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Our top choices for San Rocco a Pilli hotels

Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.0 out of 10, Wonderful, (26 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is CA $102
CA $133 total
includes taxes & fees
Apr 23 - Apr 24
Tuscasì Aparthotel

Locanda Casalta

Locanda Casalta
Strove
The price is CA $168
CA $185 total
includes taxes & fees
Apr 19 - Apr 20
Locanda Casalta

2 Cuori e 1 Yurta Glamping in Toscana

2 Cuori e 1 Yurta Glamping in Toscana
Asciano
The price is CA $396
CA $446 total
includes taxes & fees
Apr 24 - Apr 25
2 Cuori e 1 Yurta Glamping in Toscana

Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
9.0 out of 10, Wonderful, (101 reviews)
"Most beautiful stay with lovely staff"
Canada
Matthew
The price is CA $293
CA $335 total
includes taxes & fees
Apr 28 - Apr 29
Castello di Tornano Wine Resort

Hotel Ristorante La Dama nella Vigna

Hotel Ristorante La Dama nella Vigna
Monteriggioni
9.4 out of 10, Exceptional, (36 reviews)
"Very nice staff and very nice place to stay."
United Kingdom
Ryan
The price is CA $171
CA $196 total
includes taxes & fees
May 3 - May 4
Hotel Ristorante La Dama nella Vigna

SI Montalcino Hotel

SI Montalcino Hotel
3.0 star property
Montalcino
9.2 out of 10, Wonderful, (378 reviews)
"The staff were friendly and very helpful & accommodating. The beds were comfortable and the breakfast was abundant and good options. A great place to stay."
United States
Mark
The price is CA $204
CA $237 total
includes taxes & fees
Apr 23 - Apr 24
SI Montalcino Hotel

Agriturismo SOLE

Agriturismo SOLE
Trequanda
The price is CA $453
CA $503 total
includes taxes & fees
May 10 - May 11
Agriturismo SOLE

La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (521 reviews)
"Everything is just perfect. And the breakfast buffet is the cherry on the cake !"
Canada
Cédric
The price is CA $214
CA $242 total
includes taxes & fees
Apr 23 - Apr 24
La Certosa di Pontignano

Fattoria di Vegi

Fattoria di Vegi
Castellina in Chianti
The price is CA $423
CA $475 total
includes taxes & fees
May 5 - May 6
Fattoria di Vegi

Villa Sabolini

Villa Sabolini
4.0 star property
Colle di Val d'Elsa
9.2 out of 10, Wonderful, (197 reviews)
"Beautiful Tuscan estate, lovely room, excellent breakfast "
Canada
Ariel
The price is CA $198
CA $225 total
includes taxes & fees
May 17 - May 18
Villa Sabolini

One Belvedere Tuscany

One Belvedere Tuscany
Poggibonsi
The price is CA $661
CA $733 total
includes taxes & fees
May 12 - May 13
One Belvedere Tuscany

Fattoria Pieve a Salti

Fattoria Pieve a Salti
Montalcino
9.0 out of 10, Wonderful, (40 reviews)
"Super stay !! "
Canada
Patryk
The price is CA $196
CA $222 total
includes taxes & fees
Apr 25 - Apr 26
Fattoria Pieve a Salti

Agriturismo San Sano

Agriturismo San Sano
3.0 star property
Gaiole in Chianti
10.0 out of 10, Exceptional, (85 reviews)
"The breakfast and rooms were perfect. The staff were very helpful. We loved the stay and will really visit again. "
Canada
Marinda
The price is CA $135
CA $155 total
includes taxes & fees
Apr 21 - Apr 22
Agriturismo San Sano

Palace Hotel Due Ponti

Palace Hotel Due Ponti
3.0 star property
Due Ponti
8.2 out of 10, Very good, (55 reviews)
"Exceptional service, good breakfast "
United States
borjan
The price is CA $114
CA $133 total
includes taxes & fees
May 12 - May 13
Palace Hotel Due Ponti

Villa Le Prata - Residenza del Vescovo

Villa Le Prata - Residenza del Vescovo
Montalcino
10.0 out of 10, Exceptional, (78 reviews)
"Great location. Great wine. Great staff. "
United States
Vincenzo
The price is CA $547
CA $617 total
includes taxes & fees
Apr 23 - Apr 24
Villa Le Prata - Residenza del Vescovo

Le Ragnaie

Le Ragnaie
Montalcino
9.2 out of 10, Wonderful, (326 reviews)
"Great place to stay the staff was super friendly and very close to Monalcino. Good wine everywhere. The scenery was so beautiful! "
United States
Douglas
The price is CA $192
CA $228 total
includes taxes & fees
Apr 22 - Apr 23
Le Ragnaie

Capanna Suites

Capanna Suites
Montalcino
9.8 out of 10, Exceptional, (134 reviews)
"Absolutely amazing resort with amazing staff and service. Great food and beautiful spa experience. Highly reccommend anyone going to Tuscany to book here - you will not be disappointed ! "
Canada
Megan
The price is CA $482
CA $546 total
includes taxes & fees
Apr 23 - Apr 24
Capanna Suites

Castello

Castello
3.0 star property
Sovicille
8.6 out of 10, Excellent, (72 reviews)
"Great little place to stay overnight. "
United States
Ivona
The price is CA $106
CA $123 total
includes taxes & fees
Apr 22 - Apr 23
Castello

Relais la Costa - Dimora Storica

Relais la Costa - Dimora Storica
Monteriggioni
9.6 out of 10, Exceptional, (73 reviews)
"Amazing spot with great views. All the staff were extremely friendly and helpful. Food onsite was great. "
Canada
Benjamin
The price is CA $199
CA $226 total
includes taxes & fees
May 10 - May 11
Relais la Costa - Dimora Storica

Hotel Dei Capitani

Hotel Dei Capitani
3.0 star property
Montalcino
8.8 out of 10, Excellent, (422 reviews)
"The breakfast options could have been better otherwise a very good stay"
Singapore
A
The price is CA $170
CA $200 total
includes taxes & fees
Apr 21 - Apr 22
Hotel Dei Capitani
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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Frequently asked questions

What is the best area to stay in San Rocco A Pilli?
The best area to stay in San Rocco A Pilli is within the village itself, or in one of the charming agriturismos or villas located in the surrounding Tuscan countryside.

Staying directly in San Rocco A Pilli village provides convenience. You'll find local shops, a few restaurants, and essential services within easy walking distance. It's a small, friendly community, offering a glimpse into daily Tuscan life.

Couples looking for a romantic and tranquil escape will find the agriturismos and villas just outside the village particularly appealing. These properties often feature stunning views of the rolling hills, olive groves, and vineyards. They typically offer a more secluded experience, often with a swimming pool and opportunities for wine tasting or cooking classes on-site. It's an excellent option for those who appreciate privacy and the picturesque Tuscan landscape.
When is the best time to go to San Rocco A Pilli?
The best time to go to San Rocco A Pilli for pleasant weather and fewer crowds is during the shoulder seasons of late April to May and September to early October.

During these months, the Tuscan countryside is particularly beautiful, with wildflowers blooming in spring and vineyards heavy with grapes in autumn. The temperatures are comfortably warm, typically ranging from 20-25°C, making it ideal for exploring the rolling hills, olive groves, and nearby historic towns without the intense heat of summer. You'll find it easier to secure reservations at popular local restaurants and attractions, as well as more favourable rates for villas and agriturismi. This period is superb for couples seeking a relaxed, romantic getaway or solo travellers looking for a peaceful escape to enjoy the region's natural beauty and culinary delights.

For those who enjoy warmer weather and don't mind more fellow travellers, June and July offer long, sunny days with temperatures often exceeding 30°C. This is the peak season, so while the weather is glorious for poolside relaxation and outdoor dining, you'll encounter more visitors and higher prices. Families often find this time suitable due to school holidays, and the longer daylight hours allow for extended day trips to Siena, Florence, or the Chianti region.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in San Rocco a Pilli.
How can I save on a San Rocco a Pilli hotel booking with Expedia?
Members always get our best prices. Find our best San Rocco a Pilli hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
How much is the nightly rate at a San Rocco a Pilli hotel?
Prices for hotels in San Rocco a Pilli often vary, but you can find a great deal from CA $105 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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