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

Roccastrada Holiday Rentals

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Roccastrada holiday rentals

A window with a view of a green landscape and a clear sky.

1. Casa Giovy - Relaxation with a view all the way to the sea, in the Tuscan hills

Casa Giovy - Relaxation with a view all the way to the sea, in the Tuscan hills
Roccastrada
The price is AU$154
includes taxes & fees
12 Oct - 13 Oct
Casa Giovy - Relaxation with a view all the way to the sea, in the Tuscan hills
A courtyard with stone steps leading to a small building, surrounded by lush greenery and stone buildings in the background.

2. Country House il Ciliegio

Country House il Ciliegio
Roccastrada
9.2 out of 10, Wonderful, (7 reviews)
"It was a very pleasant stay, a warm welcome. A beautiful location surrounded by nature."
Netherlands
Maaike
The price is AU$144
includes taxes & fees
16 Oct - 17 Oct
Country House il Ciliegio
A stone building with outdoor seating and string lights.

3. Uva Spina – Intimate Double Room with Val di Farma View

Uva Spina – Intimate Double Room with Val di Farma View
Piloni
The price is AU$202
includes taxes & fees
12 Oct - 13 Oct
Uva Spina – Intimate Double Room with Val di Farma View
A grassy outdoor area with a stone wall and a stone bench.

4. 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 AU$2,137
includes taxes & fees
12 Oct - 13 Oct
Pet-Friendly Finca 'Flores' with Mountain View, Shared Pool & Wi-Fi
A wooden interior with a glass-enclosed shower, large windows, and a wooden floor.

5. 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 AU$129
includes taxes & fees
23 Oct - 24 Oct
Agriturismo Benvenuti
A stone building with outdoor seating and string lights.

6. Narciso dei Poeti – Deluxe Double Room with Extra Bed

Narciso dei Poeti – Deluxe Double Room with Extra Bed
Piloni
The price is AU$245
includes taxes & fees
12 Oct - 13 Oct
Narciso dei Poeti – Deluxe Double Room with Extra Bed
A house with a patio, a table with chairs, and a large umbrella.

7. Casetta di campagna indipendente

Casetta di campagna indipendente
Roccastrada
The price is AU$117,459
includes taxes & fees
16 Oct - 17 Oct
Casetta di campagna indipendente
A stone building with a wooden door, green shutters, and two potted plants.

8. Mora Selvatica – Deluxe Room with Private Balcony and Val di Farma View

Mora Selvatica – Deluxe Room with Private Balcony and Val di Farma View
Piloni
The price is AU$267
includes taxes & fees
12 Oct - 13 Oct
Mora Selvatica – Deluxe Room with Private Balcony and Val di Farma View
A stone building with a tree in front, outdoor seating with tables and chairs, and a paved walkway.

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

Farmhouse "Casa Girasole" with Private Pool, Terraces & Wi-Fi
Roccastrada
The price is AU$9,552
includes taxes & fees
12 Oct - 13 Oct
Farmhouse "Casa Girasole" with Private Pool, Terraces & Wi-Fi
A stone building with outdoor seating and string lights.

10. Fragolina di Bosco – Twin Room with Val di Farma View

Fragolina di Bosco – Twin Room with Val di Farma View
Piloni
The price is AU$180
includes taxes & fees
13 Oct - 14 Oct
Fragolina di Bosco – Twin Room with Val di Farma View
A stone building with a tree in front, outdoor seating with tables and chairs, and a paved walkway.

11. 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 AU$2,137
includes taxes & fees
12 Oct - 13 Oct
Pet-Friendly Finca Etrusco with Mountain View, Pool, Garden & Wi-Fi
A stone building with a tree in front, outdoor seating with tables and chairs, and a paved walkway.

12. 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 AU$2,137
includes taxes & fees
12 Oct - 13 Oct
Pet-Friendly Finca Lucente with Mountain View, Pool, Garden & Wi-Fi
A stone building with a tree in front, outdoor seating, and a lamp post.

13. 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 AU$2,137
includes taxes & fees
12 Oct - 13 Oct
Pet-Friendly Finca Olivos with Mountain View, Pool, Garden & Wi-Fi
A bedroom with a bed, a bedside table, a TV mounted on the wall, and a sliding glass door leading to a balcony with a view of greenery and hills.

14. Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.2 out of 10, Wonderful, (31 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is AU$109
includes taxes & fees
4 Nov - 5 Nov
Tuscasì Aparthotel
An aerial view of a historic stone building complex with a swimming pool, surrounded by lush greenery and vineyards.

15. Bosco della Spina

Bosco della Spina
Murlo
9.6 out of 10, Exceptional, (184 reviews)
"Lovely stay! I would highly recommend this hotel. The indoor pool was just so enjoyable after a day out sightseeing. "
United Kingdom
Lizl
The price is AU$152
includes taxes & fees
1 Nov - 2 Nov
Bosco della Spina
A restaurant with tables and wicker chairs, large windows, and a view of buildings and greenery.

16. Palazzo Saloni

Palazzo Saloni
Montalcino
10.0 out of 10, Exceptional, (11 reviews)
"Excellent location to tour wine country montalcino."
United States
Michael
The price is AU$410
includes taxes & fees
11 Nov - 12 Nov
Palazzo Saloni
A wooden door with a metal handle, a brick archway, a staircase, and a flower pot on the wall.

17. Idolina Guest House

Idolina Guest House
Montalcino
9.6 out of 10, Exceptional, (118 reviews)
"Felt like home. The central kitchen / coffee area felt like home."
United States
Bradley
The price is AU$147
includes taxes & fees
27 Oct - 28 Oct
Idolina Guest House
A dining table with a bottle of wine, two wine glasses, a candle, and a vase with flowers.

18. B&B Le Scalette di Piazza

B&B Le Scalette di Piazza
Montalcino
9.4 out of 10, Exceptional, (105 reviews)
"Great location. Staff was accommodating and very helpful."
Canada
François
The price is AU$190
includes taxes & fees
14 Oct - 15 Oct
B&B Le Scalette di Piazza
A poolside area with two glasses of water, candles, and a stone pathway.

19. Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites
3.0 star property
San Quirico d'Orcia
9.2 out of 10, Wonderful, (101 reviews)
"Great location and lovely pool. Rooms were large but the place is definitely dated. Breakfast was decent with a lot of options. Parking wasn’t all that great but nevertheless on the property itself"
Canada
Sunil
The price is AU$289
includes taxes & fees
12 Oct - 13 Oct
Casanova - Panoramic Rooms and Suites
A spacious hotel room with a large bed, a sitting area with chairs, and a view through an arched doorway to another room.

20. La Terrazza Sul Campo Rooming House

La Terrazza Sul Campo Rooming House
Siena City Centre
9.8 out of 10, Exceptional, (251 reviews)
"Great stay. Thanks for the hospitality and kindness."
United Kingdom
Agnieszka
The price is AU$164
includes taxes & fees
2 Nov - 3 Nov
La Terrazza Sul Campo Rooming House
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 Italia

Hotel Italia

10/10 Excellent
"We stayed here for three nights and absolutely loved it. The hotel is charming, convenient and comfortable. Breakfast was very good, with a nice choice of foods, and the lounge/bar is a great place to relax. The staff were very helpful with directions and bookings. We would gladly stay here again."
Ralph 2-night trip
Posted 1 day ago
Hotel Italia

Find out more about Roccastrada

Everything you need to know about Roccastrada holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Roccastrada holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Roccastrada holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Roccastrada holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Roccastrada. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Roccastrada holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Roccastrada holiday rentals we have selected for you start as low as AU$46 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Roccastrada rentals

At Expedia, we put the best Roccastrada holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Roccastrada rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Roccastrada holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Roccastrada. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Roccastrada?

Yes, there are holiday rentals close to the most popular sights in Roccastrada, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Roccastrada has to offer?

Casa Viale Italia - homely house with direct access to the sandy beach: This holiday home rental outside of Roccastrada is located near the beach, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Roccastrada?

Choose from 77 Expedia holiday rentals in Roccastrada for a memorable holiday.

What’s there to see and do in Roccastrada?

I Canaloni del Torrente Farma and Val di Merse are a couple of lovely local spots to get outside and enjoy nature. Podere Ristella Vineyards and Winery and Castello del Belagaio are other places to visit while you're in town.

What’s a holiday rental in Roccastrada like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Roccastrada. Holiday rentals provide amenities such as WiFi and washers and dryers so your stay will be comfortable. If you're concerned about cleanliness, a holiday rental can provide a sense of seclusion away from shared hotel lifts and busy concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for small groups.