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

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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Roccastrada villas

Exterior

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

Pet-Friendly Finca 'Flores' with Mountain View, Shared Pool & Wi-Fi
Roccastrada GR
The price is ￥228,259
￥240,016 total
includes taxes & fees
Oct 1 - Oct 2
Pet-Friendly Finca 'Flores' with Mountain View, Shared Pool & Wi-Fi
Exterior

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

Pet-Friendly Finca Lucente with Mountain View, Pool, Garden & Wi-Fi
Roccastrada GR
The price is ￥228,259
￥240,016 total
includes taxes & fees
Oct 1 - Oct 2
Pet-Friendly Finca Lucente with Mountain View, Pool, Garden & Wi-Fi
Exterior

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

Pet-Friendly Finca Olivos with Mountain View, Pool, Garden & Wi-Fi
Roccastrada GR
The price is ￥228,259
￥240,016 total
includes taxes & fees
Oct 1 - Oct 2
Pet-Friendly Finca Olivos with Mountain View, Pool, Garden & Wi-Fi
Exterior

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

Pet-Friendly Finca Etrusco with Mountain View, Pool, Garden & Wi-Fi
Roccastrada GR
The price is ￥228,259
￥240,016 total
includes taxes & fees
Oct 1 - Oct 2
Pet-Friendly Finca Etrusco with Mountain View, Pool, Garden & Wi-Fi
Pool

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

Villa 'La Vigna' with Private Pool, Wi-Fi and Air Conditioning
Gavorrano
The price is ￥454,046
￥544,855 total
includes taxes & fees
Sep 22 - Sep 23
Villa 'La Vigna' with Private Pool, Wi-Fi and Air Conditioning
Exterior

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

Quercetino: An Authentic Tuscan Country House Near Val d'Orcia & Hot Springs - Sleeps 10
Montenero
The price is ￥57,080
￥107,530 total
includes taxes & fees
Oct 19 - Oct 20
Quercetino: An Authentic Tuscan Country House Near Val d'Orcia & Hot Springs - Sleeps 10
Exterior detail

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

Villa Duomo Mare – Entire House with Garden & Terrace, Walk to Center
Massa Marittima
The price is ￥71,350
￥89,368 total
includes taxes & fees
Oct 5 - Oct 6
Villa Duomo Mare – Entire House with Garden & Terrace, Walk to Center
Outdoor dining

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

Villa Gelsomino a Casa Conti di Sotto-Toscana mare piscine/spa- idromassaggio
Toscana
9.8 out of 10, Exceptional, (21 reviews)
"Posto magnifico, le ville molto curate e pulite, con tutto il necessario e anche di più. La posizione davvero ottima, si arriva in un attimo in paese e in pochi minuti di auto si può raggiungere la costa. Consigliatissimo, sicuramente ritorneremo anche con la bella stagione."
Italy
Giulia O.
The price is ￥78,557
￥88,827 total
includes taxes & fees
Oct 16 - Oct 17
Villa Gelsomino a Casa Conti di Sotto-Toscana mare piscine/spa- idromassaggio
Property grounds

9. VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24

VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24
Montalcino
The price is ￥978,000
￥1,068,088 total
includes taxes & fees
Sep 20 - Sep 21
VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24
Property grounds

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

Villa 'In Antico Borgo Medievale' with Mountain View, Wi-Fi and Air Conditioning
Porrona
The price is ￥97,296
￥110,268 total
includes taxes & fees
Sep 21 - Sep 22
Villa 'In Antico Borgo Medievale' with Mountain View, Wi-Fi and Air Conditioning
Outdoor dining

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

Villa 'Casa Alta Esclusiva' with Private Pool, Private Terrace and Wi-Fi
Murlo
10.0 out of 10, Exceptional, (1 review)
"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...
United States
martina p.
The price is ￥323,508
￥351,616 total
includes taxes & fees
Sep 29 - Sep 30
Villa 'Casa Alta Esclusiva' with Private Pool, Private Terrace and Wi-Fi
Pool

12. VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
Siena
The price is ￥983,477
￥983,477 total
includes taxes & fees
Sep 20 - Sep 21
VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
Exterior

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

Villa "Bouganville - Colleberto" with Sea View, Private Terrace & Wi-Fi
Follonica
10.0 out of 10, Exceptional, (1 review)
"Pros: La vue proximité mer et ville superbe villa vue sur mer"
France
Anonymous traveler
The price is ￥93,341
￥94,062 total
includes taxes & fees
Oct 7 - Oct 8
Villa "Bouganville - Colleberto" with Sea View, Private Terrace & Wi-Fi
Terrace/patio

14. Wp Relais Villa Vignalunga

Wp Relais Villa Vignalunga
CASTIGLIONE D'ORCIA (SI)
10.0 out of 10, Exceptional, (57 reviews)
"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!"
United States
Marshall W.
The price is ￥118,917
￥136,575 total
includes taxes & fees
Oct 11 - Oct 12
Wp Relais Villa Vignalunga
Property grounds

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

Villa 'Paradiso' with Private Terrace, Private Garden and Wi-Fi
Castiglione della Pescaia
8.0 out of 10, Very good, (3 reviews)
"Pros: Die Gastfreundlichkeit des Vermieters vor Ort. Die ruhige, schöne Lage. Toll ausgestattete Ferienwohnung mit wunderbarem Rundumblick."
Germany
Anonymous traveler
The price is ￥57,130
￥66,281 total
includes taxes & fees
Oct 3 - Oct 4
Villa 'Paradiso' with Private Terrace, Private Garden and Wi-Fi
Property grounds

16. Charming Tuscany Villa w/ Private Infinity Pool

Charming Tuscany Villa w/ Private Infinity Pool
Castel del Piano
The price is ￥194,591
￥234,230 total
includes taxes & fees
Sep 20 - Sep 21
Charming Tuscany Villa w/ Private Infinity Pool
Exterior

17. WPRELAIS BORGO VIGNALUNGA

WPRELAIS BORGO VIGNALUNGA
Toscana
10.0 out of 10, Exceptional, (39 reviews)
"This villa is amazing! The views are spectacular. The home is awesome! The property is beautiful! "
United States
Jeremy F.
The price is ￥194,591
￥263,959 total
includes taxes & fees
Sep 24 - Sep 25
WPRELAIS BORGO VIGNALUNGA
Property grounds

18. VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 32

VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 32
Siena
The price is ￥1,173,600
￥1,263,688 total
includes taxes & fees
Sep 20 - Sep 21
VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 32
Terrace/patio

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

Villa Podere Cafaggio with Private Pool, Terrace, and Air Conditioning
Monteverdi Marittimo
The price is ￥436,534
￥479,004 total
includes taxes & fees
Sep 27 - Sep 28
Villa Podere Cafaggio with Private Pool, Terrace, and Air Conditioning
Outdoor dining

20. Villa Mami: A Tuscan Retreat of Elegance and Charm

Villa Mami: A Tuscan Retreat of Elegance and Charm
Toscana
10.0 out of 10, Exceptional, (1 review)
The price is ￥360,354
￥475,307 total
includes taxes & fees
Oct 19 - Oct 20
Villa Mami: A Tuscan Retreat of Elegance and Charm
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

Hotel Chiusarelli

Hotel Chiusarelli

10/10 Excellent
"."
Philip 7-night trip
Posted 1 hour ago
Hotel Chiusarelli

Find out more about Roccastrada

Roccastrada Villas information

Number of reviews
122
Accommodation
548 Villas
Lowest Price
￥66,281
Highest Price
￥1,263,688