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Search results; Over 1,000 homes in Buonconvento

Guest favourite
Place to stay in Buonconvento
"Olmo Room" Romantic room with panoramic view
1 bedroom, 1 bed, 1 private bathroom
26–31 Oct, Business host
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4.91 out of 5 average rating, 165 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
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
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
Farm stay in Sinalunga
Villa Panorama near Siena Tuscany
Business host
14–20 Sept
5.0 out of 5 average rating, 54 reviews
Superhost
Flat in Montalcino
Wp Relais Argante Apartment
Business host
24–29 Oct
5.0 out of 5 average rating, 4 reviews
Farm stay in Buonconvento
Villa Comunello
Business host
16–21 Oct
5.0 out of 5 average rating, 3 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
Home in Cortona
Relais Tosca Slow and Rural Life
Individual host
26 Sept – 1 Oct
5.0 out of 5 average rating, 6 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 Monteroni d'Arbia
Villa Canina - charm and rurality in the Crete Senesi
Individual host
23–28 Oct
5.0 out of 5 average rating, 11 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 Rosennano
HOUSE ABOVE THE CHIANTI. WITH GARDEN AND POOL
Business host
22–27 Sept
4.99 out of 5 average rating, 77 reviews
Top guest favourite
Guest suite in Buonconvento
Smart Suite at Villa Anna - Bike Friendly
Individual host
4–9 Oct
4.97 out of 5 average rating, 73 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 Montalcino
Villa Cipressino
Individual host
13–18 Sept
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Home in Montalcino
City Center Palazzo: 4 King BR 6 Bath and Garage
4 bedrooms, 4 king beds, 5 bathrooms
28 Oct – 2 Nov
5.0 out of 5 average rating, 25 reviews
Guest favourite
Flat in Montalcino
Pienza by Interhome
Business host
9–14 Oct
4.88 out of 5 average rating, 8 reviews