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Search results; Over 1,000 homes in San Giovanni d'Asso

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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
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Top guest favourite
Villa in Bettolle
A Fairytale Wedding in Tuscany
Business host
18–23 Sept
5.0 out of 5 average rating, 27 reviews
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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, 53 reviews
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Top guest favourite
Holiday home in Monticchiello
Elegant farmhouse overlooking Pienza
Individual host
29 Oct – 3 Nov
5.0 out of 5 average rating, 36 reviews
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Top guest favourite
Flat in Monticchiello
Casa Bonari - a paradise for the eyes
Individual host
17–22 Nov
4.97 out of 5 average rating, 187 reviews
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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
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Villa in Pienza
Pennella | Private villa with panoramic pool
Business host
12–19 Sept
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Top guest favourite
Farm stay in Montalcino
Cappella - farmhouse surrounded by vineyards
Business host
21–26 Oct
4.96 out of 5 average rating, 81 reviews
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Cottage in Monticiano
Typical Tuscan Cottage with swimming pool and park
Individual host
12–17 Oct
5.0 out of 5 average rating, 40 reviews
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Guest favourite
Villa in Siena
Podere Maiano - Pool Villa with 9 Bdrs and Spa
Business host
2–8 Sept
5.0 out of 5 average rating, 7 reviews
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Top guest favourite
Flat in Lucignano
Palazzo Trapani Luxury Residence
2 bedrooms, 1 bed, 2.5 bathrooms
13–18 Nov
4.9 out of 5 average rating, 42 reviews
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Superhost
Flat in Montalcino
Wp Relais Argante Apartment
Business host
25–30 Sept
5.0 out of 5 average rating, 4 reviews
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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
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Top guest favourite
Flat in Quercegrossa
Tuscany jem: The Chianti Farmer's House
Individual host
29 Oct – 3 Nov
4.98 out of 5 average rating, 82 reviews
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Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
15–20 Sept
New place to stay
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Home in Pergine Valdarno
Casa Vecchia | Private Pool & Garden
Business host
7–12 Sept
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Apartment in San Quirico d'Orcia
Panoramic Apartment in the Centre Dimora del Poggio
Business host
1–6 Jan
4.99 out of 5 average rating, 99 reviews
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Top guest favourite
Flat in Asciano
Belvedere apartment in farmhouse with swimming pool
Business host
9–14 Oct
4.98 out of 5 average rating, 84 reviews