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
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Roccastrada vacation homes

A wooden interior with a glass-enclosed shower, large windows, and a wooden floor.

1. Agriturismo Benvenuti

Agriturismo Benvenuti
Roccastrada
6.0 out of 10, (3 reviews)
"La stanza era molto grande e tranquilla. C'è anche un giardino abbastanza ampio a disposizione esclusiva di ogni camera/appartamento. Estrema cortesia. Ovviamente si è in aperta campagna, non in vicinanza del mare o dentro un borgo, ma in auto si raggiungo facilmente molte località interessanti del luogo. Su alcuni particolari, potrebbe essere tenuto un po' meglio, ma nel complesso ha un ottimo rapporto qualità/prezzo per la zona."
Italy
Ivano
The price is AED 256
AED 331 total
includes taxes & fees
23 Oct - 24 Oct
Agriturismo Benvenuti
A stone building with a tree in front, outdoor seating with tables and chairs, and a paved walkway.

2. Farmhouse "Casa Girasole" with Private Pool, Terraces & Wi-Fi

Farmhouse "Casa Girasole" with Private Pool, Terraces & Wi-Fi
Roccastrada
The price is AED 23,516
AED 24,525 total
includes taxes & fees
20 Nov - 21 Nov
Farmhouse "Casa Girasole" with Private Pool, Terraces & Wi-Fi
A house with a patio, a table with chairs, and a large umbrella.

3. Casetta di campagna indipendente

Casetta di campagna indipendente
Roccastrada
The price is AED 301,330
AED 301,581 total
includes taxes & fees
20 Nov - 21 Nov
Casetta di campagna indipendente
A patio with a wooden table, a blue lounge chair, a striped chair, and a large umbrella.

4. Detached house with garden a few minutes from the abbey of San Galgano

Detached house with garden a few minutes from the abbey of San Galgano
Toscana
10.0 out of 10, Exceptional, (1 review)
"Petite maison cosy et juste parfaite pour deux personnes. La localisation est très bonne, à l’entrée du village de Monticiano. L’accueil a été enthousiaste et la communication très fluide. Merci pour ce beau séjour ! On recommande !"
United States
Julie M.
The price is AED 206
AED 498 total
includes taxes & fees
21 Oct - 22 Oct
Detached house with garden a few minutes from the abbey of San Galgano
An outdoor patio with a wooden floor, a covered seating area, and a view of a green landscape.

5. Farmhouse 'Le Gerlette - La Stalla' with Shared Pool, Wi-Fi and Air Conditioning

Farmhouse 'Le Gerlette - La Stalla' with Shared Pool, Wi-Fi and Air Conditioning
Braccagni
The price is AED 502
AED 515 total
includes taxes & fees
6 Nov - 7 Nov
Farmhouse 'Le Gerlette - La Stalla' with Shared Pool, Wi-Fi and Air Conditioning
Property grounds

6. Villa Pianosa, Botri dei Lumachi

Villa Pianosa, Botri dei Lumachi
Toscana
The price is AED 1,294
AED 1,479 total
includes taxes & fees
27 Oct - 28 Oct
Villa Pianosa, Botri dei Lumachi
Exterior

7. Villa Giglio, Botri dei Lumachi

Villa Giglio, Botri dei Lumachi
Toscana
The price is AED 1,294
AED 1,479 total
includes taxes & fees
27 Oct - 28 Oct
Villa Giglio, Botri dei Lumachi
A stone building with two windows, one with green shutters, and a rose bush in the foreground.

8. Exclusive Stone Tower.

Exclusive Stone Tower.
Casciano
9.6 out of 10, Exceptional, (10 reviews)
"Loved it!"
United States
Ryan C.
The price is AED 330
AED 577 total
includes taxes & fees
27 Oct - 28 Oct
Exclusive Stone Tower.
A stone building with a wooden door and two windows with shutters.

9. The Casetta di Brunello, quiet and breathtaking views

The Casetta di Brunello, quiet and breathtaking views
Montalcino
9.6 out of 10, Exceptional, (23 reviews)
"We loved our stay, the beautiful views and quiet neighborhood were just amazing."
United States
MICHAEL H.
The price is AED 618
AED 840 total
includes taxes & fees
17 Nov - 18 Nov
The Casetta di Brunello, quiet and breathtaking views
A historic stone building with multiple windows and a tower, situated by a beach with clear blue water.

10. Villino il Corbezzolo, Tuscany, sea, beach, heated swimming pool,spa, gym kneipp

Villino il Corbezzolo, Tuscany, sea, beach, heated swimming pool,spa, gym kneipp
Gavorrano Toscana
9.6 out of 10, Exceptional, (13 reviews)
"Last year we have spent our holiday at this beautiful place with our big family. Nice large garden with plenty of flowers, trees, butterflies, small gecos. Quiet place, beautiful views. Nice place for grilling. Supermarket 5 min by car, the beach Follonica cca 15 min by car. We have booked all the villas except the smallest one, so nobody disturbed us. For us one of the best vacations. If possible will come again for sure!!"
United Kingdom
N4Z5dL0p4M4YOjGgLujvG8U2R6jayhLXs+CXI2mhH5hzPz8z6DyPwetl2fEUoYi6GF8RFb+a1xxfKcZRUToFwkdqmIjIeNJLTf2m N.
The price is AED 659
AED 750 total
includes taxes & fees
27 Oct - 28 Oct
Villino il Corbezzolo, Tuscany, sea, beach, heated swimming pool,spa, gym kneipp
A terrace with a table set for breakfast, overlooking a mountainous landscape.

11. Il Borghetto - The House on Elba, Rooftop Terrace with Panoramic Views

Il Borghetto - The House on Elba, Rooftop Terrace with Panoramic Views
Castelnuovo dell'Abate
10.0 out of 10, Exceptional, (1 review)
"Il Borghetto is a renovated house in the little village of Castelnuovo dell'Abate, one of the medieval hilltop villages in the UNESCO world heritage-listed Val D'Orcia. It is charming and the beds are very comfortable, but be prepared to take luggage up a steep street to the front door and then steep stairs to both bedrooms. Each bedroom is on a different floor so there is considerable privacy. The piece de la resistance is the rooftop terrace, with 180 degree panoramic views over the valley and...
Australia
Judith F.
The price is AED 494
AED 675 total
includes taxes & fees
28 Oct - 29 Oct
Il Borghetto - The House on Elba, Rooftop Terrace with Panoramic Views
A cozy room with a wooden ceiling, a dining table set with plates, cups, and a vase, and a sofa with a book on it.

12. Casa di Via del Corallo Gerfalco – Historic Village Apartment with Nature Reserve Access

Casa di Via del Corallo Gerfalco – Historic Village Apartment with Nature Reserve Access
Località Gerfalco Montieri
The price is AED 865
AED 988 total
includes taxes & fees
31 Oct - 1 Nov
Casa di Via del Corallo Gerfalco – Historic Village Apartment with Nature Reserve Access
A gated entrance with a number plaque, a pathway leading to a building, and a parked vehicle.

13. Tuscan House: Spacious, Traditional Tuscan Apartment with Plenty of Outdoor Space and Breakfast Included

Tuscan House: Spacious, Traditional Tuscan Apartment with Plenty of Outdoor Space and Breakfast Included
Monteroni d'Arbia
The price is AED 391
AED 486 total
includes taxes & fees
3 Nov - 4 Nov
Tuscan House: Spacious, Traditional Tuscan Apartment with Plenty of Outdoor Space and Breakfast Included
A balcony with a tiled roof, a table with chairs, and a guitar leaning against the wall.

14. Holiday Home 'La Nobiltà Del Tempo' with Balcony and Wi-Fi

Holiday Home 'La Nobiltà Del Tempo' with Balcony and Wi-Fi
Poggiobrucoli
The price is AED 911
AED 1,044 total
includes taxes & fees
2 Nov - 3 Nov
Holiday Home 'La Nobiltà Del Tempo' with Balcony and Wi-Fi
A two-story building with a stone facade and a tiled roof.

15. A Nest with a View - A Romantic Retreat Within the City Walls

A Nest with a View - A Romantic Retreat Within the City Walls
Radicondoli
The price is AED 584
AED 584 total
includes taxes & fees
11 Nov - 12 Nov
A Nest with a View - A Romantic Retreat Within the City Walls
A stone building with a sign reading "Borgo di Mezzo".

16. The Gelda house, relax with a view

The Gelda house, relax with a view
Castelnuovo dell'Abate
9.6 out of 10, Exceptional, (15 reviews)
"Loved our stay...lovely and quiet..great location "
Australia
Lisa K.
The price is AED 412
AED 585 total
includes taxes & fees
28 Oct - 29 Oct
The Gelda house, relax with a view
A pathway leading to a building with stone walls and a tree.

17. A typical Tuscan country house

A typical Tuscan country house
Montalcino
The price is AED 450
AED 672 total
includes taxes & fees
9 Nov - 10 Nov
A typical Tuscan country house
A narrow stone alley with potted plants and benches.

18. The House of Alice, charm and relaxation

The House of Alice, charm and relaxation
Montalcino (SI)
9.8 out of 10, Exceptional, (78 reviews)
"Stunning location in a beautiful part of the country."
United States
Robert S.
The price is AED 618
AED 840 total
includes taxes & fees
17 Nov - 18 Nov
The House of Alice, charm and relaxation
A stone building with a flat roof, multiple windows, and a small porch area.

19. Podere Cagnesi: Relaxation in nature

Podere Cagnesi: Relaxation in nature
Podere Cagnesi
The price is AED 445
AED 839 total
includes taxes & fees
21 Oct - 22 Oct
Podere Cagnesi: Relaxation in nature
An outdoor patio with tables and chairs, surrounded by greenery and a view of distant hills.

20. Podere Belsogno-camera Lavanda

Podere Belsogno-camera Lavanda
Montalcino
10.0 out of 10, Exceptional, (5 reviews)
"The stay was very pleasant, the room was very tidy and cosy. The view when waking up is breathtaking, as well as the whole place. Exactly as stated in the pictures. We were very welcomed by the host and you get a good breakfast. Would definitely come back again if I‘m in the area! Thank you very much for the stay!"
Austria
Johannes S.
The price is AED 494
AED 577 total
includes taxes & fees
19 Nov - 20 Nov
Podere Belsogno-camera Lavanda
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

Il Chiostro del Carmine

Il Chiostro del Carmine

10/10 Excellent
"Great location and very helpful staff"
Edward 2-night trip
Posted 19 hours ago
Il Chiostro del Carmine