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Dec 28 - Dec 29
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Our top choices for San Rocco a Pilli hotels

Royal Apartment | View from room
Tuscasì Aparthotel

Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.2 out of 10, Wonderful, (25)
Set in Sovicille, this aparthotel offers daily housekeeping and plush pillowtop beds with pillow menus. Enjoy rainfall showers after exploring mountain biking paths, then relax on the terrace. Piazza del Campo and Porta Tufi attractions are just a short drive away.
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is ￥11,998
￥15,594 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Tuscasì Aparthotel
Terrace/patio
Hotel Athena

Hotel Athena

Hotel Athena
4.0 star property
Siena Historical Center
9.2 out of 10, Wonderful, (1001)
This business-friendly hotel offers a scenic rooftop terrace, free WiFi, and complimentary parking. Guests praise the delicious breakfast and attentive staff. Sample local cuisine at Mangia restaurant, relax at the bar, or visit nearby National Museum of Archaeology.
"Excellent hotel, very helpful staff, highly recommended "
United States
Vikram
The price is ￥12,902
￥14,745 total
includes taxes & fees
Jan 27 - Jan 28, 2026
Hotel Athena
Lobby
Hotel Chiusarelli

Hotel Chiusarelli

Hotel Chiusarelli
3.0 star property
Siena City Centre
8.8 out of 10, Excellent, (1000)
Charming hotel with a restaurant and garden terrace near Stadio Artemio Franchi. Enjoy the complimentary breakfast before exploring nearby Fontebranda. The attentive staff ensures a comfortable stay while room service and free WiFi add convenience.
"The room was spotlessly clean, the staff were welcoming and helpful, and the breakfast was delicious!"
United States
Kenneth
The price is ￥13,599
￥15,512 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Hotel Chiusarelli
Restaurant
Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais
Castellina in Chianti
9.4 out of 10, Exceptional, (169)
Set amidst Castellina in Chianti, this family-friendly farm stay features an attached winery and refreshing outdoor pool. Enjoy complimentary WiFi and parking while exploring nearby Casa Vinicola Luigi Cecchi and Castellina Fortress, or unwind with massages and garden views.
"Wonderful setting."
United Kingdom
Simon
The price is ￥15,600
￥17,897 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Borgo di Pietrafitta Relais
Premium bedding, minibar, in-room safe, desk
Hotel Italia

Hotel Italia

Hotel Italia
3.0 star property
Camollia
9.2 out of 10, Wonderful, (1000)
Experience Siena from this convenient hotel near the train station. Enjoy hiking and mountain biking trails nearby, plus visit Porta Camollia and Siena Stadium. Relax at the bar or on the terrace after exploring. Guests consistently praise the helpful staff and morning breakfast.
"Great staff, wonderful breakfast, close to the plaza. "
United States
Izabela
The price is ￥10,405
￥11,998 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Hotel Italia
Exterior
Capanna Suites

Capanna Suites

Capanna Suites
Montalcino
9.8 out of 10, Exceptional, (132)
Italian elegance meets vineyard charm at this countryside retreat with on-site winery. After savoring local wines at the poolside bar, indulge in Italian cuisine at Il Passaggio by Capanna restaurant before relaxing with rejuvenating spa treatments.
"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
Capanna Suites
Garden
Villa Montarioso

Villa Montarioso

Villa Montarioso
Montarioso
8.6 out of 10, Excellent, (134)
Surrounded by Tuscany's natural beauty, this Monteriggioni guesthouse offers complimentary breakfast, WiFi, and parking. Discover nearby hiking and biking trails, visit Casalvento's Wines, or relax in the garden and terrace.
"Quiet location not far from Siena. Has free parking and free light breakfast. "
United States
Aileen
The price is ￥19,450
￥22,317 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Villa Montarioso
Restaurant
Hotel Ristorante La Dama nella Vigna

Hotel Ristorante La Dama nella Vigna

Hotel Ristorante La Dama nella Vigna
Monteriggioni
9.4 out of 10, Exceptional, (33)
Immersed in wine country near Monteriggioni Castle, this charming hotel offers traditional regional cuisine and comfortable accommodations. Enjoy free breakfast, WiFi, and parking while exploring nearby Lilliano Estate Winery.
"Very nice staff and very nice place to stay."
United Kingdom
Ryan
The price is ￥16,140
￥18,676 total
includes taxes & fees
Jan 18 - Jan 19, 2026
Hotel Ristorante La Dama nella Vigna
Front of property
Palace Hotel Due Ponti

Palace Hotel Due Ponti

Palace Hotel Due Ponti
3.0 star property
Due Ponti
8.2 out of 10, Very Good, (51)
Set in a convenient location near historic attractions, this hotel offers a restaurant and bar/lounge where guests can relax. Free WiFi and parking enhance the stay, while Basilica di Santa Maria dei Servi is easily accessible.
"Nice place to stay. Fairly close to the medieval area. No need to worry about any ZTL issue. "
United States
joseph
Palace Hotel Due Ponti
Indoor pool, seasonal outdoor pool
Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel
5.0 star property
Civitella Paganico
8.8 out of 10, Excellent, (235)
Perched in Civitella Paganico, this luxurious spa hotel offers rejuvenating facials and sports massages. Enjoy the seasonal outdoor pool, sip drinks at the poolside bar, or relax in the hot tub. Terme Petriolo and Castello di Montepescini await nearby exploration.
"We had a great time. I would recommend this hotel when in Tuscany. "
United States
Mike
The price is ￥12,902
￥14,192 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Mercure Petriolo Siena Terme Spa Hotel
Exterior detail
La Certosa di Pontignano

La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (503)
Soak in Tuscany from the rooftop terrace at this charming Castelnuovo Berardenga retreat. The on-site restaurant serves Italian cuisine throughout the day, while the garden setting creates a peaceful atmosphere. Terra di Seta and free perks like WiFi, parking, and breakfast add value.
"Excellent place to stay even for the next time. "
Canada
Xuejie
The price is ￥20,960
￥23,793 total
includes taxes & fees
Jan 5 - Jan 6, 2026
La Certosa di Pontignano
Restaurant
Palazzo Ravizza

Palazzo Ravizza

Palazzo Ravizza
4.0 star property
Siena Historical Center
9.4 out of 10, Exceptional, (750)
Located near Pinacoteca Nazionale, this Siena hotel offers free WiFi, room service, and a tranquil terrace garden. Just minutes from the National Museum of Archaeology, guests rave about the delicious breakfast and attentive staff.
"We enjoyed our stay here."
United States
LAURIA
The price is ￥16,437
￥18,634 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Palazzo Ravizza
Exterior
B&B da Nada Locanda Toscana

B&B da Nada Locanda Toscana

B&B da Nada Locanda Toscana
Roccastrada
9.4 out of 10, Exceptional, (16)
Escape to this charming Roccastrada lodging with its own restaurant serving three daily meals. Enjoy complimentary WiFi and breakfast while exploring nearby Sassoforte Castle and Podere Ristella Vineyards.
"Ras"
France
jean
The price is ￥9,892
￥10,881 total
includes taxes & fees
Jan 7 - Jan 8, 2026
B&B da Nada Locanda Toscana
Standard Double Room, City View | Egyptian cotton sheets, premium bedding, minibar, in-room safe
Hotel Minerva

Hotel Minerva

Hotel Minerva
3.0 star property
Siena City Centre
8.2 out of 10, Very Good, (1000)
Set in charming Siena, this hotel offers complimentary cooked-to-order breakfast and WiFi. Explore nearby attractions or relax in the garden after hiking local trails. The bar and room service enhance your stay, with Siena Station just a 15-minute walk away.
"Helpful staff and overall vibe. "
United States
Robert
The price is ￥13,421
￥15,316 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Hotel Minerva
Exterior
Tenuta Sovestro - Agriturismo e Winery

Tenuta Sovestro - Agriturismo e Winery

Tenuta Sovestro - Agriturismo e Winery
San Gimignano
9.6 out of 10, Exceptional, (43)
Set among San Gimignano's rolling hills, this charming agriturismo offers wine tastings from its own winery and relaxing days by the seasonal pool. Enjoy free breakfast and WiFi while being just a short drive from Poggibonsi-San Gimignano Station.
"Beautiful property with the most wonderful staff!!!!"
United States
dana
The price is ￥20,487
￥23,458 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Tenuta Sovestro - Agriturismo e Winery
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas
Agriturismo Nerbona

Agriturismo Nerbona

Agriturismo Nerbona
Colle di Val d'Elsa
9.6 out of 10, Exceptional, (18)
Discover rural Tuscan charm at this countryside retreat with a refreshing seasonal pool, free bike rentals, and volleyball court. Perfectly positioned near Archeological Museum and Il Palagio Winery, with convenient parking for day trips.
"Very nice place"
United States
JULISSA
The price is ￥15,260
￥17,155 total
includes taxes & fees
Dec 29 - Dec 30
Agriturismo Nerbona
Classic Double Room | Living area | 25-inch flat-screen TV with satellite channels, TV
Tuscany View, Montalcino

Tuscany View, Montalcino

Tuscany View, Montalcino
Montalcino
8.6 out of 10, Excellent, (8)
"Very nice place right in town convenient to everything"
United States
Bonnie
The price is ￥19,427
￥22,843 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Tuscany View, Montalcino
Birthday party area
Siena Vip

Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (422)
Set adjacent to a golf course with easy access to Fontebranda and Piccolomini Library. This hotel offers refrigerators and microwaves in rooms, plus free WiFi and room service. Guests love the helpful staff and clean accommodations.
"A great location!"
Canada
Cheryl
The price is ￥21,986
￥24,922 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Siena Vip
Seasonal outdoor pool, sun loungers
Castello di Meleto

Castello di Meleto

Castello di Meleto
Gaiole in Chianti
8.8 out of 10, Excellent, (91)
Immerse yourself in authentic Tuscany at this historic castle estate. Enjoy wine tastings at the on-site winery, cool off in the seasonal outdoor pool, and dine at La Fornace di Meleto restaurant. Free WiFi and parking complement the beautiful garden and terrace settings.
"This Castle is AMAZING! Agatha and Victor so kind. I highly recommend this place. Wines are extremely wonderful. We really enjoy the staying."
United States
Karem
Castello di Meleto
Property entrance
Hotel Palazzetto Rosso

Hotel Palazzetto Rosso

Hotel Palazzetto Rosso
3.0 star property
Siena City Centre
9.8 out of 10, Exceptional, (212)
Experience unique accommodations in a central location near Banca Monte dei Paschi di Siena. This hotel offers a welcoming bar, convenient coffee shop, and complimentary breakfast to start your day. Enjoy room service and free WiFi while exploring the charming city.
"Excellent facilities and friendly, warm staff"
United States
Octavio Aguilar
The price is ￥24,031
￥26,434 total
includes taxes & fees
Jan 26 - Jan 27, 2026
Hotel Palazzetto Rosso
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 San Rocco a Pilli Hotel Reviews

Hotel Chiusarelli

Hotel Chiusarelli

10/10 Excellent
"The room was spotlessly clean, the staff were welcoming and helpful, and the breakfast was delicious!"
Kenneth 3-night trip
Posted 6 days ago
Hotel Chiusarelli

More cheap stays in San Rocco a Pilli

Piccolo Hotel Etruria

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI
The price is ￥13,069 per night from Dec 29 to Dec 30
￥13,069
￥14,929 total
Dec 29 - Dec 30
includes taxes & fees
7.8/10 Good! (389 reviews)

Frequently asked questions

What's the best place for a stay in San Rocco a Pilli?
Based on our traveler data, Tuscasì Aparthotel is one of the top choices for your stay. This aparthotel offers free breakfast and private balconies. Other good choices for your stay in the area are Hotel Athena and Borgo Grondaie. See all available top hotels, or vacation rentals in San Rocco a Pilli.
What are some of the best vacation rentals in San Rocco a Pilli?
Borgo Argiano: This vacation home rental outside of San Rocco a Pilli is located on a river and has a balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and an electric kettle. You can relax into your vacation with a garden and a library. See all vacation rentals in San Rocco a Pilli.
If I need to cancel my hotel reservation in San Rocco a Pilli, will I receive a refund?
Yes! Most hotel room reservations are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of the scheduled arrival. If you have a reservation that's non-refundable, you might still have the option to cancel and be given a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in San Rocco a Pilli.
Where can I learn more about changing or cancelling my trip to San Rocco a Pilli?
For more information about changing or cancelling your trip to San Rocco a Pilli, head over to our customer service page.
What are some accommodations with pools in San Rocco a Pilli?
Borgo Grondaie: Provides free self parking, a seasonal outdoor pool, and complimentary bicycles. Hotel Borgo San Luigi and Hotel Certosa Di Maggiano are two additional hotels that feature an onsite pool. View all hotels with pools in San Rocco a Pilli.
What's the best place to stay near Peretola Airport (FLR)?
Hotel Cosmopolitan is a popular 4-star hotel featuring free WiFi and a bar. It's located a short 0.7 mi (1.2 km) from Peretola Airport. Other good choices close to the airport are Best Western Plus CHC Florence and Hotel Mirage.
What's it like to stay in San Rocco a Pilli?
Visitors to San Rocco a Pilli are sure to find plenty to explore and enjoy. In San Rocco a Pilli, there are 5 hotels and other accommodations to choose from. Find out more about San Rocco a Pilli.
What is there to see in San Rocco a Pilli?
A favorite place to visit is Val di Merse. You'll also find Santa Maria della Scala and Porta Romana in the area. Check out what more to see and do in Expedia's San Rocco a Pilli guide.
What's the weather like in San Rocco a Pilli?
The hottest months are usually August and July with an average temp of 72°F, while the coldest months are January and February with an average of 44°F. Average annual precipitation for San Rocco a Pilli is 37 inches.

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