Search results; Over 1,000 homes in Montepulciano

Guest favourite
Farm stay in Montepulciano
Amazing view 3 bdr villa with pool & A/C in Pienza
3 bedrooms, 4 beds, 2.5 private bathrooms
5–10 Sept
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4.93 out of 5 average rating, 72 reviews
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
Loft in Montepulciano
La Piazzetta - Cozy open space in the historic center of Montepulciano
5.0 out of 5 average rating, 506 reviews, 2 beds, 1 bathroom
12–17 Jul
Top guest favourite
Guest suite in Cetona
Cozy country house
5.0 out of 5 average rating, 15 reviews, 2 bedrooms, 3 beds, 2 bathrooms
26–31 Aug
Top guest favourite
Flat in Valialle
Castle of Valialle-Casa della Contessa
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 3 beds, 3 bathrooms
21–26 Jul
Top guest favourite
Flat in Montepulciano
Dimora dell'Erbe - Rooftop Apartment
5.0 out of 5 average rating, 114 reviews, 2 bedrooms, 2 beds, 2 bathrooms
17–22 Oct
Top guest favourite
Flat in Lucignano
Palazzo Trapani Luxury Residence
5.0 out of 5 average rating, 34 reviews, 2 bedrooms, 3 beds, 2.5 bathrooms
22–27 Aug
Top guest favourite
Farm stay in Anghiari
Tuscan dream lux 2-bed, pool, private balcony
5.0 out of 5 average rating, 48 reviews, 2 bedrooms, 2 beds, 2 bathrooms
9–14 Jul
Top guest favourite
Villa in Montepulciano
Wine Experience Villa in Montepulciano
4.97 out of 5 average rating, 123 reviews, 4 bedrooms, 5 beds, 2.5 bathrooms
4–9 Nov
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
21–26 Jul
Top guest favourite
Home in Castiglione del Lago
[Dimora del Leone 1900]• Relaxation & Whirlpool
5.0 out of 5 average rating, 10 reviews, 3 bedrooms, 5 beds, 3 bathrooms
1–6 Jul
Top guest favourite
Home in Cortona
Breathtaking views: Historic House w/Terrace & BBQ
5.0 out of 5 average rating, 21 reviews, 3 bedrooms, 4 beds, 2 bathrooms
13–18 Jul
Top guest favourite
Home in Monteroni d'Arbia
Discover Tuscany • Peaceful Country Retreat
5.0 out of 5 average rating, 10 reviews, 2 bedrooms, 2 beds, 1 bathroom
18–23 Jul
Top guest favourite
Villa in Pienza
Unplug at a 17th-Century Farmhouse Enveloped by Olive Groves
4.99 out of 5 average rating, 109 reviews, 2 bedrooms, 3 beds, 1 bathroom
11–16 Nov
Top guest favourite
Flat in Quercegrossa
Tuscany jem: The Chianti Farmer's House
4.97 out of 5 average rating, 71 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
16–21 Oct
Top guest favourite
Holiday home in Monticchiello
Elegant farmhouse overlooking Pienza
5.0 out of 5 average rating, 32 reviews, 3 bedrooms, 4 beds, 3 bathrooms
24–29 Aug
Top guest favourite
Flat in Montepulciano
Montepulciano Historic Center
4.99 out of 5 average rating, 295 reviews, 1 bedroom, 2 beds, 1 bathroom
8–13 Nov
Top guest favourite
Villa in Chianciano Terme
Villa with View for Family & Friends, in Tuscany
4.97 out of 5 average rating, 125 reviews, 2 bedrooms, 4 beds, 2 bathrooms
1–6 Aug
Top guest favourite
Villa in Civitella In Val di Chiana
Casale La Querce-Tuscan Farmhouse with pool & view
5.0 out of 5 average rating, 17 reviews, 4 bedrooms, 5 beds, 4 bathrooms
1–6 Jul