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

Top guest favourite
Apartment in San Giovanni d'Asso
Apartment in the historic center of San Giovanni d'Asso
1 bedroom, 1 bed, 1 private bathroom
17–22 Sept, Individual host
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4.97 out of 5 average rating, 61 reviews
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
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
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
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
Guest favourite
Farm stay in Montalcino
Tuscan Farmhouse ~ Magic Sunsets ~ 360° view
Individual host
20–25 Sept
4.98 out of 5 average rating, 45 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
Villa in Pienza
Pennella | Private villa with panoramic pool
Business host
10–17 Oct
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
Flat in Località Lucignano D'Asso Montalcino
Borgo Lucignanello #Clementine
Business host
8–13 Oct
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
15–20 Sept
New place to stay
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
Guest favourite
Flat in Montalcino
Pienza by Interhome
Business host
9–14 Oct
4.8 out of 5 average rating, 10 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 Sinalunga
Villa Panorama near Siena Tuscany
Business host
16–22 Sept
5.0 out of 5 average rating, 54 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, 23 reviews
Superhost
Flat in Montalcino
Wp Relais Argante Apartment
Business host
24–29 Oct
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Villa in Gaiole in Chianti
Villa Ridolfo, a property surrounded by vineyards
Business host
29 Sept – 4 Oct
5.0 out of 5 average rating, 30 reviews
Villa in Siena
Villa Aquila
Business host
12–17 Oct