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Search results; Over 1,000 homes in Pienza

Top guest favourite
Villa in Pienza
Unplug at a 17th-Century Farmhouse Enveloped by Olive Groves
2 bedrooms, 3 beds
22–27 Aug
4.99 out of 5 average rating, 110 reviews
Top guest favourite
Holiday home in Pienza
Pienzalettings
1 bedroom, 3 beds
19–24 Oct
4.93 out of 5 average rating, 110 reviews
Superhost
Flat in Scrofiano
Panoramic View New Apartment with Balcony and A/C
1 bedroom, 2 beds
26 Sept – 1 Oct
New place to stay
Top guest favourite
Flat in Monticchiello
Casa Tòrta - comfort room
1 bedroom, 1 bed
29 Oct – 3 Nov
5.0 out of 5 average rating, 101 reviews
Guest favourite
Home in Pienza
Casa di Vico, just a short walk from the center of Pienza
3 bedrooms, 1 double bed
17–22 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Guest house in Montefollonico
Casale Santa Barbara - Exclusive Apartment
1 bedroom, 1 bed
19–24 Aug
4.98 out of 5 average rating, 131 reviews
Top guest favourite
Flat in San Quirico d'Orcia
Apartment in Val d'Orcia
2 bedrooms, 3 beds
24–29 Oct
5.0 out of 5 average rating, 42 reviews
Top guest favourite
Flat in San Gusmè
La Dimora del Luca
1 bedroom, 2 beds
1–6 Nov
4.99 out of 5 average rating, 165 reviews
Top guest favourite
Flat in Scrofiano
2BR Tuscan apt with garden and patio- quiet stay
2 bedrooms, 4 beds
9–14 Sept
4.96 out of 5 average rating, 28 reviews
Top guest favourite
Flat in Pienza
In the heart of Pienza, just 50 meters from the Duomo!
3 bedrooms, 4 beds
5–10 Nov
4.98 out of 5 average rating, 45 reviews
Top guest favourite
Farm stay in Montalcino
Tuscan Farmhouse ~ Magic Sunsets ~ 360° view
2 bedrooms, 3 beds
30 Aug – 4 Sept
4.98 out of 5 average rating, 43 reviews
Top guest favourite
Guest suite in Pienza
Bernardo Suite - PienzaLettings
1 bedroom, 2 double beds
17–22 Oct
4.97 out of 5 average rating, 32 reviews
Top guest favourite
Flat in Cortona
Cortona’s Rooftop Nest
3 bedrooms, 3 beds
17–22 Aug
4.99 out of 5 average rating, 181 reviews
Top guest favourite
Apartment in San Quirico d'Orcia
The Way
2 bedrooms, 2 double beds
30 Oct – 4 Nov
5.0 out of 5 average rating, 25 reviews
Home in Montefollonico
Charming Tuscan Home · Montepulciano & Val d'Orcia
2 bedrooms, 2 double beds
18–23 Aug
New place to stay
Guest favourite
Flat in Montepulciano
Authentic Tuscany House in the Center 120mq
2 bedrooms, 3 beds
26 Sept – 1 Oct
4.95 out of 5 average rating, 66 reviews
Guest favourite
Flat in Montepulciano
Il Rifugio | AC, Garden & Parking near Center
1 bedroom, 1 bed
4–9 Aug
4.95 out of 5 average rating, 20 reviews
Top guest favourite
Holiday home in Siena
New! Luxury Apartment in Historic Centre of Siena
3 bedrooms, 4 beds
24–29 Aug
5.0 out of 5 average rating, 12 reviews