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Search results; Over 1,000 homes in Chianciano Terme

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Top guest favourite
Holiday home in Chianciano Terme
The Eagle and the Olive Tree
1 bedroom, 2 beds, 1 private bathroom
15–20 Oct
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5.0 out of 5 average rating, 129 reviews
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Top guest favourite
Guest house in Macciano
Tuscan cottage with an heavenly view
1 bedroom, 2 beds, 1 bathroom
30 Oct – 4 Nov
4.97 out of 5 average rating, 250 reviews
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Guest favourite
Villa in Montepulciano
Villa Pianoia | Panoramic Tuscan Private Estate
7 bedrooms, 7 beds, 10 bathrooms
20–25 Sept
5.0 out of 5 average rating, 19 reviews
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Top guest favourite
Home in Montepulciano
Old tower - Orcia Park - Tuscany
4 bedrooms, 8 beds, 4 bathrooms
19–24 Sept
5.0 out of 5 average rating, 36 reviews
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Top guest favourite
Villa in Località Poggio Olivo
Beautiful villa with swimming pool in Tuscany
4 bedrooms, 5 beds, 3.5 bathrooms
19–24 Sept
4.99 out of 5 average rating, 82 reviews
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Top guest favourite
Villa in Sarteano
Stone farmhouse in Val D'Orcia
5 bedrooms, 9 beds, 6 bathrooms
4–9 Oct
4.97 out of 5 average rating, 158 reviews
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Top guest favourite
Farm stay in Monticchiello
Podere Lamino, Val d'Orcia, Pienza
4 bedrooms, 4 queen beds, 4 bathrooms
30 Oct – 4 Nov
4.99 out of 5 average rating, 67 reviews
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Villa in Pienza
Pennella | Private villa with panoramic pool
4 bedrooms, 6 beds, 6 bathrooms
10–17 Oct
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Guest favourite
Apartment in Chianciano Terme
Two‑Bedroom Flat with Panoramic View
2 bedrooms, 2 double beds, 2 bathrooms
22–27 Sept
4.9 out of 5 average rating, 29 reviews
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Luxe
Villa in Sartenao
Luxury Villa Tuscany
6 bedrooms, 6 beds, 6 bathrooms
10–15 Oct
5.0 out of 5 average rating, 33 reviews
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Top guest favourite
Villa in Bettolle
A Fairytale Wedding in Tuscany
9 bedrooms, 9 queen beds, 9.5 bathrooms
18–23 Sept
5.0 out of 5 average rating, 27 reviews
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Top guest favourite
Villa in Montepulciano
Terra Antica Suites & Villas - Montepulciano
2 bedrooms, 4 beds, 2 bathrooms
28 Oct – 2 Nov
5.0 out of 5 average rating, 55 reviews
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Guest favourite
Villa in Monticchiello
Iperbole country house, Val d'Orcia, Tuscany
5 bedrooms, 9 beds, 5 bathrooms
27 Sept – 2 Oct
4.96 out of 5 average rating, 57 reviews
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Guest favourite
Villa in Chiusi
Villa Febea sleeps 24,Events Heated Pool Jacuzzi
12 bedrooms, 15 beds, 13 bathrooms
23–28 Oct
5.0 out of 5 average rating, 5 reviews
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Villa in Sarteano
Luxury 6BR Val D'Orcia Villa | Pool, Gym & Views
6 bedrooms, 9 beds, 6.5 bathrooms
25–30 Oct
5.0 out of 5 average rating, 6 reviews
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Top guest favourite
Farm stay in Monticchiello
Fonte Senesi Villa in Val d 'Orcia
6 bedrooms, 7 beds, 6.5 bathrooms
26 Sept – 1 Oct
4.93 out of 5 average rating, 58 reviews
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Villa in Sarteano
Villa Demetra
13 bedrooms, 13 double beds, 15 bathrooms
4–9 Oct
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Flat in Chianciano Terme
Panoramic Apartment near Montepulciano & Terme
2 bedrooms, 2 beds, 1 bathroom
19–24 Sept
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
Villa in Chianciano Terme
Charming Villa in Montepulciano for Fam & Friends
2 bedrooms, 4 beds, 2 bathrooms
27 Sept – 2 Oct
4.97 out of 5 average rating, 130 reviews