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

Top guest favourite
Farm stay in San Giovanni d'Asso
Flat, Agriturismo "Biofattoria l'Upupa"
2 bedrooms, 3 beds, 1 private bathroom
13–18 Oct, Business host
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4.94 out of 5 average rating, 145 reviews
Superhost
Flat in San Giovanni d'Asso
Podere Ferranino #Alberti Townhouse
Business host
12–19 Sept
5.0 out of 5 average rating, 13 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
Top guest favourite
Farm stay in San Quirico d'Orcia
Podere Pereti Nuovi – Modern Tuscan Villa
Individual host
18–23 Nov
4.98 out of 5 average rating, 116 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
Castle in Serre di Rapolano
Castello delle Serre – Private Villa
Business host
17–22 Oct
4.97 out of 5 average rating, 29 reviews
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
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
Flat in Monticchiello
Casa Bonari - a paradise for the eyes
Individual host
17–22 Nov
4.97 out of 5 average rating, 187 reviews
Guest favourite
Farm stay in Montalcino
Tuscan Farmhouse ~ Magic Sunsets ~ 360° view
Individual host
20–25 Sept
4.98 out of 5 average rating, 44 reviews
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, 84 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
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
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
Farm stay in Montalcino
Cappella - farmhouse surrounded by vineyards
Business host
21–26 Oct
4.96 out of 5 average rating, 81 reviews
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
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
15–20 Sept
New place to stay
Flat in Rigomagno
Podere la Casina Country Chic apt. Myrtus
Business host
19–24 Sept
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