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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
25–30 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
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, 44 reviews
Top guest favourite
Flat in Roccastrada
Apartment in a wine estate
1 bedroom, 1 bed, 1 bathroom
15–22 May
5.0 out of 5 average rating, 29 reviews
Top guest favourite
Tiny home in Pienza
Selvoli Farmhouse – The School
1 bedroom, 1 bed, 1 bathroom
21–26 Oct
4.93 out of 5 average rating, 73 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, 109 reviews
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, 323 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, 78 reviews
Top guest favourite
Flat in Monticchiello
Casa Tòrta - comfort room
1 bedroom, 1 bed, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 102 reviews
Guest favourite
Apartment in Roccatederighi
Holiday in an antique farm, The Arches
2 bedrooms, 3 beds, 1 bathroom
27 Sept – 2 Oct
4.85 out of 5 average rating, 20 reviews
Top guest favourite
Home in Monteroni d'Arbia
Villa Canina - charm and rurality in the Crete Senesi
2 bedrooms, 3 beds, 2 bathrooms
24–29 Aug
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Farm stay in Siena
Authentic Tuscan Country House WITH A/C
1 bedroom, 1 double bed, 2 bathrooms
18–23 Aug
4.97 out of 5 average rating, 325 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
Superhost
Tent in Roccastrada
Saharazelt- Wild Camp Toskana
1 bedroom, 2 beds, 1 bathroom
28 Aug – 2 Sept
Guest favourite
Apartment in Castelnuovo Berardenga
Agriturismo Poggio Bonelli, 4 people apartment
2 bedrooms, 2 beds, 1 bathroom
21–26 Aug
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Apartment in Asciano
Loggiato 3 apartment in Tuscany near Siena
1 bedroom, 1 double bed, 1 bathroom
7–12 Oct
4.92 out of 5 average rating, 199 reviews
Home in Le Coste
Casa Vacanze In Maremma Il Seccatoio
2 bedrooms, 2 beds, 1 bathroom
23–30 Sept
Top guest favourite
Flat in San Gusmè
La Dimora del Luca
1 bedroom, 2 beds, 1 bathroom
1–6 Nov
4.98 out of 5 average rating, 166 reviews