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Search results; Over 1,000 homes in Pienza

Top guest favourite
Apartment in Pienza
Tuscan country house at Mascagni Farmhouse in Pienza
2 bedrooms, 2 beds, 2 shared bathrooms
30 Oct – 4 Nov
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5.0 out of 5 average rating, 159 reviews
Top guest favourite
Flat in Monticchiello
Casa Bonari - a paradise for the eyes
3 bedrooms, 4 beds
17–22 Nov
4.97 out of 5 average rating, 187 reviews
Top guest favourite
Farm stay in San Quirico d'Orcia
Podere Pereti Nuovi – Modern Tuscan Villa
5 bedrooms, 5 double beds
18–23 Nov
4.98 out of 5 average rating, 116 reviews
Villa in Pienza
Pennella | Private villa with panoramic pool
4 bedrooms, 6 beds
12–19 Sept
Top guest favourite
Cottage in Osteria delle Noci
Your Tuscan oak tree house, enchanting Val d'Orcia
1 bedroom, 2 beds
4–9 Oct
5.0 out of 5 average rating, 115 reviews
Top guest favourite
Villa in Sarteano
Stone farmhouse in Val D'Orcia
5 bedrooms, 9 beds
31 Oct – 5 Nov
4.97 out of 5 average rating, 158 reviews
Top guest favourite
Villa in Pienza
Unplug at a 17th-Century Farmhouse Enveloped by Olive Groves
2 bedrooms, 3 beds
11–16 Nov
4.99 out of 5 average rating, 112 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, 26 reviews
Guest favourite
Flat in Monticchiello
Monticchiello apartment with garden, wifi, pienza,
2 bedrooms, 2 beds
28 Sept – 3 Oct
4.91 out of 5 average rating, 11 reviews
Top guest favourite
Villa in Chianciano Terme
Charming Tuscan Villa with View forFamily&Friends
2 bedrooms, 4 beds
27 Sept – 2 Oct
4.97 out of 5 average rating, 128 reviews
Bed and breakfast in Siena
Abbadia Sicille Relais, Royal Suite with Jacuzzi
1 bedroom, 3 beds
21–26 Oct
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Castiglione d'Orcia
Apartment in a detached villa - Val d'Orcia
2 bedrooms, 2 queen beds
23–28 Nov
4.95 out of 5 average rating, 177 reviews
Top guest favourite
Flat in Scrofiano
2BR Tuscan apt with garden and patio- quiet stay
2 bedrooms, 4 beds
19–24 Sept
4.97 out of 5 average rating, 31 reviews
Top guest favourite
Farm stay in Pienza
Spedaletto Castle, Val d'Orcia, Pienza
1 bedroom, 1 queen bed
25–30 Mar
4.97 out of 5 average rating, 181 reviews
Top guest favourite
Villa in Sinalunga
The twigs
1 bedroom, 1 bed
26–31 Oct
5.0 out of 5 average rating, 97 reviews
Guest favourite
Farm stay in Montalcino
Tuscan Farmhouse ~ Magic Sunsets ~ 360° view
2 bedrooms, 3 beds
20–25 Sept
4.98 out of 5 average rating, 44 reviews
Guest favourite
Apartment in Chianciano Terme
Two‑Bedroom Flat with Panoramic View
2 bedrooms, 2 double beds
2–7 Sept
4.9 out of 5 average rating, 29 reviews
Superhost
Flat in Montalcino
Wp Relais Argante Apartment
3 bedrooms, 4 beds
25–30 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Flat in Quercegrossa
Tuscany jem: The Chianti Farmer's House
3 bedrooms, 3 beds
29 Oct – 3 Nov
4.98 out of 5 average rating, 84 reviews