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Search results; Over 1,000 homes in Pienza

Top guest favourite
Apartment in Pienza
Casa Gioia
2 bedrooms, 4 beds, 1 private bathroom
8–13 Dec, Business host
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4.92 out of 5 average rating, 147 reviews
Top guest favourite
Apartment in Pienza
Tuscan rural house in Mascagni Farmhouse Pienza
Business host
30 Oct – 4 Nov
5.0 out of 5 average rating, 159 reviews
Villa in Pienza
Pennella | Private villa with panoramic pool
Business host
12–19 Sept
Top guest favourite
Villa in Chianciano Terme
Charming TuscanVilla with View for Family&Friends
Business host
27 Sept – 2 Oct
4.97 out of 5 average rating, 128 reviews
Top guest favourite
Cottage in Osteria delle Noci
Your Tuscan oak tree house, enchanting Val d'Orcia
Individual host
4–9 Oct
5.0 out of 5 average rating, 115 reviews
Top guest favourite
Villa in Pienza
Unplug at a 17th-Century Farmhouse Enveloped by Olive Groves
Business host
11–16 Nov
4.99 out of 5 average rating, 112 reviews
Top guest favourite
Farm stay in Monticchiello
Podere Lamino, Val d'Orcia, Pienza
Business host
30 Oct – 4 Nov
4.99 out of 5 average rating, 67 reviews
Top guest favourite
Villa in Sinalunga
The twigs
Individual host
26–31 Oct
5.0 out of 5 average rating, 97 reviews
Top guest favourite
Villa in Sarteano
Stone farmhouse in Val D'Orcia
Individual host
31 Oct – 5 Nov
4.97 out of 5 average rating, 158 reviews
Top guest favourite
Home in Lucignano
Belvedere Antico [Tuscan pool and garden]
Individual host
15–20 Sept
4.98 out of 5 average rating, 48 reviews
Top guest favourite
Home in Cortona
Relais Tosca Slow and Rural Life
Individual host
26 Sept – 1 Oct
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Castiglion Fiorentino
Hidden gem in Tuscany
3 bedrooms, 3 beds, 3 bathrooms
26–31 Oct
5.0 out of 5 average rating, 54 reviews
Top guest favourite
Flat in Pienza
In the heart of Pienza, just 50 meters from the cathedral!
Business host
5–10 Nov
4.98 out of 5 average rating, 47 reviews
Top guest favourite
Farm stay in Pienza
Selvoli Farmhouse - La Chiocciola
Business host
11–16 Oct
4.97 out of 5 average rating, 37 reviews
Superhost
Flat in Montalcino
Wp Relais Argante Apartment
Business host
25–30 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Farm stay in Monte San Savino
LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA
Business host
30 Oct – 4 Nov
4.99 out of 5 average rating, 113 reviews
Bed and breakfast in Siena
Abbadia Sicille Relais, Royal Suite with Jacuzzi
Business host
21–26 Oct
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Villa in Pienza
Villa I Cipressini Tuscany Private luxury pool spa
Business host
26 Sept – 1 Oct
4.93 out of 5 average rating, 44 reviews
Top guest favourite
Flat in Montepulciano
Stuart Residence - William Stuart apartment
Business host
12–18 Nov
5.0 out of 5 average rating, 29 reviews