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

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Top guest favourite
Farm stay in San Giovanni d'Asso
Flat, Agriturismo "Biofattoria l'Upupa"
2 bedrooms, 3 beds, 1 private bathroom
24–29 Oct, Business host
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4.94 out of 5 average rating, 147 reviews
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Superhost
Flat in San Giovanni d'Asso
Podere Ferranino #Alberti Townhouse
Business host
19–26 Sept
5.0 out of 5 average rating, 13 reviews
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Top guest favourite
Apartment in Pienza
Tuscan rural house in Mascagni Farmhouse Pienza
Business host
26–31 Oct
5.0 out of 5 average rating, 161 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
Home in Castiglion Fiorentino
Hidden gem in Tuscany
3 bedrooms, 3 beds, 3 bathrooms
26–31 Oct
5.0 out of 5 average rating, 56 reviews
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Top guest favourite
Farm stay in Sinalunga
Villa Panorama near Siena Tuscany
Business host
17–23 Sept
5.0 out of 5 average rating, 54 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
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
Villa in Chianciano Terme
Charming Villa in Montepulciano for Fam & Friends
Business host
27 Sept – 2 Oct
4.97 out of 5 average rating, 129 reviews
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Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
16–21 Sept
New place to stay
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Guest favourite
Farm stay in Montalcino
Tuscan Farmhouse ~ Magic Sunsets ~ 360° view
Individual host
27 Oct – 1 Nov
4.98 out of 5 average rating, 46 reviews
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Villa in Pienza
Pennella | Private villa with panoramic pool
Business host
10–17 Oct
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Top guest favourite
Villa in Lucignano
Unique Villa in Tuscany
3 bedrooms, 3 beds, 3 bathrooms
13–20 Jun
4.93 out of 5 average rating, 42 reviews
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Flat in Località Lucignano D'Asso Montalcino
Borgo Lucignanello #Clementine
Business host
8–13 Oct
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Top guest favourite
Villa in Pergine Valdarno
La Vignaccia (Farmhouse) - villa w/private pool
Business host
26 Sept – 3 Oct
4.96 out of 5 average rating, 102 reviews
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Guest favourite
Villa in Sovicille
Farmhouse Podere Il Moro in the nature of Siena
Business host
16–21 Sept
4.95 out of 5 average rating, 20 reviews
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Superhost
Flat in Montalcino
Wp Relais Argante Apartment
Business host
24–29 Oct
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
Home in San Filippo a Ponzano
Infinity pool in Chianti 1
Business host
20–25 Oct
5.0 out of 5 average rating, 141 reviews
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Guest favourite
Flat in Montalcino
Pienza by Interhome
Business host
9–14 Oct
4.8 out of 5 average rating, 10 reviews