The Best Hotels with a Pool in San Rocco a Pilli from ￥11,965 in 2026

Q: What are some accommodations with pools in San Rocco a Pilli?

Hotel Athena : Offers a snack bar/deli, a seasonal outdoor pool, and free self parking. Grand Hotel Continental Siena – Starhotels Collezione : Features 2 restaurants, 2 outdoor pools, and a full-service spa. Palazzo Ravizza : Offers 2 restaurants, 2 outdoor pools, and a full-service spa. Hotel Executive : Provides an indoor pool, an outdoor pool, and 2 restaurants. Hotel Casolare Le Terre Rosse : Features a full-service spa, a rooftop pool, and a sauna.

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Our top choices for San Rocco a Pilli hotels with a pool

Fattoria Casabianca

Murlo

Splash into Italian farmhouse life with 4 outdoor pools, a waterslide, and vineyard views.

￥19,807 total

includes taxes & fees

Jun 19 - Jun 20

Seasonal outdoor pool, open 9:30 AM to 7:00 PM, pool umbrellas

SI Montalcino Hotel

Montalcino

Sparkling tuscan poolside retreat offers a refreshing escape with scenic vineyard views.

￥24,862 total

includes taxes & fees

Jun 17 - Jun 18

Outdoor pool, open 8 AM to 7 PM, sun loungers

Tenuta Decimo

San Gimignano

Refreshing outdoor pool surrounded by Tuscan beauty awaits at this farm stay near San Gimignano's historic palace.

￥12,238 total

includes taxes & fees

Jun 23 - Jun 24

Seasonal outdoor pool, open 9:00 AM to 7:30 PM, pool umbrellas

Agriturismo San Sano

Gaiole in Chianti

Tuscan vineyard retreat with sun-kissed seasonal pool beckons outdoor adventurers for summer splashing.

￥22,022 total

includes taxes & fees

Jun 10 - Jun 11

Hotel Casafrassi Wine Resort

Castellina in Chianti

Sun-soaked seasonal pool oasis in the heart of a Tuscan wine resort with loungers and umbrellas.

￥11,965 total

includes taxes & fees

Jun 7 - Jun 8

B&B Poggiobonizio

Poggibonsi

￥12,779 total

includes taxes & fees

Jun 14 - Jun 15

Mercure Petriolo Siena Terme Spa Hotel

Civitella Paganico

Bubbling mineral pools meet luxury at this spa hotel with indoor and outdoor swimming options.

￥14,304 total

includes taxes & fees

Jun 22 - Jun 23

Seasonal outdoor pool, pool umbrellas, sun loungers

Agriturismo SOLE

Trequanda

￥53,792 total

includes taxes & fees

Jun 7 - Jun 8

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Choose what matters most at hotels with a pool in San Rocco a Pilli

Breakfast included

4 stars

Top San Rocco a Pilli Hotel Reviews

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent

"AC worked well Walking distance to town with excellent and affordable restaurants. It is an uphill walk back on the road Beautiful property"

Relais Vignale & Spa

4/10 Poor

"Honestly, I've had better stays at Motel 6. The staff were mostly indifferent about any of my requests. The room and facilities simply didn't measure up to the cost. The room was small - hardly room to open one suitcase, let alone two. No soap, or body wash dispenser in the shower. The only option was to drop the tiny hotel bar of soap on the floor, then hope you didn't kill yourself picking it up again. No Kleenex either. Yes, it's a small thing but at the price they charge... And the hotel is on a steep hillside, with stairs, stairs and more stairs. Not easy for anyone with even slight mobility issues. The one bright spot was the view from our room's terrace. The restaurant also has lovely views out over the Tuscan countryside. But overall ABSOLUTELY not worth the money."

Hotel Italia

10/10 Excellent

"Great place if you want to stay right outside the ZTL zone and the wall (beware of that if you are driving). Such a gem of hotel. The staff was super helpful, very kind and serviceable, i mean really really really nice. The room was a little tight for 4, but the bathroom was huge! All super clean, really impeccable. Our bedroom was in the adjacent building but in the ground floor, which made rolling in the luggage a breeze. The room itself had a queen bed and a day bed with a trundle. They were so nice and had the beds made for 4 when we arrived, i.e. they took out the trundle and made the bed as well as the daybed. I yet have to see that happen in the US... very attentive to detail. A very very minor thing, but the bed covers should be updated to be a bit more modern, looked like my grandma's curtains. Nevertheless, it was perfect for one night and also greatly appreciated the AC. The brick ceilings were also very charming. The breakfast buffet is absolutely amazing! Well worth the stay. They also have parking, but you need to reserve it ahead. We had gotten an email a couple of days before, but bc we were traveling around, I missed their ask if we wanted parking. Nevertheless, we found parking right behind the building so didn't matter at all, but you need to ask ahead for parking as they have limited spots A walk to the center if town is about 20mn and very easy stroll. This place is just perfect!! And Siena is just one of my favorite cities in Italy!!! Perfect combo!"

Dievole Wine Resort

8/10 Good

"While everything was wonderful it was shame that our shower water was leaking out to the bathroom floor. Had to use extra towers to soak up the water. If we were staying more than a night, I would have ask to change the room. Other than that, staffs were wonderful, the dinner was delicious and the olive oil tasting experience was fun. Would highly recommend least two nights stay here. We wanted to extend our one night stay but the weather called for rain next day."

Borgo Santo Pietro

2/10 Terrible

"While the property itself is beautiful, our overall experience was extremely disappointing and fell far below the standard we expected. From the moment we arrived, we encountered multiple issues that were handled poorly by management and staff. Our initial room had no functioning air conditioning, making it uncomfortable and unusable. We were initially told the hotel was fully booked, yet we were eventually moved to another room after considerable discussion. This was particularly frustrating given that we had even offered to pay for an upgraded room. The most disappointing aspect of our stay was the way my wife was treated. When she respectfully raised concerns regarding several issues we experienced, members of the staff responded dismissively and, at times, appeared to laugh at her concerns rather than address them professionally. No guest should ever be made to feel ignored or ridiculed when raising legitimate issues. To make matters worse, hotel staff damaged my wife’s luggage during our stay. Management acknowledged the issue and repeatedly assured us that they would resolve it and make things right. However, after we checked out, those assurances turned into delays, excuses, and ultimately a complete lack of communication. Despite multiple commitments to address the matter, management stopped responding altogether. We booked this property expecting a memorable and exceptional experience for a special occasion. Unfortunately, it was terrible and staff underwhelming."

Hotel Casolare Le Terre Rosse

10/10 Excellent

"Super emplacement! Très beau et charmant!! Bien situé, facilement accessible en voiture et près des stationnements du village de San Gimignano! Le personnel de l'hôtel nous ont fait de bonnes recommandations et nous ont même donné en temps réel le nombre de places de stationnement au village!! Confortable et chaleureux! Le restaurant de l'hôtel est excellent aussi! Belle piscine et environnement incroyable pour le déjeuner également! Bref, nous avons eu un bon moment de détente. Nous recommandons fortement!!"

Borgo San Felice Resort

10/10 Excellent

"Wow wow wow. What a place. Absolutely phenomenal stay here. The grounds and hotel are absolutely fabulous. I read some review around staff attitude but can honestly say I never experienced this at all. Everyone was very polite and helpful in the bar and restaurants. George on reception was particularly lovely and helpful. The food and drinks were beautiful. I also did the wine tasting during my stay which was also wonderful. I will definitely be back."

Frequently asked questions

What are some accommodations with pools in San Rocco a Pilli?

Hotel Athena: Offers a snack bar/deli, a seasonal outdoor pool, and free self parking. Grand Hotel Continental Siena – Starhotels Collezione: Features 2 restaurants, 2 outdoor pools, and a full-service spa. Palazzo Ravizza: Offers 2 restaurants, 2 outdoor pools, and a full-service spa. Hotel Executive: Provides an indoor pool, an outdoor pool, and 2 restaurants. Hotel Casolare Le Terre Rosse: Features a full-service spa, a rooftop pool, and a sauna.

What is there to see and do in San Rocco a Pilli?

The picturesque setting of Val di Merse showcases the area's natural beauty. Discover sights such as Santa Maria della Scala, Siena Cathedral, and Porta Romana during your stay.

When is the best time to book a hotel with a pool in San Rocco a Pilli?

You may want to consider a place to stay with an outdoor swimming pool if you plan to visit San Rocco a Pilli in the hottest months of August, July, or June when the average temp is 72°F. Lodging with an indoor pool may be the way to go if you are visiting during the coldest months of January, February, or December when the average temp is 44°F.

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