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Search results; Over 1,000 homes in Chianciano Terme

Guest favorite
Villa in Chianciano Terme
Tuscan cottage with a Jacuzzi and hot tub
1 bedroom, 2 beds, 1 shared bath
Aug 18 – 23
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4.94 out of 5 average rating, 139 reviews
Top guest favorite
Home in Montepulciano
Ancient tower with pool in Val d’Orcia
5.0 out of 5 average rating, 34 reviews, 4 bedrooms, 8 beds, 4 baths
Aug 31 – Sep 5
Top guest favorite
Guesthouse in Macciano
Tuscan views, pool, and pizza oven
4.97 out of 5 average rating, 238 reviews, 1 bedroom, 2 beds, 1 bath
Oct 30 – Nov 4
Top guest favorite
Villa in Chianciano Terme
Hot tub with a view in Tuscany
4.97 out of 5 average rating, 127 reviews, 2 bedrooms, 4 beds, 2 baths
Aug 13 – 18
Top guest favorite
Villa in Località Poggio Olivo
Renovated farmhouse with pool and panoramic views
4.99 out of 5 average rating, 80 reviews, 4 bedrooms, 5 beds, 3.5 baths
Aug 22 – 29
Top guest favorite
Vacation home in Chianciano Terme
Restored 1200s farmhouse with falconry experiences
5.0 out of 5 average rating, 126 reviews, 1 bedroom, 2 beds, 1 bath
Oct 15 – 20
Top guest favorite
Apartment in Castiglioncello del Trinoro
360-degree Val d’Orcia views, 14th-century palazzo
5.0 out of 5 average rating, 363 reviews, 1 bedroom, 1 bed, 1.5 baths
Aug 19 – 24
Guest favorite
Home in Montepulciano
Two connected apartments near wineries
5.0 out of 5 average rating, 9 reviews, 4 bedrooms, 8 beds, 4 baths
Aug 23 – 28
Top guest favorite
Farm stay in Pienza
Hilltop farmstay with Val d’Orcia views
4.97 out of 5 average rating, 36 reviews, 3 bedrooms, 4 beds, 3 baths
Oct 11 – 16
Top guest favorite
Villa in Sarteano
Stone farmhouse with 300 olive trees
4.97 out of 5 average rating, 157 reviews, 5 bedrooms, 9 beds, 6 baths
Sep 17 – 22
Castle in Sarteano
Neo-gothic castle on a Tuscan farm
4.85 out of 5 average rating, 20 reviews, 10 bedrooms, 13 beds, 6.5 baths
Aug 16 – 21
Top guest favorite
Apartment in San Gusmè
Medieval village immersed in Chianti
4.99 out of 5 average rating, 466 reviews, 2 bedrooms, 3 beds, 2 baths
Oct 26 – 31
Guest favorite
Condo in Chianciano Terme
Private spa and panoramic Tuscan hill views
4.9 out of 5 average rating, 29 reviews, 2 bedrooms, 2 beds, 2 baths
Aug 17 – 22
Condo in Chiusi
Pool among vineyards in rural Tuscany
4 bedrooms, 4 beds, 4 baths
Aug 29 – Sep 3
Top guest favorite
Tiny home in Pienza
A converted schoolhouse in Val d’Orcia
4.93 out of 5 average rating, 73 reviews, 1 bedroom, 1 bed, 1 bath
Oct 12 – 17
Top guest favorite
Farm stay in Monticchiello
Val d’Orcia views and a travertine pool
4.99 out of 5 average rating, 67 reviews, 4 bedrooms, 4 beds, 4 baths
Oct 30 – Nov 4
Top guest favorite
Condo in Stabbiano
Private spa with sauna and jacuzzi
5.0 out of 5 average rating, 84 reviews, 2 bedrooms, 3 beds, 2 baths
Aug 20 – 25
Guest favorite
Villa in Monticchiello
Stone villa with a tower, Val d’Orcia views
4.96 out of 5 average rating, 55 reviews, 5 bedrooms, 9 beds, 5 baths
Aug 28 – Sep 2
Top guest favorite
Farm stay in San Quirico d'Orcia
Vineyards and Val d’Orcia views from balconies
4.98 out of 5 average rating, 115 reviews, 5 bedrooms, 5 beds, 5.5 baths
Aug 30 – Sep 4