Roccastrada Villas

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

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Our top choices for Roccastrada villas

1. Pet-Friendly Finca Lucente with Mountain View, Pool, Garden & Wi-Fi

Roccastrada GR

HK$12,002 total

includes taxes & fees

1 Oct - 2 Oct

2. Pet-Friendly Finca 'Flores' with Mountain View, Shared Pool & Wi-Fi

Roccastrada GR

HK$12,002 total

includes taxes & fees

2 Oct - 3 Oct

3. Pet-Friendly Finca Olivos with Mountain View, Pool, Garden & Wi-Fi

Roccastrada GR

HK$12,002 total

includes taxes & fees

1 Oct - 2 Oct

4. Pet-Friendly Finca Etrusco with Mountain View, Pool, Garden & Wi-Fi

Roccastrada GR

HK$12,002 total

includes taxes & fees

1 Oct - 2 Oct

5. Villa 'La Vigna' with Private Pool, Wi-Fi and Air Conditioning

Gavorrano

HK$27,246 total

includes taxes & fees

23 Sept - 24 Sept

6. VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino

Montalcino

HK$53,411 total

includes taxes & fees

21 Sept - 22 Sept

7. Quercetino: An Authentic Tuscan Country House Near Val d'Orcia & Hot Springs - Sleeps 10

Montenero

HK$5,377 total

includes taxes & fees

18 Oct - 19 Oct

8. Villa Duomo Mare – Entire House with Garden & Terrace, Walk to Center

Massa Marittima

HK$4,469 total

includes taxes & fees

5 Oct - 6 Oct

9. Villa Gelsomino a Casa Conti di Sotto-Toscana mare piscine/spa- idromassaggio

Toscana

Giulia O.

HK$4,442 total

includes taxes & fees

16 Oct - 17 Oct

10. Villa 'In Antico Borgo Medievale' with Mountain View, Wi-Fi and Air Conditioning

Porrona

HK$5,514 total

includes taxes & fees

22 Sept - 23 Sept

11. VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

Siena

HK$49,180 total

includes taxes & fees

21 Sept - 22 Sept

12. Villa 'Casa Alta Esclusiva' with Private Pool, Private Terrace and Wi-Fi

Murlo

"Our stay at this property was absolutely excellent! The home was spotless, beautifully decorated, and even more spacious than the photos showed. Every amenity listed was fully functional, and the brand new swimming pool was amazing. The location was perfect— isolated peaceful and quiet, yet just a short drive from the Buonconvento .The host was wonderful to work with. Communication was lightning-fast, and the check-in and checkout instructions were crystal clear. They truly went above and beyond...

martina p.

HK$17,583 total

includes taxes & fees

29 Sept - 30 Sept

13. Villa "Bouganville - Colleberto" with Sea View, Private Terrace & Wi-Fi

Follonica

Anonymous traveller

HK$4,704 total

includes taxes & fees

7 Oct - 8 Oct

14. VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 32

Siena

HK$63,192 total

includes taxes & fees

21 Sept - 22 Sept

15. Charming Tuscany Villa w/ Private Infinity Pool

Castel del Piano

HK$11,731 total

includes taxes & fees

21 Sept - 22 Sept

16. Wp Relais Villa Vignalunga

CASTIGLIONE D'ORCIA (SI)

"Incredible stay! Property was beautifully restored and outfitted, and immaculately clean when we arrived. The host was very responsive, helping us bring in a local chef and responded quickly to our various questions during our stay. The heated pool was wonderful. The property was the right size for seven guests. We hope to return because six nights here wasn’t enough! I wish there was an option to give higher than five stars!"

Marshall W.

HK$7,604 total

includes taxes & fees

11 Oct - 12 Oct

17. Villa 'Paradiso' with Private Terrace, Private Garden and Wi-Fi

Castiglione della Pescaia

Anonymous traveller

HK$3,314 total

includes taxes & fees

3 Oct - 4 Oct

18. GuestHost - Porta Romana Elegant House with Private Parking!

Siena

Kathleen M.

HK$3,239 total

includes taxes & fees

5 Oct - 6 Oct

19. WPRELAIS BORGO VIGNALUNGA

Toscana

Jeremy F.

HK$13,199 total

includes taxes & fees

24 Sept - 25 Sept

20. Villa Podere Cafaggio with Private Pool, Terrace, and Air Conditioning

Monteverdi Marittimo

HK$23,953 total

includes taxes & fees

4 Oct - 5 Oct

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Top Roccastrada Hotel Reviews

Hotel Chiusarelli

10/10 Excellent

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Grand Hotel Continental Siena – Starhotels Collezione

8/10 Good

"Our stay was just ok. Very noisy streets. And the bread at the breakfast buffet was extremely stale for both mornings. We could not eat it. If you are allergic to dust be warned that their curtains and bed headers are very dusty."

Palazzo Ravizza

10/10 Excellent

"We had a wonderful time at this hotel. Everything was excellent and everyone so helpful. Great room ,that had a wonderful view of the gardens . The room was very clean and well equipt with all you need to enjoy your stay. Walkable access to the centre with some lovely shops ,bars and restaurants on the way. A massive thank you to Francesca who was brilliant. So knowledgable about the area and friendly and helpful. Her and the team are doing a wonderful job. Would highly recommend and I would visit again."

Grand Hotel Bastiani

10/10 Excellent

"The breakfast buffet was absolutely delicious, the barista made the best cappuccinos! The rooms are clean and beautiful. The bathrooms are glorious, glorious. The bathtubs are deep and long, for a luxurious soak after a long day of walking in the old town. This is close to cafés and Gelateria’s. Front desk staff are kind and allowed us an hour extra checkout."

Find out more about Roccastrada