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
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Roccastrada villas

A two-story house with a stone facade, a tiled roof, and a well-maintained lawn.

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 £1,115
includes taxes & fees
23 Nov - 24 Nov
Pet-Friendly Finca 'Flores' with Mountain View, Shared Pool & Wi-Fi
A house with a stone wall, a large tree, and a patio area with a bench and table.

2. 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 £1,115
includes taxes & fees
23 Nov - 24 Nov
Pet-Friendly Finca Olivos with Mountain View, Pool, Garden & Wi-Fi
A two-story house with a stone facade, a tiled roof, and a well-maintained lawn.

3. 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 £1,115
includes taxes & fees
13 Nov - 14 Nov
Pet-Friendly Finca Lucente with Mountain View, Pool, Garden & Wi-Fi
A two-story house with a stone facade, a tiled roof, and a well-maintained lawn.

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 £1,115
includes taxes & fees
23 Nov - 24 Nov
Pet-Friendly Finca Etrusco with Mountain View, Pool, Garden & Wi-Fi
A stone building with a garden pathway leading to it.

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

VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino
Montalcino
The price is £5,348
includes taxes & fees
13 Nov - 14 Nov
VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino
A clear pool with lounge chairs, a wooden deck, and a view of hills in the background.

6. 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 £2,527
includes taxes & fees
15 Nov - 16 Nov
Villa 'La Vigna' with Private Pool, Wi-Fi and Air Conditioning
A stone house with a tiled roof, a small porch, and potted plants.

7. Quercetino: Authentic Tuscan country house near Val d'Orcia & hot springs - Sleeps 10

Quercetino: Authentic Tuscan country house near Val d'Orcia & hot springs - Sleeps 10
Montenero
The price is £470
includes taxes & fees
1 Dec - 2 Dec
Quercetino: Authentic Tuscan country house near Val d'Orcia & hot springs - Sleeps 10
A landscaped garden with a central fountain, a pool, and a small building with a tiled roof.

8. VILLA ASCARA - Sixteen Bedroom Villa, Sleeps 31

VILLA ASCARA - Sixteen Bedroom Villa, Sleeps 31
Siena
10.0 out of 10, Exceptional, (1 review)
"We celebrated our 20th Anniversary with 23 guests, all who stayed at the Property. The location and accommodations could not have been better and the staff and property manager were excellent. I would highly recommend staying here for any Tuscany adventures! Thank you so much to the owner and all involved!Ron and Wendy"
United States
Ron M.
The price is £6,334
includes taxes & fees
13 Nov - 14 Nov
VILLA ASCARA - Sixteen Bedroom Villa, Sleeps 31
A stone exterior wall, a glass door entrance, and a brick pathway leading to a staircase.

9. 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 £398
includes taxes & fees
16 Nov - 17 Nov
Villa Duomo Mare – Entire House with Garden & Terrace, Walk to Center
A large estate with a swimming pool, tennis court, and multiple guest rooms.

10. VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36

VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36
Colle Val D'Elsa
The price is £9,860
includes taxes & fees
6 Dec - 7 Dec
VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36
A stone building with multiple rooms, surrounded by lush greenery and trees.

11. 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 £830
includes taxes & fees
22 Nov - 23 Nov
WPRELAIS BORGO VIGNALUNGA
An outdoor dining area with a table and chairs, overlooking a historic town with a prominent tower and buildings.

12. Villa Mami: A Tuscan retreat full of elegance and charm

Villa Mami: A Tuscan retreat full of elegance and charm
Toscana
10.0 out of 10, Exceptional, (1 review)
The price is £2,138
includes taxes & fees
16 Nov - 17 Nov
Villa Mami: A Tuscan retreat full of elegance and charm
A beachside dining setup with a table set for two, overlooking the ocean.

13. VILLA ALBA CHIARA - Six Bedroom Villa, Sleeps 12

VILLA ALBA CHIARA - Six Bedroom Villa, Sleeps 12
Roccamare
The price is £3,247
includes taxes & fees
16 Nov - 17 Nov
VILLA ALBA CHIARA - Six Bedroom Villa, Sleeps 12
A stone building with a car parked in front, surrounded by trees and a gravel path.

14. Charming Tuscan villa with a private infinity pool

Charming Tuscan villa with a private infinity pool
Castel del Piano
The price is £1,041
includes taxes & fees
13 Nov - 14 Nov
Charming Tuscan villa with a private infinity pool
A stone building with balconies, a gravel path, and a tree.

15. 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 traveller
The price is £243
includes taxes & fees
15 Nov - 16 Nov
Villa "Bouganville - Colleberto" with Sea View, Private Terrace & Wi-Fi
A dining area with a wooden table, white chairs, and a chandelier.

16. Villa Liberty in The Centre - No Ztl

Villa Liberty in The Centre - No Ztl
Siena Historical Center
The price is £251
includes taxes & fees
30 Nov - 1 Dec
Villa Liberty in The Centre - No Ztl
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

Palazzo Ravizza

Palazzo Ravizza

10/10 Excellent
"Beautiful hotel with lovely rear courtyard overlooking Tuscany. Very nice breakfast and charming rooms with a view."
Dwight 2-night trip
Posted 17 hours ago
Palazzo Ravizza

Find out more about Roccastrada

Roccastrada Villas information

Number of reviews
41
Accommodation
526 Villas
Lowest Price
£243
Highest Price
£9,860