 2 beds, 1 private bathroom
21–26 Oct, Business host
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4.96 out of 5 average rating, 81 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
25–30 Sept
5.0 out of 5 average rating, 4 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, 44 reviews
Top guest favourite
Flat in Monticchiello
Casa Bonari - a paradise for the eyes
Individual host
17–22 Nov
4.97 out of 5 average rating, 187 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
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
Guest favourite
Home in Montalcino
Casaletto La Pergola
Business host
7–12 Sept
5.0 out of 5 average rating, 6 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 Montalcino
Domus Antiqua
Individual host
29 Dec – 3 Jan
4.95 out of 5 average rating, 40 reviews
Home in Cortona
Relais Tosca Slow and Rural Life
Individual host
26 Sept – 1 Oct
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Villa in Sinalunga
The twigs
Individual host
26–31 Oct
5.0 out of 5 average rating, 97 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, 54 reviews
Top guest favourite
Flat in Quercegrossa
Tuscany jem: The Chianti Farmer's House
Individual host
29 Oct – 3 Nov
4.98 out of 5 average rating, 84 reviews
Top guest favourite
Home in Montalcino
City Center Palazzo: 4 King BR 6 Bath and Garage
4 bedrooms, 4 king beds
28 Oct – 2 Nov
5.0 out of 5 average rating, 24 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, 113 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
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