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Search results; Over 1,000 homes in Castiglioncello del Trinoro

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Top guest favourite
Flat in Castiglioncello del Trinoro
Stunning Tuscan apartment in 14 Century Palazzo
1 bedroom, 1 bed, 1.5 private bathrooms
19–24 Oct, Individual host
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5.0 out of 5 average rating, 368 reviews
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Top guest favourite
Flat in Castiglioncello del Trinoro
Stunning Tuscan apartment in 14 Century Palazzo 2
Individual host
25–30 Sept
4.99 out of 5 average rating, 151 reviews
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Villa in Sarteano
Luxury 6BR Val D'Orcia Villa | Pool, Gym & Views
Business host
25–30 Oct
5.0 out of 5 average rating, 6 reviews
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Top guest favourite
Villa in Sarteano
Stone farmhouse in Val D'Orcia
Individual host
4–9 Oct
4.97 out of 5 average rating, 159 reviews
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Top guest favourite
Guest house in Macciano
Tuscan cottage with an heavenly view
Individual host
30 Oct – 4 Nov
4.97 out of 5 average rating, 250 reviews
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Top guest favourite
Home in Cetona
Il nido del Rondone
Individual host
4–9 Oct
4.97 out of 5 average rating, 114 reviews
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Top guest favourite
Farm stay in Campiglia D'orcia
Poggio Bicchieri Holiday Farm - Poesia apartment
Business host
28 Nov – 3 Dec
4.95 out of 5 average rating, 577 reviews
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Top guest favourite
Villa in Bettolle
A Fairytale Wedding in Tuscany
Business host
19–24 Sept
5.0 out of 5 average rating, 27 reviews
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Guest favourite
Home in Pienza
Spacious Luxury Stay in Pienza | 3BR 3BA
Individual host
2–7 Nov
4.97 out of 5 average rating, 100 reviews
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Guest favourite
Apartment in Chianciano Terme
Two‑Bedroom Flat with Panoramic View
Business host
22–27 Sept
4.9 out of 5 average rating, 29 reviews
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Superhost
Flat in Chianciano Terme
Tiglio Apartment in Chiarentana, Val d 'Orcia
Business host
19–24 Sept
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
Apartment in Montepulciano
The walnut tree view, Montepulciano
Individual host
10–15 Nov
5.0 out of 5 average rating, 137 reviews
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Top guest favourite
Guest suite in Cetona
Cosy country house
Individual host
26 Sept – 1 Oct
5.0 out of 5 average rating, 18 reviews
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Top guest favourite
Flat in Montepulciano
Montepulciano – La Botte | Romantic, AC & Parking
Business host
1–6 Nov
4.94 out of 5 average rating, 51 reviews
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Guest favourite
Flat in Montepulciano
Luxury Penthouse with Incredible View & A/C 300mq
Individual host
1–6 Nov
4.98 out of 5 average rating, 99 reviews
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Top guest favourite
Flat in Montepulciano
Dimora dell'Erbe - Rooftop Apartment
Business host
7–12 Nov
5.0 out of 5 average rating, 124 reviews
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Top guest favourite
Villa in Pienza
Unplug at a 17th-Century Farmhouse Enveloped by Olive Groves
Business host
11–16 Nov
4.99 out of 5 average rating, 112 reviews
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Guest favourite
Villa in Montepulciano
Villa Pianoia | Panoramic Tuscan Private Estate
Individual host
21–26 Sept
5.0 out of 5 average rating, 20 reviews
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Flat in Montepulciano
Dimora Nobile
Individual host
16–21 Oct
New place to stay