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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
Farm stay in Sinalunga
Villa Panorama near Siena Tuscany
Business host
13–19 Sept
5.0 out of 5 average rating, 53 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
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
Holiday home in Monticchiello
Elegant farmhouse overlooking Pienza
Individual host
29 Oct – 3 Nov
5.0 out of 5 average rating, 36 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
Barn in Montespertoli
Tuscan Farmhouse – Private Pool & Chianti Views
Business host
29 Nov – 4 Dec
5.0 out of 5 average rating, 54 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
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
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
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
15–20 Sept
New place to stay
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
Home in Castiglion Fiorentino
Villa with Private Pool in the Tuscan Countryside
Individual host
29 Sept – 4 Oct
5.0 out of 5 average rating, 21 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