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Search results; Over 1,000 homes in Montepulciano

Descriptions are based on details hosts provide
Guest favourite
Villa in Montepulciano
Montepulciano Central Villa - Sauna & Jacuzzi
4 bedrooms, 7 beds, 3 private bathrooms
15–20 Jul
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4.85 out of 5 average rating, 151 reviews
Top guest favourite
Home in Lucignano
Historic Tuscan farmhouse with pool and olive groves
4.98 out of 5 average rating, 45 reviews, 4 bedrooms, 5 beds, 3 bathrooms
2–7 Aug
Top guest favourite
Guest house in Macciano
Tuscan cottage with an heavenly view
4.97 out of 5 average rating, 231 reviews, 1 bedroom, 2 beds, 1 bathroom
30 Oct – 4 Nov
Top guest favourite
Flat in Montepulciano
Spectacular hill views with designer furniture
4.97 out of 5 average rating, 322 reviews, 2 bedrooms, 3 beds, 2 bathrooms
24–29 Aug
Top guest favourite
Holiday home in Monticchiello
Tuscan country house with views of Pienza
5.0 out of 5 average rating, 33 reviews, 3 bedrooms, 4 beds, 3 bathrooms
16–21 Jul
Top guest favourite
Home in Castiglion Fiorentino
Hidden gem in Tuscany
5.0 out of 5 average rating, 52 reviews, 3 bedrooms, 3 beds, 3 bathrooms
11–16 Aug
Top guest favourite
Farm stay in Montalcino
Tuscan Farmhouse ~ Magic Sunsets ~ 360° view
4.98 out of 5 average rating, 43 reviews, 2 bedrooms, 3 beds, 2 bathrooms
31 Jul – 5 Aug
Top guest favourite
Guest house in Montefollonico
Stone farmhouse with Val d’Orcia views
4.98 out of 5 average rating, 130 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Jul
Top guest favourite
Apartment in Montepulciano
The walnut tree view, Montepulciano
5.0 out of 5 average rating, 121 reviews, 1 bedroom, 1 bed, 1 bathroom
31 Oct – 5 Nov
Top guest favourite
Farm stay in Pienza
Hilltop farmstay with Val d’Orcia views
4.97 out of 5 average rating, 34 reviews, 3 bedrooms, 4 beds, 3 bathrooms
15–20 Jul
Top guest favourite
Farm stay in Monticchiello
Podere Lamino, Val d'Orcia, Pienza
4.99 out of 5 average rating, 67 reviews, 4 bedrooms, 4 beds, 4 bathrooms
30 Oct – 4 Nov
Top guest favourite
Apartment in Pienza
Mascagni Farmhouse in Val d'Orcia, Pienza
5.0 out of 5 average rating, 154 reviews, 2 bedrooms, 2 beds, 2 bathrooms
19–24 Oct
Guest favourite
Flat in Montepulciano
Authentic Tuscany House in the Center 120mq
4.95 out of 5 average rating, 65 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
27 Jul – 1 Aug
Top guest favourite
Loft in Montepulciano
La Piazzetta - Cozy open space in the historic center of Montepulciano
5.0 out of 5 average rating, 508 reviews, 2 beds, 1 bathroom
16–21 Jul
Top guest favourite
Apartment in Siena
Luxury Penthouse with a View of Piazza del Campo
5.0 out of 5 average rating, 15 reviews, 3 bedrooms, 3 beds, 4 bathrooms
19–24 Aug
Guest favourite
Villa in Poggioferro
Pool with stunning views among olive groves
5.0 out of 5 average rating, 7 reviews, 4 bedrooms, 3 beds, 2 bathrooms
6–11 Oct
Top guest favourite
Villa in Chianciano Terme
Charming Tuscan Villa with View forFamily&Friends
4.97 out of 5 average rating, 126 reviews, 2 bedrooms, 4 beds, 2 bathrooms
15–20 Jul
Top guest favourite
Guest suite in Cetona
Private pool and garden in Tuscany
5.0 out of 5 average rating, 16 reviews, 2 bedrooms, 3 beds, 2 bathrooms
27 Aug – 1 Sept
Top guest favourite
Villa in Montepulciano
Vineyard villa with pool and hot tub
4.97 out of 5 average rating, 123 reviews, 4 bedrooms, 5 beds, 2.5 bathrooms
4–9 Nov