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Search results; Over 1,000 homes in Buonconvento

Top guest favourite
Room in Buonconvento
"Cipresso Room" Quarantallina Farmhouse
1 bedroom, 1 bed, 1 private bathroom
20–25 Oct, Business host
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4.89 out of 5 average rating, 233 reviews
Guest favourite
Villa in Siena
Podere Maiano - Pool Villa with 9 Bdrs and Spa
Business host
3–8 Oct
5.0 out of 5 average rating, 7 reviews
Luxe
Villa in Buonconvento
Villa Il Poggino
Business host
10–17 Oct
Farm stay in Buonconvento
Villa Comunello
Business host
1–6 Oct
New place to stay
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
Villa in Buonconvento
Borgo Castelrotto Pool villa 9BDR - Luxury Estate
Business host
23–30 Sept
4.82 out of 5 average rating, 17 reviews
Top guest favourite
Villa in Cortona
Stunning Tuscan Villa & Panoramic Infinity Pool
Individual host
6–11 Oct
5.0 out of 5 average rating, 96 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
Home in Cortona
Relais Tosca Slow and Rural Life
Individual host
26 Sept – 1 Oct
5.0 out of 5 average rating, 5 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, 55 reviews
Top guest favourite
Cottage in Monticiano
Typical Tuscan Cottage with swimming pool and park
Individual host
21–26 Oct
5.0 out of 5 average rating, 40 reviews
Top guest favourite
Home in Terranuova Bracciolini
Villa Piandarca - Tuscany - WIFI - private pool
Individual host
12–17 Sept
4.98 out of 5 average rating, 59 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
Guest suite in Buonconvento
Smart Suite at Villa Anna - Bike Friendly
Individual host
28 Sept – 3 Oct
4.97 out of 5 average rating, 72 reviews
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
15–20 Sept
New place to stay
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
Villa in Montenero d'Orcia
Tuscany Villa With Pool & Magnificent Garden
Business host
28 Sept – 3 Oct
5.0 out of 5 average rating, 39 reviews
Top guest favourite
Home in Montisi
Private 16th century farmhouse
Business host
17–24 Apr
5.0 out of 5 average rating, 22 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