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

Roccastrada Vacation Rentals

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Check prices for these dates

In two weeks
4 Sep - 6 Sep
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Roccastrada vacation rentals

Interior

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 AED 325
AED 402 total
includes taxes & fees
22 Aug - 23 Aug
Casa Giovy - Relaxation with a view all the way to the sea, in the Tuscan hills
1 bedroom, WiFi, bed sheets

2. Ottagono – Your Elegant Nature Retreat in the Tuscan Olive Grove

Ottagono – Your Elegant Nature Retreat in the Tuscan Olive Grove
Toscana
Ottagono – Your Elegant Nature Retreat in the Tuscan Olive Grove
Exterior

3. 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 AED 360
AED 405 total
includes taxes & fees
16 Sep - 17 Sep
Country House il Ciliegio
Pool

4. Sahara – The Spacious Family Glamping Tent Under the Tuscan Sun

Sahara – The Spacious Family Glamping Tent Under the Tuscan Sun
Toscana
The price is AED 555
AED 708 total
includes taxes & fees
16 Sep - 17 Sep
Sahara – The Spacious Family Glamping Tent Under the Tuscan Sun
Pool

5. Equipped glamping tent and infinity pool in a Tuscan olive grove

Equipped glamping tent and infinity pool in a Tuscan olive grove
Roccastrada
The price is AED 552
AED 705 total
includes taxes & fees
16 Sep - 17 Sep
Equipped glamping tent and infinity pool in a Tuscan olive grove
Outdoor dining

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

Uva Spina – Intimate Double Room with Val di Farma View
Piloni
The price is AED 1,320
AED 1,320 total
includes taxes & fees
17 Sep - 18 Sep
Uva Spina – Intimate Double Room with Val di Farma View
Outdoor dining

7. Casetta di campagna indipendente

Casetta di campagna indipendente
Roccastrada
The price is AED 1,347
AED 1,607 total
includes taxes & fees
16 Sep - 17 Sep
Casetta di campagna indipendente
Pool

8. Stargazer – Your Sky‑View Hideaway in the Tuscan Hills

Stargazer – Your Sky‑View Hideaway in the Tuscan Hills
Toskana
The price is AED 555
AED 708 total
includes taxes & fees
17 Sep - 18 Sep
Stargazer – Your Sky‑View Hideaway in the Tuscan Hills
Outdoor dining

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

Farmhouse "Casa Girasole" with Private Pool, Terraces & Wi-Fi
Roccastrada
The price is AED 28,224
AED 29,266 total
includes taxes & fees
31 Aug - 1 Sep
Farmhouse "Casa Girasole" with Private Pool, Terraces & Wi-Fi
Outdoor dining

10. 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 AED 6,345
AED 6,622 total
includes taxes & fees
31 Aug - 1 Sep
Pet-Friendly Finca Lucente with Mountain View, Pool, Garden & Wi-Fi
Exterior detail

11. Holiday Home 'Querciagrossa Da Dora' with Private Pool, Private Terrace and Wi-Fi

Holiday Home 'Querciagrossa Da Dora' with Private Pool, Private Terrace and Wi-Fi
Roccastrada
The price is AED 3,426
AED 3,582 total
includes taxes & fees
31 Aug - 1 Sep
Holiday Home 'Querciagrossa Da Dora' with Private Pool, Private Terrace and Wi-Fi
Outdoor dining

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

Fragolina di Bosco – Twin Room with Val di Farma View
Piloni
The price is AED 1,033
AED 1,033 total
includes taxes & fees
17 Sep - 18 Sep
Fragolina di Bosco – Twin Room with Val di Farma View
Outdoor dining

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

Narciso dei Poeti – Deluxe Double Room with Extra Bed
Piloni
The price is AED 1,588
AED 1,588 total
includes taxes & fees
17 Sep - 18 Sep
Narciso dei Poeti – Deluxe Double Room with Extra Bed
Outdoor dining

14. 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 AED 1,703
AED 1,703 total
includes taxes & fees
17 Sep - 18 Sep
Mora Selvatica – Deluxe Room with Private Balcony and Val di Farma View
Property grounds

15. Pet-Friendly Finca 'Flores' with Mountain View, Shared Pool & Wi-Fi

Pet-Friendly Finca 'Flores' with Mountain View, Shared Pool & Wi-Fi
Roccastrada GR
Pet-Friendly Finca 'Flores' with Mountain View, Shared Pool & Wi-Fi
Outdoor dining

16. Pet-Friendly Finca Olivos with Mountain View, Pool, Garden & Wi-Fi

Pet-Friendly Finca Olivos with Mountain View, Pool, Garden & Wi-Fi
Roccastrada GR
Pet-Friendly Finca Olivos with Mountain View, Pool, Garden & Wi-Fi
Outdoor dining

17. 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 AED 6,341
AED 6,618 total
includes taxes & fees
31 Aug - 1 Sep
Pet-Friendly Finca Etrusco with Mountain View, Pool, Garden & Wi-Fi
Premium bedding, down comforters, pillowtop beds, desk

18. Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.2 out of 10, Wonderful, (29 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is AED 274
AED 357 total
includes taxes & fees
26 Aug - 27 Aug
Tuscasì Aparthotel
Seasonal outdoor pool, sun loungers

19. Residence Arianna

Residence Arianna
Sovicille
9.8 out of 10, Exceptional, (6 reviews)
"We had a 4 night’s stay here and used it as our base for tours around Toscany. It is located in a quiet area outside Siena. The apartment was nice and clean. We used the kitchen for minor cooking and that worked well. There is a supermarket close by and small restaurants in the town. The AC was working great. The host was very keen to share information on good places to see and was eager to make our stay as pleasant as possible. The breakfast was very nice and they also have a restaurant where...
Denmark
Gitte Harrits
The price is AED 494
AED 557 total
includes taxes & fees
18 Sep - 19 Sep
Residence Arianna
Exterior detail

20. Exclusive Stone Tower.

Exclusive Stone Tower.
Casciano
9.6 out of 10, Exceptional, (9 reviews)
"Loved it!"
United States
Ryan C.
The price is AED 428
AED 692 total
includes taxes & fees
24 Aug - 25 Aug
Exclusive Stone Tower.
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
"We had a superior room, which was very comfortable. We had dinner in the restaurant several times, and the food and drink was excellent. One evening we just enjoyed the cocktail bar, and the staff were fun! Breakfast buffet has everything one could want, and was always fresh. Free parking! You will have an uphill walk to the town centre, but no matter where you go in Siena it’s either up or down. Highly recommended."
Christopher 7-night trip
Posted 19 hours ago
Hotel Athena

Frequently asked questions

Can I find vacation rentals in Roccastrada?

Yes, we give you a choice of vacation rentals close to well known points of interest in Roccastrada, or you can choose a secluded option if you're looking for a relaxing stay.

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

Spacious house between Siena e Firenze with private swimming pool, A/C and Wi-Fi: This vacation home rental near Roccastrada is located in a rural location and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a private balcony, a terrace, and a selection of books so you can immerse yourself in your vacation.

How many vacation rentals are there in Roccastrada?

Choose from 81 Expedia vacation rentals in Roccastrada for a memorable vacation.

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 vacation rental in Roccastrada like?

Vacation rentals are private properties where you can stay for several days or longer in Roccastrada. Vacation rentals provide amenities like kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about cleanliness, vacation rentals can provide a sense of privacy away from shared hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a great option for family trips or small group gatherings.