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Check prices for these dates

Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec
In one month
9 Jan - 11 Jan
In two months
6 Feb - 8 Feb

Our top choices for Roccastrada bed & breakfast

Exterior
B&B da Nada Locanda Toscana

B&B da Nada Locanda Toscana

Roccastrada
9.4 out of 10, Exceptional, (15)
"Ras"
France
jean
The price is AED 212
AED 233 total
includes taxes & fees
14 Dec - 15 Dec
B&B da Nada Locanda Toscana
Terrace/patio
Valdonica Winery - Chill in Nature Lodge

Valdonica Winery - Chill in Nature Lodge

Roccastrada
The price is AED 640
AED 705 total
includes taxes & fees
23 Dec - 24 Dec
Valdonica Winery - Chill in Nature Lodge
Porch
Il Chiostro del Carmine

Il Chiostro del Carmine

Siena Historical Center
8.6 out of 10, Excellent, (870)
"Terrific place to stay. Breakfast was great, staff were friendly, and the view we had was stunning. Lots of room Old monastery was very interesting. "
Canada
John
Il Chiostro del Carmine
Lobby
Locanda del Loggiato

Locanda del Loggiato

3.0 star property
San Quirico d'Orcia
9.2 out of 10, Wonderful, (35)
"Location, nice staff, clean, beauty of this place: unique. "
Canada
Chucri
The price is AED 505
AED 573 total
includes taxes & fees
7 Jan - 8 January 2026
Locanda del Loggiato
Outdoor dining
Thalassa Locanda B&B e Appartamento

Thalassa Locanda B&B e Appartamento

Arcidosso
9.6 out of 10, Exceptional, (16)
"Location "
Italy
raffaele
The price is AED 319
AED 363 total
includes taxes & fees
5 Jan - 6 January 2026
Thalassa Locanda B&B e Appartamento
Daily buffet breakfast (EUR 7.50 per person)
B&B San Francesco

B&B San Francesco

Siena City Centre
9.4 out of 10, Exceptional, (46)
"Very nice enjoyable stay"
United States
Michael
B&B San Francesco
Basic Double Room, Private Bathroom | Down comforters, minibar, in-room safe, individually decorated
Quattro Cantoni

Quattro Cantoni

Siena City Centre
8.8 out of 10, Excellent, (80)
"Absolutely loved this stay. The staff were incredibly helpful and got me taxis etc when I needed them. The room was so comfortable with high tech support for working and relaxing. The meals were absolutely delicious and served with great customer service. This was a gem of a place to stay. The area is also beautiful and has much to offer in terms of a relaxing stay. I would happily go again! "
United Kingdom
Yvonne
The price is AED 266
AED 310 total
includes taxes & fees
10 Dec - 11 Dec
Quattro Cantoni
Villa, Valley View | Garden view
Drogheria & Locanda Franci

Drogheria & Locanda Franci

Montalcino
9.8 out of 10, Exceptional, (16)
"Would stay here again."
United States
Martin
The price is AED 889
AED 1,021 total
includes taxes & fees
6 Jan - 7 January 2026
Drogheria & Locanda Franci
Free daily local cuisine breakfast
B&B Le Mura

B&B Le Mura

Grosseto
7.8 out of 10, Good, (17)
"The place was very nice the bed was comfortable. The room was large and breakfast was delicious "
Canada
Janice
The price is AED 337
AED 370 total
includes taxes & fees
10 Dec - 11 Dec
B&B Le Mura
Exterior
B&B WarmUp Grosseto

B&B WarmUp Grosseto

Grosseto
9.6 out of 10, Exceptional, (8)
"We enjoyed our stay in the B&B and liked the little breakfast box delivered to our door in the morning. Property was clean and fresh and private parking was very handy. Overall great value for money."
United Kingdom
Stephen
B&B WarmUp Grosseto
Exterior detail
B&B Siena in Centro - Diffuso

B&B Siena in Centro - Diffuso

Siena City Centre
8.6 out of 10, Excellent, (162)
"Great staff, good location and quiet"
United States
Molly
The price is AED 329
AED 379 total
includes taxes & fees
9 Jan - 10 January 2026
B&B Siena in Centro - Diffuso
Exterior
Cordella in Valdorcia Truffle & Olive Oil Resort - Podere Borgasso

Cordella in Valdorcia Truffle & Olive Oil Resort - Podere Borgasso

Montalcino
8.2 out of 10, Very Good, (10)
"Amazing view"
Italy
Ilaria
The price is AED 157
AED 190 total
includes taxes & fees
14 Dec - 15 Dec
Cordella in Valdorcia Truffle & Olive Oil Resort - Podere Borgasso
Royal Suite | Down comforters, desk, laptop workspace, soundproofing
Il Senesino

Il Senesino

Siena City Centre
9.0 out of 10, Wonderful, (24)
"this is a very nice place. if I ever return to siena, I will stay here. the owners were lovely, and the location is superb, as is the coffee"
United States
thomas
The price is AED 372
AED 426 total
includes taxes & fees
7 Jan - 8 January 2026
Il Senesino
Reception
Palazzo delle Erbe

Palazzo delle Erbe

Casole d'Elsa
10.0 out of 10, Exceptional, (2)
"Very clean, nice area and excellent staff!"
United States
Bijan
The price is AED 406
AED 455 total
includes taxes & fees
9 Jan - 10 January 2026
Palazzo delle Erbe
Free daily continental breakfast
Residenza d'Epoca Relais Campo Regio

Residenza d'Epoca Relais Campo Regio

Siena City Centre
9.8 out of 10, Exceptional, (90)
"It was the best cleanliness and quality of service, warmth and so beautiful pleasant stay!!! )))"
United States
elina
The price is AED 797
AED 893 total
includes taxes & fees
14 Dec - 15 Dec
Residenza d'Epoca Relais Campo Regio
Free daily buffet breakfast
L'Orto delle Terme

L'Orto delle Terme

San Quirico d'Orcia
9.8 out of 10, Exceptional, (32)
"Amazing stay. Very happy with all aspects "
United States
John
The price is AED 801
AED 899 total
includes taxes & fees
6 Jan - 7 January 2026
L'Orto delle Terme
Interior
La Dimora Dei Monaci

La Dimora Dei Monaci

Siena City Centre
10.0 out of 10, Exceptional, (86)
"Fantastic accommodations! Very comfortable bed! Spacious room, and beautiful. We definitely recommend."
United States
Karin
La Dimora Dei Monaci
View from property
Casa di Osio - Porta Romana

Casa di Osio - Porta Romana

Siena City Centre
6.8 out of 10, (18)
"Bathroom could really be a lot cleaner. It’s a walk-up to the room on 2nd floor, but not bad unless you have a lot of luggage. The room itself is comfortable and the kitchen facilities are pretty good. I missed having a window in the room I could look out of, but also appreciated the peace and quiet. Can’t complain much about the kitchen, it has most of what you need, but there should really be a wine bottle opener. This is Italy after all. :)"
United States
Cecilia
Casa di Osio - Porta Romana
Garden
Villa Fiorita

Villa Fiorita

Camollia
8.2 out of 10, Very Good, (183)
"Easy parking in the street behind the building. Amazing hosts Very close to city center and yet find parking."
United Kingdom
Kushal
The price is AED 233
AED 273 total
includes taxes & fees
7 Jan - 8 January 2026
Villa Fiorita
Outdoor dining
Farmhouse with wine cellar near the sea, Saturnia Spa and Natural Park

Farmhouse with wine cellar near the sea, Saturnia Spa and Natural Park

Loc.Cupi, magliano in toscana
The price is AED 315
AED 400 total
includes taxes & fees
8 Jan - 9 January 2026
Farmhouse with wine cellar near the sea, Saturnia Spa and Natural Park
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

Villa del Sole Siena

Villa del Sole Siena

10/10 Excellent
"Amazing rooms and service!!"
Janet 1-night trip
Posted 19 hours ago
Villa del Sole Siena

Frequently asked questions

Searching for B&Bs in Roccastrada?
Whether you're passing through town and are looking for an accommodation that's small and charming, or you're traveling solo and looking to chat with locals, B&Bs can be a great choice for many types of vacationers. When you want to explore some attractions in town, Podere Ristella Vineyards and Winery and Val di Merse are worth a stop.
Why choose B&Bs instead of traditional hotels?
Every B&B has its own unique feel. Whether it's a cozy reading space or a beautiful dining room, the little details are what make bed and breakfasts a fun place to get away.
What are the top B&Bs in Roccastrada?
Check out this B&B in the surrounding area: Drogheria & Locanda Franci: 11 rooms. 16.6 mi (26.7 km) from the downtown core. Enjoy the free full breakfast and onsite dining.
How many Bed & Breakfasts will I find in Roccastrada?
Expedia has 6 B&Bs for your stay in Roccastrada.
What's the best time of year to book my B&B in Roccastrada?
When you're dreaming of a getaway to Roccastrada, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually August and July with an average temp of 74°F, while the coldest months are January and February with an average of 48°F. Average annual precipitation for Roccastrada is 31 inches.
What is there to do in Roccastrada?
Spend some time exploring Val di Merse and I Canaloni del Torrente Farma if you're hoping to see some of the area's natural features. You might put Podere Ristella Vineyards and Winery and Castello del Belagaio on your list if you want to see more of the area.
How can I get to and around Roccastrada?
Planning your excursions in and around Roccastrada is easier with these transportation options. To see more of the surrounding area, ride one of the trains from Roccastrada Station or Sticciano Station. If you'd like to venture out around the area, consider renting a car to take in more sights.

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