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Search results; Over 1,000 homes

Top guest favourite
Home in Abbey of Monte Oliveto Maggiore
Country House in the Crete Senesi
4 bedrooms, 8 beds, 2 private bathrooms
1–6 Apr
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4.97 out of 5 average rating, 204 reviews
Top guest favourite
Home in Montalcino
Villa Cipressino
4 bedrooms, 5 beds, 5 bathrooms
13–18 Aug
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Villa in Pienza
Unplug at a 17th-Century Farmhouse Enveloped by Olive Groves
2 bedrooms, 3 beds, 1 bathroom
22–27 Aug
4.99 out of 5 average rating, 110 reviews
Guest favourite
Home in Pienza
Casa di Vico, just a short walk from the center of Pienza
3 bedrooms, 1 double bed, 3 bathrooms
17–22 Aug
5.0 out of 5 average rating, 6 reviews
Home in Laterina Pergine Valdarno
Slow down. Live Tuscany in your private Villa!
7 bedrooms, 7 beds, 4.5 bathrooms
5–10 Aug
Top guest favourite
Home in Monteroni d'Arbia
Villa Canina - charm and rurality in the Crete Senesi
2 bedrooms, 3 beds, 2 bathrooms
10–15 Aug
5.0 out of 5 average rating, 7 reviews
Superhost
Home in Gaiole in Chianti
Ulivi House
4 bedrooms, 4 beds, 3 bathrooms
21–26 Aug
New place to stay
Top guest favourite
Tiny home in Pienza
Selvoli Farmhouse – The School
1 bedroom, 1 bed, 1 bathroom
3–8 Oct
4.93 out of 5 average rating, 71 reviews
Top guest favourite
Villa in Castel Focognano
Villa Marinelli: pool, hot tub & garden, Tuscany
3 bedrooms, 4 beds, 2 bathrooms
14–21 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Barn in Montespertoli
Tuscan Farmhouse – Private Pool & Chianti Views
3 bedrooms, 5 beds, 2 bathrooms
19–24 Oct
5.0 out of 5 average rating, 50 reviews
Top guest favourite
Apartment in San Quirico d'Orcia
Panoramic Apartment in Center Dimora del Poggio
2 bedrooms, 2 double beds, 1 bathroom
1–6 Sept
4.99 out of 5 average rating, 97 reviews
Guest favourite
Room in Oliveto
Max's B&B, Triple Room with Patio
2 beds, 1 bathroom
26–31 Aug
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, 53 reviews
Superhost
Home in Greve in Chianti
Villa with a swimming pool in the heart of Chianti | Florence
3 bedrooms, 3 double beds, 3 bathrooms
6–11 Sept
New place to stay
Top guest favourite
Farm stay in Greve in Chianti
Ancient Tuscan farmhouse in the Chianti hills
2 bedrooms, 2 double beds, 1 bathroom
9–14 Nov
4.99 out of 5 average rating, 280 reviews
Top guest favourite
Flat in San Quirico d'Orcia
Apartment in Val d'Orcia
2 bedrooms, 3 beds, 2 bathrooms
24–29 Oct
5.0 out of 5 average rating, 42 reviews
Top guest favourite
Tower in San Quirico d'Orcia
Luxurious Medieval Tower & Private Concierge
1 bedroom, 1 king bed, 1 bathroom
24–29 Aug
5.0 out of 5 average rating, 114 reviews
Top guest favourite
Farm stay in Montalcino
Farmhouse surrounded by vineyards - Rosmarino
2 bedrooms, 3 beds, 1 bathroom
19–24 Oct
4.98 out of 5 average rating, 61 reviews
Superhost
Flat in Asciano
Charming Farmhouse with Panoramic Pool
3 bedrooms, 4 beds, 2 bathrooms
6–11 Mar
5.0 out of 5 average rating, 3 reviews