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

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, 365 reviews
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, 150 reviews
Villa in Sarteano
Luxury 6BR Val D'Orcia Villa | Pool, Gym & Views
Business host
25–30 Oct
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Villa in Sarteano
Stone farmhouse in Val D'Orcia
Individual host
31 Oct – 5 Nov
4.97 out of 5 average rating, 158 reviews
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
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, 246 reviews
Top guest favourite
Home in Sarteano
The Court of the Podestà
Individual host
29 Sept – 4 Oct
4.96 out of 5 average rating, 24 reviews
Flat in Montepulciano
Dimora Nobile
Individual host
8–13 Sept
New place to stay
Top guest favourite
Home in Cetona
Il nido del Rondone
Individual host
4–9 Oct
4.97 out of 5 average rating, 114 reviews
Guest favourite
Flat in Monticchiello
Casa Bonari - a paradise for the eyes
Individual host
17–22 Nov
4.97 out of 5 average rating, 187 reviews
Top guest favourite
Home in Castiglion Fiorentino
Villa with Private Pool in the Tuscan Countryside
Individual host
7–12 Sept
5.0 out of 5 average rating, 23 reviews
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, 97 reviews
Top guest favourite
Flat in Chianciano Terme
Apartamento Beco a Chiarentana, Val d 'Orcia
Business host
23–28 Nov
5.0 out of 5 average rating, 13 reviews
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, 569 reviews
Top guest favourite
Flat in Montepulciano
Montepulciano – La Botte | Romantic, AC & Parking
Business host
1–6 Nov
4.93 out of 5 average rating, 45 reviews
Guest favourite
Villa in Montepulciano
Villa Pianoia | Panoramic Tuscan Private Estate
Individual host
13–18 Sept
5.0 out of 5 average rating, 19 reviews
Guest favourite
Apartment in Chianciano Terme
Two‑Bedroom Flat with Panoramic View
Business host
12–17 Sept
4.9 out of 5 average rating, 29 reviews
Top guest favourite
Holiday home in Chianciano Terme
The Eagle and the Olive Tree
Individual host
15–20 Oct
5.0 out of 5 average rating, 128 reviews
Top guest favourite
Farm stay in Monticchiello
Fonte Senesi Villa in Val d 'Orcia
Business host
26 Sept – 1 Oct
4.93 out of 5 average rating, 57 reviews