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
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 chalets

A swimming pool with lounge chairs and umbrellas, surrounded by brick flooring and a hedge.

1. La Melosa Resort & Spa - Adults Only

La Melosa Resort & Spa - Adults Only
4.0 star property
Roccastrada
9.2 out of 10, Wonderful, (46 reviews)
"Everything was excellent, the room was stunning and quiet except for the birds, which was bliss. The restaurant was also great food, we had a great sleep and breakfast, I only wish we could have stayed longer."
Australia
Gillian
The price is €86
includes taxes & fees
12 Oct - 13 Oct
La Melosa Resort & Spa - Adults Only
A swimming pool with a view of a valley and mountains.

2. Valdonica Winery & Vineyard Residence

Valdonica Winery & Vineyard Residence
Roccastrada
9.2 out of 10, Wonderful, (44 reviews)
"After debating between many Tuscan vineyards/B&Bs to stay at, I am so glad we picked this one. The venue was beautiful, the room was nice and clean (with AC), and they had a gorgeous remote pool overlooking the vineyard. The people working were all incredibly kind and accommodating and went above and beyond to make our stay memorable, in addition to the owner. We enjoyed a wine tour/tasting and a cooking class, and had dinner at their restaurant that was one of our best meals in Italy. Our only...
United States
Audrey
The price is €148
includes taxes & fees
8 Nov - 9 Nov
Valdonica Winery & Vineyard Residence
A stone building with multiple windows and a central entrance.

3. Historic Farmhouse Casa del Chiodo

Historic Farmhouse Casa del Chiodo
Roccastrada
10.0 out of 10, Exceptional, (4 reviews)
"Everything about this place is perfect, highly recommend."
United States
Ian
The price is €106
includes taxes & fees
13 Oct - 14 Oct
Historic Farmhouse Casa del Chiodo
A stone building with a wooden door and a circular window.

4. B&B da Nada Locanda Toscana

B&B da Nada Locanda Toscana
Roccastrada
9.6 out of 10, Exceptional, (18 reviews)
"Ras"
France
jean
The price is €82
includes taxes & fees
3 Nov - 4 Nov
B&B da Nada Locanda Toscana
A group of people dining at a table with a view of a valley and mountains.

5. Valdonica Winery - Chill in Nature Lodge

Valdonica Winery - Chill in Nature Lodge
Roccastrada
The price is €176
includes taxes & fees
8 Nov - 9 Nov
Valdonica Winery - Chill in Nature Lodge
A pool with lounge chairs and a sunset view.

6. Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel
5.0 star property
Civitella Paganico
8.6 out of 10, Excellent, (266 reviews)
"We had a great time. I would recommend this hotel when in Tuscany. "
United States
Mike
The price is €83
includes taxes & fees
12 Oct - 13 Oct
Mercure Petriolo Siena Terme Spa Hotel
A rectangular pool with lounge chairs and umbrellas, surrounded by a brick patio.

7. 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 €90
includes taxes & fees
16 Oct - 17 Oct
Country House il Ciliegio
A serene infinity pool with lounge chairs and umbrellas, surrounded by natural scenery and a clear view of distant mountains.

8. Borgo Santo Pietro

Borgo Santo Pietro
5.0 star property
Chiusdino
9.6 out of 10, Exceptional, (68 reviews)
"Staff were incredible and the place was beautiful!! We will be back"
United States
Rachel
The price is €1,110
includes taxes & fees
31 Oct - 1 Nov
Borgo Santo Pietro
A modern bathroom with a glass shower enclosure, a sink, a toilet, and a window providing natural light.

9. Le Vie del Mare Camere

Le Vie del Mare Camere
Ribolla
The price is €120
includes taxes & fees
12 Oct - 13 Oct
Le Vie del Mare Camere
A swimming pool with a view of a hilltop castle.

10. Agriturismo Podere Ristella - Wine&Food

Agriturismo Podere Ristella - Wine&Food
Roccastrada
2.0 out of 10, (1 review)
"Non lasciarsi ingannare dalle foto, la struttura è fatiscente. L'alloggio non è adatto a bambini in quanto ha delle scale ripide" dove sono caduti senza passamano, e tutto nell'incuria, doccia bagni finestre cucina caldaia, sicuramente c'è molto verde ma non si può girare a piedi, è silenzioso, si paga tutto pure la carbonella per i barbecue, sembra più architettato per finire di costruire la struttura coi soldi dei malcapitati, infatti nessuno chiede se serve qualcosa ma si apprestano solo la...
Italy
eugenio
The price is €110
includes taxes & fees
14 Oct - 15 Oct
Agriturismo Podere Ristella - Wine&Food
A glass-enclosed structure with a wooden deck, surrounded by various plants and a garden.

11. 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 €80
includes taxes & fees
23 Oct - 24 Oct
Agriturismo Benvenuti
A poolside area with lounge chairs, a table with wine glasses and a bottle, and a view of a mountainous landscape.

12. SI Montalcino Hotel

SI Montalcino Hotel
3.0 star property
Montalcino
9.2 out of 10, Wonderful, (415 reviews)
"An excellent location for enjoying a peaceful atmosphere, surrounded by true nature and spectacular views. I would certainly stay at this Agriturismo again when I return to Tuscany."
United States
Farasley
The price is €116
includes taxes & fees
1 Nov - 2 Nov
SI Montalcino Hotel
A historic building with a sign reading "Bastiani Grand Hotel."

13. Grand Hotel Bastiani

Grand Hotel Bastiani
4.0 star property
Grosseto
8.6 out of 10, Excellent, (259 reviews)
"Great staff, nice breakfast, beautiful building and location."
Canada
Peter
The price is €86
includes taxes & fees
15 Oct - 16 Oct
Grand Hotel Bastiani
A pool with a view of a building with domed roofs and a tower.

14. Hotel Airone

Hotel Airone
4.0 star property
Grosseto
8.6 out of 10, Excellent, (124 reviews)
"I stay at this hotel at least one a year, Staff is always friendly and welcoming. Rooms are clean and quiet. The only thing I miss is having a hot pot to make tea."
United States
Lisa
The price is €125
includes taxes & fees
14 Oct - 15 Oct
Hotel Airone
A hot tub with a view of a historic building and mountains.

15. Casa Franci Montalcino

Casa Franci Montalcino
Montalcino
10.0 out of 10, Exceptional, (44 reviews)
"Excellent accommodations, would definitely return! The staff were friendly, helpful and accommodating. Parking super convenient ."
United States
Peter
The price is €194
includes taxes & fees
12 Oct - 13 Oct
Casa Franci Montalcino
A balcony with a table, chairs, and a view of a street with buildings.

16. Hotel La Pineta

Hotel La Pineta
3.0 star property
Follonica
9.0 out of 10, Wonderful, (324 reviews)
"The beach is just steps away! Restaurants, pubs, etc were all within walking distance, as was the promenade. Beautiful walk among the trees right across the street. Perfect spot in the “quiet” part of Follonica."
United States
Tammy
The price is €79
includes taxes & fees
12 Oct - 13 Oct
Hotel La Pineta
A person relaxing in a hot tub with a view of a vineyard and mountains in the background.

17. Villa Le Prata - Residenza del Vescovo

Villa Le Prata - Residenza del Vescovo
Montalcino
10.0 out of 10, Exceptional, (92 reviews)
"A lovely place to enjoy the wine and the region. Rooms are spacious and extremely clean. House has a magical feel to it. Staff were so kind and always on hand to help out. A wonderful visit!"
Canada
Karen
The price is €431
includes taxes & fees
5 Nov - 6 Nov
Villa Le Prata - Residenza del Vescovo
A table with breakfast items and a wicker chair, overlooking a scenic landscape.

18. Palazzo Ravizza

Palazzo Ravizza
4.0 star property
Siena Historical Center
9.4 out of 10, Exceptional, (872 reviews)
"This property was in a great location, clean with large rooms and beautiful views. Staff was extremely helpful and breakfast was wonderful!"
United States
Sherri
The price is €127
includes taxes & fees
9 Nov - 10 Nov
Palazzo Ravizza
A stone building with a stone staircase, surrounded by lush greenery and a stone pathway.

19. Le Ragnaie

Le Ragnaie
Montalcino
9.2 out of 10, Wonderful, (342 reviews)
"Amazing stay very welcoming and gorgeous views!"
United States
Trevor
The price is €107
includes taxes & fees
3 Nov - 4 Nov
Le Ragnaie
A multi-story building with a symmetrical facade, featuring a central entrance with a canopy and a sign above it.

20. NH Siena

NH Siena
4.0 star property
Siena Historical Center
8.2 out of 10, Very good, (1,007 reviews)
"What a great place!"
United States
Dean
The price is €103
includes taxes & fees
5 Nov - 6 Nov
NH Siena
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 12 hours ago
Hotel Italia

Find out more about Roccastrada

Roccastrada Chalets information

Number of reviews
2,734
Accommodation
14 Chalets
Lowest Price
€79
Highest Price
€1,110