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Search results; Over 1,000 homes in Montepulciano

Top guest favourite
Flat in Montepulciano
Casa Ricci Apartment in a 14th-century building
1 bedroom, 1 bed, 1 private bathroom
5–10 Jul
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4.97 out of 5 average rating, 265 reviews
Top guest favourite
Home in Lucignano
Belvedere Antico [Tuscan pool and garden]
4 bedrooms, 5 beds, 3 bathrooms
19–24 Jul
4.98 out of 5 average rating, 45 reviews
Top guest favourite
Guest house in Macciano
Tuscan cottage with an heavenly view
1 bedroom, 2 beds, 1 bathroom
18–23 Sept
4.97 out of 5 average rating, 229 reviews
Top guest favourite
Flat in Montepulciano
A view from the gate, Montepulciano.
2 bedrooms, 3 beds, 2 bathrooms
12–17 Nov
4.97 out of 5 average rating, 321 reviews
Top guest favourite
Home in Castiglion Fiorentino
Hidden gem in Tuscany
3 bedrooms, 3 beds, 3 bathrooms
11–16 Aug
5.0 out of 5 average rating, 51 reviews
Top guest favourite
Farm stay in Pienza
Selvoli Farmhouse - La Chiocciola
3 bedrooms, 4 beds, 3 bathrooms
11–16 Jul
4.97 out of 5 average rating, 34 reviews
Top guest favourite
Loft in Montepulciano
La Piazzetta - Cozy open space in the historic center of Montepulciano
2 beds, 1 bathroom
12–17 Jul
5.0 out of 5 average rating, 507 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
Apartment in Asciano
Casa Biancospino Crete Senesi | Podere Fossaccio
2 bedrooms, 4 beds, 2 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 29 reviews
Top guest favourite
Apartment in Pienza
Mascagni Farmhouse in Val d'Orcia, Pienza
2 bedrooms, 2 double beds, 2 bathrooms
19–24 Oct
5.0 out of 5 average rating, 151 reviews
Top guest favourite
Villa in Sinalunga
The twigs
1 bedroom, 1 bed, 1 bathroom
26–31 Oct
5.0 out of 5 average rating, 87 reviews
Top guest favourite
Farm stay in San Quirico d'Orcia
Podere Pereti Nuovi – Modern Tuscan Villa
5 bedrooms, 5 double beds, 5.5 bathrooms
20–25 Jul
4.98 out of 5 average rating, 112 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
Guest suite in Cetona
Cozy country house
2 bedrooms, 3 beds, 2 bathrooms
26–31 Aug
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Villa in Montepulciano
Wine Experience Villa in Montepulciano
4 bedrooms, 5 beds, 2.5 bathrooms
4–9 Nov
4.97 out of 5 average rating, 123 reviews
Top guest favourite
Flat in Monticchiello
Casa Bonari - a paradise for the eyes
3 bedrooms, 4 beds, 2 bathrooms
11–16 Aug
4.97 out of 5 average rating, 181 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, 64 reviews
Top guest favourite
Apartment in Siena
Luxury Penthouse with a View of Piazza del Campo
3 bedrooms, 3 beds, 4 bathrooms
7–12 Aug
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Flat in Montepulciano
Apt 4: Montepulciano 800 yr old Monastery
2 bedrooms, 2 double beds, 1 bathroom
6–11 Jul
5.0 out of 5 average rating, 48 reviews