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

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 ￥31,687
￥36,277 total
includes taxes & fees
Oct 31 - Nov 1
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 ￥95,723
￥106,006 total
includes taxes & fees
Oct 16 - Oct 17
Conti di San Bonifacio Wine Resort
A swimming pool with a stone wall and a bench, surrounded by lights.

3. 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 ￥11,241
￥13,076 total
includes taxes & fees
Oct 29 - Oct 30
Cordella in Montalcino Wine Resort
A pool with a wooden deck and lounge chairs, surrounded by trees and hills in the background.

4. 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 ￥18,855
￥21,452 total
includes taxes & fees
Nov 1 - Nov 2
Fattoria Pieve a Salti
A stone building with a swimming pool, surrounded by trees and a view of the landscape.

5. 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 ￥24,371
￥27,696 total
includes taxes & fees
Oct 29 - Oct 30
Relais la Costa - Dimora Storica
A dining area with a table set for four, chairs, a television mounted on the wall, and a cabinet with glass doors.

6. 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 ￥11,661
￥13,538 total
includes taxes & fees
Oct 11 - Oct 12
L'Aia di Argia
A spacious room with a high wooden ceiling, a large window, a sofa, a dining table, and a bookshelf.

7. 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 ￥8,143
￥8,958 total
includes taxes & fees
Oct 18 - Oct 19
Hotiday Grosseto Podere
A table set with pastries, a candle, and a flower arrangement.

8. 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 ￥15,875
￥17,463 total
includes taxes & fees
Oct 6 - Oct 7
Tenuta Santa Trice
A room with a view of a vineyard, a table with cups and saucers, and a window with curtains.

9. 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 ￥41,594
￥47,176 total
includes taxes & fees
Oct 12 - Oct 13
Wine Estate Paradiso di Cacuci
A clear swimming pool with lounge chairs and a covered seating area.

10. Terre Dell'Amore

Terre Dell'Amore
Grosseto
The price is ￥10,649
￥11,714 total
includes taxes & fees
Oct 29 - Oct 30
Terre Dell'Amore
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 ￥15,456
￥18,654 total
includes taxes & fees
Oct 16 - Oct 17
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 ￥15,989
￥19,187 total
includes taxes & fees
Nov 1 - Nov 2
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

Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel

10/10 Excellent
"This hotel was PERFECT for our honeymoon trip to Siena. It was peaceful and quiet, but still close enough to get to the city centre and the train station easily. The pool was a perfect oasis after hot days. The staff were so friendly and helpful. The terrace was a gorgeous place for a night cap at the end of the night. We would definitely stay here again."
Victoria 6-night trip
Posted 13 hours ago
Villa Scacciapensieri Boutique Hotel

Find out more about Roccastrada

Roccastrada Country Houses information

Number of reviews
335
Accommodation
70 Country Houses
Lowest Price
￥8,958
Highest Price
￥106,006