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Search results; Over 1,000 homes in Montepulciano

Descriptions are based on details hosts provide
Top guest favourite
Loft in Montepulciano
The little house in Via Fiorita Tuscan charm
1 bedroom, 1 bed, 1 private bathroom
1–6 Oct
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4.96 out of 5 average rating, 226 reviews
Top guest favourite
Guest house in Macciano
Tuscan views, pool, and pizza oven
1 bedroom, 2 beds, 1 bathroom
30 Oct – 4 Nov
4.97 out of 5 average rating, 232 reviews
Top guest favourite
Flat in Montepulciano
Spectacular hill views with designer furniture
2 bedrooms, 3 beds, 2 bathrooms
24–29 Aug
4.97 out of 5 average rating, 322 reviews
Top guest favourite
Farm stay in Montalcino
Tuscan Farmhouse ~ Magic Sunsets ~ 360° view
2 bedrooms, 3 beds, 2 bathrooms
31 Jul – 5 Aug
4.98 out of 5 average rating, 43 reviews
Top guest favourite
Holiday home in Monticchiello
Elegant farmhouse overlooking Pienza
3 bedrooms, 4 beds, 3 bathrooms
16–21 Jul
5.0 out of 5 average rating, 33 reviews
Top guest favourite
Guest house in Montefollonico
Casale Santa Barbara - Exclusive Apartment
1 bedroom, 1 bed, 1 bathroom
23–28 Jul
4.98 out of 5 average rating, 130 reviews
Top guest favourite
Apartment in Montepulciano
The walnut tree view, Montepulciano
1 bedroom, 1 double bed, 1 bathroom
31 Oct – 5 Nov
5.0 out of 5 average rating, 121 reviews
Top guest favourite
Home in Castiglion Fiorentino
500-year-old home on 33 private acres
3 bedrooms, 3 beds, 3 bathrooms
11–16 Aug
5.0 out of 5 average rating, 52 reviews
Top guest favourite
Home in Lucignano
Historic Tuscan farmhouse with pool and olive groves
4 bedrooms, 5 beds, 3 bathrooms
2–7 Aug
4.98 out of 5 average rating, 45 reviews
Top guest favourite
Farm stay in Monticchiello
Podere Lamino, Val d'Orcia, Pienza
4 bedrooms, 4 queen beds, 4 bathrooms
30 Oct – 4 Nov
4.99 out of 5 average rating, 67 reviews
Top guest favourite
Farm stay in Pienza
Selvoli Farmhouse - La Chiocciola
3 bedrooms, 4 beds, 3 bathrooms
15–20 Jul
4.97 out of 5 average rating, 34 reviews
Guest favourite
Flat in Montepulciano
Authentic Tuscany House in the Center 120mq
2 bedrooms, 3 beds, 1.5 bathrooms
27 Jul – 1 Aug
4.95 out of 5 average rating, 65 reviews
Top guest favourite
Apartment in Pienza
A 1500s barn on an organic farm
2 bedrooms, 2 double beds, 2 bathrooms
19–24 Oct
5.0 out of 5 average rating, 154 reviews
Top guest favourite
Villa in Sarteano
Stone farmhouse in Val D'Orcia
5 bedrooms, 9 beds, 6 bathrooms
17–22 Sept
4.97 out of 5 average rating, 156 reviews
Top guest favourite
Loft in Montepulciano
Stone walls and a fireplace near vineyards
2 beds, 1 bathroom
16–21 Jul
5.0 out of 5 average rating, 508 reviews
Top guest favourite
Serviced apartment in Bettolle
Historic Apartment at Villa Vignacce
2 bedrooms, 4 beds, 2 bathrooms
17–22 Sept
4.97 out of 5 average rating, 59 reviews
Top guest favourite
Flat in Castiglione del Lago
Farmhouse close to Montepulciano
1 bedroom, 1 king bed, 1 bathroom
3–8 Oct
4.93 out of 5 average rating, 152 reviews
Top guest favourite
Villa in Chianciano Terme
Charming Tuscan Villa with View forFamily&Friends
2 bedrooms, 4 beds, 2 bathrooms
15–20 Jul
4.97 out of 5 average rating, 126 reviews
Guest favourite
Villa in Poggioferro
Poggio among the olive trees
4 bedrooms, 3 beds, 2 bathrooms
6–11 Oct
5.0 out of 5 average rating, 7 reviews