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Search results; Over 1,000 homes in Roccastrada

Guest favourite
Villa in Roccastrada
Holiday home with pool in the Tuscan Maremma
3 bedrooms, 3 beds, 3 private bathrooms
19–26 Sept
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4.97 out of 5 average rating, 59 reviews
Top guest favourite
Holiday home in Roccastrada
Linda's Holiday Home
2 bedrooms, 2 beds, 2 bathrooms
20–25 Aug
5.0 out of 5 average rating, 13 reviews
Home in Il Terzo
Casa Bella Vita - Tuscan Escape - Private Terrace
2 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept
5.0 out of 5 average rating, 3 reviews
Shepherd’s hut in Civitella Paganico
Hagrid's hut
1 bedroom, 3 beds, 1 bathroom
8–13 Aug
Top guest favourite
Home in Montemassi
Magical place, medieval and nature!
1 bedroom, 2 beds, 1 bathroom
23–28 Aug
4.95 out of 5 average rating, 43 reviews
Home in Prata
Casa Garibaldi - Special Late August Availability!
2 bedrooms, 2 double beds, 1 bathroom
21–26 Aug
New place to stay
Home in Roccastrada
La Casetta dei Pereti
2 bedrooms, 3 beds, 1 bathroom
21–26 Aug
Top guest favourite
Tiny home in Pienza
Selvoli Farmhouse – The School
1 bedroom, 1 bed, 1 bathroom
12–17 Oct
4.93 out of 5 average rating, 73 reviews
Top guest favourite
Home in Monteroni d'Arbia
Villa Canina - charm and rurality in the Crete Senesi
2 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Holiday home in Sovicille
Podere La Castellina - No. 4 FICO
1 bedroom, 2 beds, 1 bathroom
4–9 Oct
4.96 out of 5 average rating, 108 reviews
Top guest favourite
Apartment in Pienza
Mascagni Farmhouse in Val d'Orcia, Pienza
2 bedrooms, 2 double beds, 2 bathrooms
30 Oct – 4 Nov
5.0 out of 5 average rating, 158 reviews
Top guest favourite
Flat in Quercegrossa
Tuscany jem: The Chianti Farmer's House
3 bedrooms, 3 beds, 2.5 bathrooms
29 Oct – 3 Nov
4.97 out of 5 average rating, 77 reviews
Farm stay in Civitella Marittima
Gli Archi Apartment
3 bedrooms, 5 beds, 2 bathrooms
30 Aug – 4 Sept
Superhost
Tent in Roccastrada
Saharazelt- Wild Camp Toskana
1 bedroom, 2 beds, 1 bathroom
28 Aug – 2 Sept
Top guest favourite
Flat in Montepulciano
A view from the gate, Montepulciano.
2 bedrooms, 3 beds, 2 bathrooms
15–20 Nov
4.97 out of 5 average rating, 322 reviews
Top guest favourite
Villa in Montecastelli Pisano
Exclusive villa with pool jacuzzi wifi and green
2 bedrooms, 3 beds, 2 bathrooms
20–27 Mar
4.96 out of 5 average rating, 51 reviews
Top guest favourite
Holiday home in Siena
New! Luxury Apartment in Historic Centre of Siena
3 bedrooms, 4 beds, 2 bathrooms
24–29 Aug
5.0 out of 5 average rating, 12 reviews
Superhost
Flat in Montalcino
Wp Relais Argante Apartment
3 bedrooms, 4 beds, 3 bathrooms
18–23 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Apartment in Montieri
Cupiano Farm "Querciolettaia/Legnaio"
2 bedrooms, 4 beds, 2.5 bathrooms
12–17 Sept
4.96 out of 5 average rating, 54 reviews