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
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 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 23,492
AED 24,500 total
includes taxes & fees
13 Oct - 14 Oct
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 301,026
AED 301,277 total
includes taxes & fees
16 Oct - 17 Oct
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
13 Oct - 14 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 452
AED 464 total
includes taxes & fees
13 Oct - 14 Oct
Farmhouse 'Le Gerlette - La Stalla' with Shared Pool, Wi-Fi and Air Conditioning
A stone building with two windows, one with green shutters, and a rose bush in the foreground.

6. 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 576 total
includes taxes & fees
13 Oct - 14 Oct
Exclusive Stone Tower.
A balcony with potted plants and a view of rolling hills and mountains.

7. 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 583
AED 583 total
includes taxes & fees
1 Nov - 2 Nov
A Nest with a View - A Romantic Retreat Within the City Walls
A historic stone building with multiple windows and a tower, situated by a beach with clear blue water.

8. 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
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The price is AED 617
AED 708 total
includes taxes & fees
13 Oct - 14 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.

9. Il Borghetto - The House of Elba, rooftop panoramic terrace

Il Borghetto - The House of Elba, rooftop panoramic terrace
Castelnuovo dell'Abate
The price is AED 494
AED 675 total
includes taxes & fees
18 Oct - 19 Oct
Il Borghetto - The House of Elba, rooftop panoramic terrace
A gated entrance with a number plaque, a pathway leading to a building, and a parked vehicle.

10. 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 485 total
includes taxes & fees
13 Oct - 14 Oct
Tuscan House: Spacious, Traditional Tuscan Apartment with Plenty of Outdoor Space and Breakfast Included
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.

11. 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 864
AED 987 total
includes taxes & fees
31 Oct - 1 Nov
Casa di Via del Corallo Gerfalco – Historic Village Apartment with Nature Reserve Access
Outdoor dining

12. 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 908
AED 1,040 total
includes taxes & fees
2 Nov - 3 Nov
Holiday Home 'La Nobiltà Del Tempo' with Balcony and Wi-Fi
A stone building with a wooden door and two windows with shutters.

13. 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 617
AED 839 total
includes taxes & fees
3 Nov - 4 Nov
The Casetta di Brunello, quiet and breathtaking views
A stone building with a sign reading "Borgo di Mezzo".

14. 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 411
AED 584 total
includes taxes & fees
21 Oct - 22 Oct
The Gelda house, relax with a view
A narrow stone alley with potted plants and benches.

15. 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 617
AED 839 total
includes taxes & fees
1 Nov - 2 Nov
The House of Alice, charm and relaxation
A stone building with a flat roof, multiple windows, and a small porch area.

16. Podere Cagnesi: Relaxation in nature

Podere Cagnesi: Relaxation in nature
Podere Cagnesi
The price is AED 444
AED 838 total
includes taxes & fees
13 Oct - 14 Oct
Podere Cagnesi: Relaxation in nature
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 389
AED 603 total
includes taxes & fees
14 Oct - 15 Oct
A typical Tuscan country house
An outdoor patio with tables and chairs, surrounded by greenery and a view of distant hills.

18. 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 576 total
includes taxes & fees
14 Oct - 15 Oct
Podere Belsogno-camera Lavanda
A swimming pool with a wooden deck and lounge chairs, surrounded by a scenic landscape with hills and a clear sky.

19. Agritourism in val d'orcia

Agritourism in val d'orcia
montalcino
The price is AED 617
AED 1,403 total
includes taxes & fees
22 Oct - 23 Oct
Agritourism in val d'orcia
Room

20. P.zadelSale Grosseto: Standard Queen Room

P.zadelSale Grosseto: Standard Queen Room
Grosseto
The price is AED 185
AED 300 total
includes taxes & fees
13 Oct - 14 Oct
P.zadelSale Grosseto: Standard Queen Room
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 Athena

Hotel Athena

10/10 Excellent
"Reception staff very friendly and helpful. Room on top floor had two full length windows with spectacular views. Older property but updated nicely; not modern but comfortable. Comfy bed, linens and pillows. Nice breakfast with lots of variety. There are two floors that have breakfast - the lowest level is more spacious and had food replaced more quickly than upper level. Hotel seems far, but everything is 5 to 15 minutes away. We found our favorite wine spot just a 5 minute walk away at Tuscan Wine School. But do go to the rooftop terrace for lovely views."
Barry 3-night trip
Posted 16 hours ago
Hotel Athena