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Search results; Over 1,000 homes in Montepulciano

Top guest favourite
Flat in Montepulciano
Magnificent 2 BR with Terrace and Air Conditioning
2 bedrooms, 2 beds, 2 private bathrooms
16–21 Jul
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4.99 out of 5 average rating, 101 reviews
Top guest favourite
Guest house in Macciano
Tuscan cottage with an heavenly view
1 bedroom, 2 beds, 1 bathroom
30 Oct – 4 Nov
4.97 out of 5 average rating, 230 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, 322 reviews
Top guest favourite
Holiday home in Monticchiello
Elegant farmhouse overlooking Pienza
3 bedrooms, 4 beds, 3 bathrooms
14–19 Jul
5.0 out of 5 average rating, 33 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
Home in Castiglion Fiorentino
Hidden gem in Tuscany
3 bedrooms, 3 beds, 3 bathrooms
11–16 Aug
5.0 out of 5 average rating, 52 reviews
Top guest favourite
Home in Lucignano
Belvedere Antico [Tuscan pool and garden]
4 bedrooms, 5 beds, 3 bathrooms
16–21 Aug
4.98 out of 5 average rating, 45 reviews
Top guest favourite
Tower in San Quirico d'Orcia
Luxurious Medieval Tower & Private Concierge
1 bedroom, 1 king bed, 1 bathroom
6–11 Aug
5.0 out of 5 average rating, 113 reviews
Top guest favourite
Farm stay in Montalcino
Tuscan Farmhouse ~ Magic Sunsets ~ 360° view
2 bedrooms, 3 beds, 2 bathrooms
13–18 Jul
4.98 out of 5 average rating, 43 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 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, 154 reviews
Top guest favourite
Guest suite in Cetona
Cozy country house
2 bedrooms, 3 beds, 2 bathrooms
27 Aug – 1 Sept
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Flat in Monticchiello
Casa Bonari - a paradise for the eyes
3 bedrooms, 4 beds, 2 bathrooms
10–15 Aug
4.97 out of 5 average rating, 183 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
Guest favourite
Flat in Montepulciano
Montepulciano – La Botte | Romantic, AC & Parking
2 bedrooms, 2 beds, 1 bathroom
27 Jul – 1 Aug
4.85 out of 5 average rating, 13 reviews
Top guest favourite
Flat in Montepulciano
The source
1 bedroom, 3 beds, 2 bathrooms
30 Oct – 4 Nov
5.0 out of 5 average rating, 208 reviews
Top guest favourite
Flat in Cantagallina Alta
Il Gelsomino, apartment between Tuscany and Umbria
2 bedrooms, 2 double beds, 1 bathroom
5–10 Sept
4.99 out of 5 average rating, 88 reviews
Guest favourite
Flat in Montepulciano
Authentic Tuscany House in the Center 120mq
2 bedrooms, 3 beds, 1.5 bathrooms
10–15 Jul
4.95 out of 5 average rating, 65 reviews