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 288
AED 366 total
includes taxes & fees
25 Oct - 26 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 23,495
AED 24,503 total
includes taxes & fees
25 Oct - 26 Oct
Farmhouse "Casa Girasole" with Private Pool, Terraces & Wi-Fi
A patio with a wooden table, a blue lounge chair, a striped chair, and a large umbrella.

3. Detached house with a garden, just a few minutes from the Abbey of San Galgano

Detached house with a garden, just 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
25 Oct - 26 Oct
Detached house with a garden, just a few minutes from the Abbey of San Galgano
Pool

4. Villa Pianosa, Botri dei Lumachi

Villa Pianosa, Botri dei Lumachi
Toscana
The price is AED 1,292
AED 1,478 total
includes taxes & fees
25 Oct - 26 Oct
Villa Pianosa, Botri dei Lumachi
Pool

5. Villa Giglio, Botri dei Lumachi

Villa Giglio, Botri dei Lumachi
Toscana
The price is AED 1,292
AED 1,478 total
includes taxes & fees
25 Oct - 26 Oct
Villa Giglio, Botri dei Lumachi
An outdoor patio with a wooden floor, a covered seating area, and a view of a green landscape.

6. 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
26 Oct - 27 Oct
Farmhouse 'Le Gerlette - La Stalla' with Shared Pool, Wi-Fi and Air Conditioning
A historic stone building with multiple windows and a tower, situated by a beach with clear blue water.

7. 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 658
AED 753 total
includes taxes & fees
26 Oct - 27 Oct
Villino il Corbezzolo, Tuscany, sea, beach, heated swimming pool,spa, gym kneipp
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 576 total
includes taxes & fees
27 Oct - 28 Oct
Exclusive Stone Tower.
A stone building with a sign reading "Borgo di Mezzo".

9. 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
26 Oct - 27 Oct
The Gelda house, relax with a view
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.

10. 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 821
AED 944 total
includes taxes & fees
31 Oct - 1 Nov
Casa di Via del Corallo Gerfalco – Historic Village Apartment with Nature Reserve Access
A modern kitchen with a built-in oven, a stainless steel sink, and wooden cabinets.

11. Podere Cagnesi: Relaxation in the Heart of Nature

Podere Cagnesi: Relaxation in the Heart of Nature
Podere Cagnesi
The price is AED 444
AED 838 total
includes taxes & fees
25 Oct - 26 Oct
Podere Cagnesi: Relaxation in the Heart of Nature
A balcony with a tiled roof, a table with chairs, and a guitar leaning against the wall.

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 swimming pool with a wooden deck and lounge chairs, surrounded by a scenic landscape with hills and a clear sky.

13. Agritourism in Val d'Orcia

Agritourism in Val d'Orcia
montalcino
The price is AED 617
AED 1,395 total
includes taxes & fees
25 Oct - 26 Oct
Agritourism in Val d'Orcia
Property grounds

14. Tuscan House: Spacious Traditional Apartment with a Large Outdoor Area and Breakfast Included

Tuscan House: Spacious Traditional Apartment with a Large Outdoor Area and Breakfast Included
Monteroni d'Arbia
The price is AED 391
AED 486 total
includes taxes & fees
5 Nov - 6 Nov
Tuscan House: Spacious Traditional Apartment with a Large Outdoor Area and Breakfast Included
A traditional stone building with a tiled roof, surrounded by terraced fields and mountains in the background.

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

A Nest with a View - A Romantic Getaway Within the City Walls
Radicondoli
The price is AED 639
AED 639 total
includes taxes & fees
1 Nov - 2 Nov
A Nest with a View - A Romantic Getaway Within the City Walls
A stone building with a wooden door and two windows with shutters.

16. 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 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 315
AED 529 total
includes taxes & fees
14 Nov - 15 Nov
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
1 Nov - 2 Nov
Podere Belsogno-camera Lavanda
Exterior detail

19. P.zadelSale Grosseto: Standard Queen Room

P.zadelSale Grosseto: Standard Queen Room
Grosseto
The price is AED 185
AED 300 total
includes taxes & fees
25 Oct - 26 Oct
P.zadelSale Grosseto: Standard Queen Room
A narrow stone alley with potted plants and benches.

20. 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
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
"Perfect in location, cleanliness,staff, amenities.... Wonderful 👍"
William 2-night trip
Posted 5 hours ago
Hotel Chiusarelli