Roccastrada Country Houses

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

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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

Montalcino

Aseem

RM939 total

includes taxes & fees

31 Oct - 1 Nov

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

Gavorrano

Hannah

RM2,741 total

includes taxes & fees

15 Oct - 16 Oct

A swimming pool with a stone wall and a bench, surrounded by lights.

3. Cordella in Montalcino Wine Resort

Montalcino

Marcelo

RM338 total

includes taxes & fees

18 Oct - 19 Oct

A pool with a wooden deck and lounge chairs, surrounded by trees and hills in the background.

4. Fattoria Pieve a Salti

Montalcino

Marko

RM589 total

includes taxes & fees

1 Nov - 2 Nov

A stone building with a swimming pool, surrounded by trees and a view of the landscape.

5. Relais la Costa - Dimora Storica

Monteriggioni

Doug

RM717 total

includes taxes & fees

29 Oct - 30 Oct

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

Monteroni d'Arbia

mario

RM350 total

includes taxes & fees

4 Oct - 5 Oct

A spacious room with a high wooden ceiling, a large window, a sofa, a dining table, and a bookshelf.

7. Hotiday Grosseto Podere

Grosseto

"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."

Mylène

RM232 total

includes taxes & fees

18 Oct - 19 Oct

A table set with pastries, a candle, and a flower arrangement.

8. Tenuta Santa Trice

Piombino

leo

RM486 total

includes taxes & fees

4 Oct - 5 Oct

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Top Roccastrada Hotel Reviews

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."

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!"

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent

"Amazing views. Relaxing stay! A very romantic hotel, though I was surprised by the number of families there; given its location and amenities, I had assumed it was geared towards couples. That isn't a negative comment, though—it was simply a case of my own mistaken perception."

Find out more about Roccastrada