Roccastrada Holiday House Rentals from AU$118: Search Holiday Homes

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

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Our top choices for Roccastrada holiday homes

A vineyard with rows of grapevines, a house with a red roof, and a clear view of distant hills.

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

Roccastrada

includes taxes & fees

11 Nov - 12 Nov

A patio with a wooden table, a blue lounge chair, a striped chair, and a large umbrella.

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

Toscana

Julie M.

includes taxes & fees

4 Nov - 5 Nov

An outdoor patio with a wooden floor, a covered seating area, and a view of a green landscape.

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

Braccagni

includes taxes & fees

30 Oct - 31 Oct

4. Villa Pianosa, Botri dei Lumachi

Toscana

includes taxes & fees

9 Nov - 10 Nov

5. Villa Giglio, Botri dei Lumachi

Toscana

includes taxes & fees

9 Nov - 10 Nov

A stone building with two windows, one with green shutters, and a rose bush in the foreground.

6. Exclusive Stone Tower.

Casciano

Ryan C.

includes taxes & fees

1 Nov - 2 Nov

A stone building with a sign reading "Borgo di Mezzo".

7. The Gelda house, relax with a view

Castelnuovo dell'Abate

Lisa K.

includes taxes & fees

10 Nov - 11 Nov

An open doorway leading to an outdoor area with a bench, a television on a cabinet, and a framed picture on the wall.

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

Monteroni d'Arbia

includes taxes & fees

30 Oct - 31 Oct

A tranquil outdoor pool area with a stone-lined water feature, surrounded by lush greenery and a wooden pergola.

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

Gavorrano Toscana

"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!!"

N4Z5dL0p4M4YOjGgLujvG8U2R6jayhLXs+CXI2mhH5hzPz8z6DyPwetl2fEUoYi6GF8RFb+a1xxfKcZRUToFwkdqmIjIeNJLTf2m N.

includes taxes & fees

30 Oct - 31 Oct

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

Località Gerfalco Montieri

includes taxes & fees

31 Oct - 1 Nov

A stone building with a flat roof, multiple windows, and a small porch area.

11. Podere Cagnesi: Relaxation in the Heart of Nature

Podere Cagnesi

includes taxes & fees

31 Oct - 1 Nov

A pathway leading to a building with stone walls and a tree.

12. A typical Tuscan country house

Montalcino

includes taxes & fees

25 Nov - 26 Nov

A narrow alleyway with a stone archway leading to a building with a brick facade.

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

Radicondoli

includes taxes & fees

1 Nov - 2 Nov

A stone building with a wooden door and two windows with shutters.

14. The Casetta di Brunello, quiet and breathtaking views

Montalcino

MICHAEL H.

includes taxes & fees

11 Nov - 12 Nov

A narrow stone staircase leading to a door with a glass panel, flanked by brick walls and metal railings.

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

Poggiobrucoli

includes taxes & fees

29 Nov - 30 Nov

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

16. Agritourism in Val d'Orcia

montalcino

includes taxes & fees

30 Oct - 31 Oct

An outdoor patio with tables and chairs, surrounded by greenery and a view of distant hills.

17. Podere Belsogno-camera Lavanda

Montalcino

Johannes S.

includes taxes & fees

2 Nov - 3 Nov

A rustic room with a stone wall, a fireplace, a white sofa, and a wooden bench.

18. The House of Alice, charm and relaxation

Montalcino (SI)

Robert S.

includes taxes & fees

25 Nov - 26 Nov

A terrace with a table set for breakfast, overlooking a mountainous landscape.

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

Castelnuovo dell'Abate

"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...

Judith F.

includes taxes & fees

1 Nov - 2 Nov

20. P.zadelSale Grosseto: Standard Queen Room

Grosseto

includes taxes & fees

3 Nov - 4 Nov

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Top Roccastrada Hotel Reviews

Palazzo Ravizza

10/10 Excellent

"Classic room with beautiful view. Accommodating staff."

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent

"Stayed at the hotel for our honeymoon and it was an incredible experience. The view is simply breathtaking and the castle is extremely charming. Food (breakfast and diner) and wine at the restaurants are high quality, inspired and locally sourced, though expensive. Their Brunello is VERY good. The thermal spa experience is unique in the region and is awsome, especially during the fall season when it is cooler outside. The room was super clean and the staff was very helpful throughout the entire week, and we felt welcomed at any time of day. 15 min by car from Montalcino, strongly recommend to rent a car since it is slightly remote. Overall 9.5/10, strongly recommend for a special occasion."

Hotel Italia

10/10 Excellent

"We stayed at this basic but nice 3-star hotel just one night while visiting Siena. We had a room for 3 for my wife and I and our adult daughter. The hotel was easy walking distance from the train/bus station. It's kind of weird because you enter an indoor shopping area across the street from the station and then go up about 6 banks of escalators to get up the hillside. Then the hotel is just a block away. One of the AC units didn't work but friendly staff helped start the other one. All staff were very friendly and spoke English. Easy walk a few blocks into the old city. Wonderful breakfast!!! We were able to leave our bags for most of the day while we explored the city prior to leaving on the bus again. I would definitely stay again."

Find out more about Roccastrada

Roccastrada Holiday Homes information

Number of reviews	132
Accommodation	917 Holiday Homes
Lowest Price	AU$118
Highest Price	AU$9,423

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Change your mind

Treat yourself

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Check prices for these dates

Our top choices for Roccastrada holiday homes

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

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