An ancient stone tower with a view of rolling hills and fields in the background.

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Check prices for these dates

Next weekend
9 Oct - 11 Oct
In two weeks
16 Oct - 18 Oct
In one month
30 Oct - 1 Nov
In two months
27 Nov - 29 Nov

Our top choices for Roccastrada country houses

A stone building with a tiled roof, a paved pathway, and a well-maintained garden.

1. Podere Brizio

Podere Brizio
Montalcino
9.8 out of 10, Exceptional, (170 reviews)
"Lovely setting. Great views and incredibly helpful staff. Really enjoyed our two days. Can’t wait to come back 👍"
United States
Aseem
The price is AU$333
includes taxes & fees
31 Oct - 1 Nov
Podere Brizio
A balcony with a view of a green landscape and a sunset. There are two lounge chairs and a small table with a glass of wine.

2. Conti di San Bonifacio Wine Resort

Conti di San Bonifacio Wine Resort
Gavorrano
9.4 out of 10, Exceptional, (29 reviews)
"Unbelievable beautiful place. We absolutely loved our time there. "
United States
Hannah
The price is AU$973
includes taxes & fees
15 Oct - 16 Oct
Conti di San Bonifacio Wine Resort
A dining area with a table set for four, chairs, a television mounted on the wall, and a cabinet with glass doors.

3. L'Aia di Argia

L'Aia di Argia
Monteroni d'Arbia
9.2 out of 10, Wonderful, (17 reviews)
"Beautiful place to stay. Had some difficulties finding the place , but it's very cozy"
United States
mario
The price is AU$123
includes taxes & fees
9 Oct - 10 Oct
L'Aia di Argia
A stone building with a swimming pool, surrounded by trees and a view of the landscape.

4. Relais la Costa - Dimora Storica

Relais la Costa - Dimora Storica
Monteriggioni
9.6 out of 10, Exceptional, (85 reviews)
"Staff were extremely helpful and accommodating. Breakfast and supper are top notch. Location is absolutely beautiful."
Canada
Doug
The price is AU$255
includes taxes & fees
13 Oct - 14 Oct
Relais la Costa - Dimora Storica
A swimming pool with a stone wall and a bench, surrounded by lights.

5. Cordella in Montalcino Wine Resort

Cordella in Montalcino Wine Resort
Montalcino
8.6 out of 10, Excellent, (42 reviews)
"Very nice place to visit and stay with integration of the wineyard, restaurant, rooms. But the great point is definitely the joyful presence of Aldo and his delicious food, made with family's heritage touch."
Brazil
Marcelo
The price is AU$120
includes taxes & fees
18 Oct - 19 Oct
Cordella in Montalcino Wine Resort
A pool with a wooden deck and lounge chairs, surrounded by trees and hills in the background.

6. Fattoria Pieve a Salti

Fattoria Pieve a Salti
Montalcino
9.0 out of 10, Wonderful, (48 reviews)
"Most beautiful and relaxing place on the planet😁"
United States
Marko
The price is AU$197
includes taxes & fees
12 Oct - 13 Oct
Fattoria Pieve a Salti
A room with a view of a vineyard, a table with cups and saucers, and a window with curtains.

7. Wine Estate Paradiso di Cacuci

Wine Estate Paradiso di Cacuci
Montalcino
7.4 out of 10, Good, (3 reviews)
"They overbooked the wine vineyard and had me stay in their hotel in Montalcino. They didn’t charge me for the stay but it was inconvenient and it wasn’t the stay that i planned. The restaurant next door that they recommended wasn’t what i was looking for. I wantwd a classic tuscan meal."
Italy
Tony
The price is AU$424
includes taxes & fees
15 Oct - 16 Oct
Wine Estate Paradiso di Cacuci
A clear swimming pool with lounge chairs and a covered seating area.

8. Terre Dell'Amore

Terre Dell'Amore
Grosseto
The price is AU$96
includes taxes & fees
19 Oct - 20 Oct
Terre Dell'Amore
A table set with pastries, a candle, and a flower arrangement.

9. Tenuta Santa Trice

Tenuta Santa Trice
Piombino
8.8 out of 10, Excellent, (10 reviews)
"A peaceful place in a beautiful location, with a lovely pool. Perfect for a relaxing stay."
United States
leo
The price is AU$144
includes taxes & fees
2 Oct - 3 Oct
Tenuta Santa Trice
A spacious room with a high wooden ceiling, a large window, a sofa, a dining table, and a bookshelf.

10. Hotiday Grosseto Podere

Hotiday Grosseto Podere
Grosseto
10.0 out of 10, Exceptional, (2 reviews)
"C'est un endroit parfait pour être au calme, Chambre d'hôte dans un ancien haras devenu ferme agricole pour la culture des céréales. La chambre était très propre. Tout le personnel était serviable, grand merci à Alessandro pour son accueil bienveillant et sa gentillesse. Petit déjeuner copieux. Super endroit pour les animaux de compagnie. Point négatif: Climatisation défectueuse dans la chambre. En voiture à 5 minutes de magasins et à 10 minutes de la mer."
France
Mylène
The price is AU$83
includes taxes & fees
18 Oct - 19 Oct
Hotiday Grosseto Podere
A bedroom with a stone arch ceiling, a bed with a quilted bedspread, two bedside tables with lamps, and a wooden wardrobe.

11. Studio on organic farm located in ancient hamlet.

Studio on organic farm located in ancient hamlet.
Monterotondo Marittimo
The price is AU$173
includes taxes & fees
8 Oct - 9 Oct
Studio on organic farm located in ancient hamlet.
A glass of white wine on a table with a flower and a small glass container.

12. Farmhouse with wine cellar near the sea, Saturnia Spa and Nature Park

Farmhouse with wine cellar near the sea, Saturnia Spa and Nature Park
Loc.Cupi, Montiano
The price is AU$179
includes taxes & fees
1 Nov - 2 Nov
Farmhouse with wine cellar near the sea, Saturnia Spa and Nature Park
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Roccastrada Hotel Reviews

Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent
"Castiglion del Bosco is truly exquisite, the perfect way to experience Tuscany in luxury while still feeling completely surrounded by nature. The property is impeccable, from the beautiful gardens and grounds to the elegant rooms. Everything feels authentically Italian, refined and incredibly well maintained. The service is exceptional and very personalized. The staff genuinely goes out of their way to make you feel welcome. General Manager Nicola Migheli even greeted us personally upon arrival, which was a lovely touch. We also saw him regularly walking the property with his team, and it was clear how hands-on he is with every detail. One thing to know is that getting in and out requires about 40 minutes on a bumpy dirt road. It wasn’t terrible, but worth mentioning if you plan to explore frequently. That said, this is a hotel you don’t need to leave. It’s a beautiful place to slow down, relax and enjoy Tuscany in a truly special setting. We absolutely loved our stay!"
Carole 5-night trip
Posted 23 hours ago
Castiglion del Bosco, A Rosewood Hotel

Find out more about Roccastrada

Roccastrada Country House information

Number of reviews
335
Accommodation
69 Country House
Lowest Price
AU$83
Highest Price
AU$973