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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
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
Villa in Sarteano
Stone farmhouse in Val D'Orcia
Individual host
31 Oct – 5 Nov
4.97 out of 5 average rating, 158 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
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
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
Home in Cortona
Relais Tosca Slow and Rural Life
Individual host
26 Sept – 1 Oct
5.0 out of 5 average rating, 5 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
Holiday home in Monticchiello
Elegant farmhouse overlooking Pienza
Individual host
29 Oct – 3 Nov
5.0 out of 5 average rating, 36 reviews
Top guest favourite
Villa in Chianciano Terme
Charming TuscanVilla with View for Family&Friends
Business host
27 Sept – 2 Oct
4.97 out of 5 average rating, 128 reviews
Top guest favourite
Home in Monticchiello
"La Lambarda" tower Suite
Business host
1–6 Nov
4.98 out of 5 average rating, 221 reviews
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
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, 55 reviews
Guest favourite
Villa in San Casciano dei Bagni
Villa Podere Cantano
Individual host
13–19 Sept
5.0 out of 5 average rating, 6 reviews
Featured hotel
Room in Chianciano Terme
Superior double room
Business host
6–11 Sept
Bed and breakfast in Siena
Abbadia Sicille Relais, Royal Suite with Jacuzzi
Business host
21–26 Oct
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Villa in Monte San Savino
Villa Tonacato - Charming Villa with private pool
Individual host
20–25 Sept
4.99 out of 5 average rating, 107 reviews