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Search results; Over 1,000 homes in Montepulciano

Top guest favourite
Farm stay in Montepulciano
Separate room, between Cortona and Montepulciano
1 bedroom, 4 beds, 1 private bathroom
27 Oct – 1 Nov
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4.95 out of 5 average rating, 221 reviews
Top guest favourite
Villa in Pienza
Unplug at a 17th-Century Farmhouse Enveloped by Olive Groves
4.99 out of 5 average rating, 110 reviews, 2 bedrooms, 3 beds, 1 bathroom
22–27 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
1–6 Aug
Top guest favourite
Flat in Montepulciano
A view from the gate, Montepulciano.
4.97 out of 5 average rating, 322 reviews, 2 bedrooms, 3 beds, 2 bathrooms
12–17 Nov
Top guest favourite
Flat in Sinalunga
The Bell
5.0 out of 5 average rating, 20 reviews, 2 bedrooms, 3 beds, 2 bathrooms
1–6 Oct
Top guest favourite
Home in Montalcino
Villa Cipressino
5.0 out of 5 average rating, 9 reviews, 4 bedrooms, 5 beds, 5 bathrooms
13–18 Aug
Guest favourite
Room in Oliveto
Max's B&B, Triple Room with Patio
2 beds, 1 bathroom
26–31 Aug
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
18–23 Oct
Top guest favourite
Farm stay in Pienza
Selvoli Farmhouse - La Chiocciola
4.97 out of 5 average rating, 34 reviews, 3 bedrooms, 4 beds, 3 bathrooms
22–27 Aug
Flat in Montepulciano
Serena Montepulciano Penthouse
5.0 out of 5 average rating, 4 reviews, 2 bedrooms, 3 beds, 1 bathroom
1–6 Aug
Superhost
Flat in Montepulciano
Il Loggiato – Elegant Apartment with Loggia
5.0 out of 5 average rating, 3 reviews, 1 bedroom, 1 bed, 1 bathroom
5–10 Sept
Bed and breakfast in Siena
Abbadia Sicille Relais, Royal Suite with Jacuzzi
5.0 out of 5 average rating, 3 reviews, 1 bedroom, 3 beds, 1 bathroom
21–26 Oct
Top guest favourite
Flat in Montepulciano
Wi-Fi Fiber Large Apartment in Montepulciano
4.95 out of 5 average rating, 155 reviews, 2 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept
Top guest favourite
Flat in Montepulciano
Charming House in Montepulciano
4.93 out of 5 average rating, 153 reviews, 2 bedrooms, 5 beds, 1 bathroom
1–6 Aug
Top guest favourite
Guest house in Montefollonico
Casale Santa Barbara - Exclusive Apartment
4.98 out of 5 average rating, 130 reviews, 1 bedroom, 1 bed, 1 bathroom
26–31 Aug
Guest favourite
Place to stay in Montepulciano
The Old Walls Luxury Room, Falcinelli Palace
5.0 out of 5 average rating, 20 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Aug
Top guest favourite
Flat in Castiglione del Lago
Farmhouse close to Montepulciano
4.87 out of 5 average rating, 135 reviews, 2 bedrooms, 3 beds, 1 bathroom
3–8 Oct
Top guest favourite
Holiday home in Monticchiello
Elegant farmhouse overlooking Pienza
5.0 out of 5 average rating, 34 reviews, 3 bedrooms, 4 beds, 3 bathrooms
24–29 Aug
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