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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
Villa in Buonconvento
Borgo Castelrotto Pool villa 9BDR - Luxury Estate
Business host
23–30 Sept
4.82 out of 5 average rating, 17 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
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 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
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
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
Flat in Montalcino
Pienza by Interhome
Business host
9–14 Oct
4.88 out of 5 average rating, 8 reviews
Top guest favourite
Guest suite in Buonconvento
Smart Suite at Villa Anna - Bike Friendly
Individual host
12–17 Oct
4.97 out of 5 average rating, 73 reviews
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
15–20 Sept
New place to stay
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
Top guest favourite
Home in Montalcino
Domus Antiqua
Individual host
29 Dec – 3 Jan
4.95 out of 5 average rating, 40 reviews
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
Home in Montalcino
Villa Cipressino
Individual host
13–18 Sept
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Apartment in Buonconvento
Romantic cottage in Tuscany with pool and garden
Individual host
4–9 Oct
5.0 out of 5 average rating, 57 reviews