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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
Flat in Roccastrada
Apartment in a wine estate
1 bedroom, 1 bed, 1 bathroom
15–22 May
5.0 out of 5 average rating, 30 reviews
Superhost
Tent in Roccastrada
Saharazelt- Wild Camp Toskana
1 bedroom, 2 beds, 1 bathroom
28 Aug – 2 Sept
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
Guest favourite
Home in Monteriggioni
The Barn Detached house surrounded by greenery
1 bedroom, 2 beds, 1 bathroom
29 Sept – 4 Oct
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Flat in Monticiano
small apartment
2 bedrooms, 2 beds, 1 bathroom
27 Sept – 2 Oct
4.92 out of 5 average rating, 59 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
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
Tiny home in Pienza
Selvoli Farmhouse – The School
1 bedroom, 1 bed, 1 bathroom
21–26 Oct
4.93 out of 5 average rating, 74 reviews
Home in Roccastrada
Appartamento "A room with a view"
1 bedroom, 3 beds, 1 bathroom
24–29 Aug
4.92 out of 5 average rating, 79 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
4.98 out of 5 average rating, 81 reviews
Superhost
Home in Castiglione della Pescaia
Casetta Gloria | Il tuo rifugio tra natura e mare
1 bedroom, 1 double bed, 1 bathroom
30 Aug – 4 Sept
New place to stay
Flat in Roccastrada
Noble - Borgo la Civitella by Interhome
2 bedrooms, 4 beds, 2 bathrooms
30 Aug – 4 Sept
4.25 out of 5 average rating, 4 reviews
Home in Torniella
Holiday home Campo Scalpellino
1 bedroom, 2 beds, 1 bathroom
27 Aug – 1 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Flat in San Gusmè
La Dimora del Luca
1 bedroom, 2 beds, 1 bathroom
6–11 Nov
4.98 out of 5 average rating, 167 reviews
Top guest favourite
Holiday home in Monticchiello
Elegant farmhouse overlooking Pienza
3 bedrooms, 4 beds, 3 bathrooms
24–29 Aug
5.0 out of 5 average rating, 36 reviews
Top guest favourite
Home in Poggiolo
Country House Podere l 'Assunta
2 bedrooms, 4 beds, 1 bathroom
27 Oct – 1 Nov
5.0 out of 5 average rating, 87 reviews