The Best Hotels with a Pool in Roccastrada from ￥15,100 in 2026

Q: What are some accommodations with pools in Roccastrada?

Hotel Athena : Features a children's pool, a seasonal outdoor pool, and a private beach. Hotel Executive : Offers 2 outdoor pools, an indoor pool, and 3 restaurants. NH Siena : Features 2 restaurants, 2 outdoor pools, and a full-service spa. The Sense Experience Resort - Preferred Hotels & Resorts : Hotel located near Piazza del Campo. Provides a children's pool, a seasonal outdoor pool, and free self parking. Hotel Chiusarelli : Hotel located near Piazza del Campo. Features a rooftop terrace, a seasonal outdoor pool, and a snack bar/deli.

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Our top choices for Roccastrada hotels with a pool

A restaurant with outdoor seating, a bar area, and a view of the landscape.

1. B&B da Nada Locanda Toscana

Roccastrada

jean

￥12,818 total

includes taxes & fees

Nov 8 - Nov 9

A swimming pool with a view of a valley and mountains.

2. Valdonica Winery & Vineyard Residence

Roccastrada

"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...

Audrey

￥26,027 total

includes taxes & fees

Nov 8 - Nov 9

A rectangular pool with lounge chairs and umbrellas, surrounded by a brick patio.

3. Country House il Ciliegio

Roccastrada

Maaike

￥15,100 total

includes taxes & fees

Nov 2 - Nov 3

A modern bathroom with a glass shower enclosure, a sink, a toilet, and a window providing natural light.

4. Le Vie del Mare Camere

Ribolla

￥19,035 total

includes taxes & fees

Nov 1 - Nov 2

A group of people dining at a table with a view of a valley and mountains.

5. Valdonica Winery - Chill in Nature Lodge

Roccastrada

￥29,212 total

includes taxes & fees

Nov 10 - Nov 11

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Choose what matters most at hotels with a pool in Roccastrada

Breakfast included

4 stars

Hotels with pools and free breakfast in Roccastrada

An indoor dining area with tables set for two, large windows, and a view of the outdoors.

La Melosa Resort & Spa - Adults Only

Roccastrada

A spacious dining area with a large table and chairs, stone walls, and a view of the mountains.

Valdonica Winery & Vineyard Residence

Roccastrada

￥26,027 total

includes taxes & fees

Nov 8 - Nov 9

A swimming pool with a view of a hilltop castle.

Agriturismo Podere Ristella - Wine&Food

Roccastrada

￥21,351 total

includes taxes & fees

Nov 1 - Nov 2

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Top Roccastrada Hotel Reviews

Hotel Athena

10/10 Excellent

"Hotel Athena was a great property in Siena right inside the town walls. Very convenient as we had a rental car and did day trips throughout Tuscany. Breakfast buffet was included and great selection and quality of food. Would definitely stay here again and recommend to others."

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent

"Stayed at the hotel for our honeymoon and it was an incredible experience. The view is simply breathtaking and the castle is extremely charming. Food (breakfast and diner) and wine at the restaurants are high quality, inspired and locally sourced, though expensive. Their Brunello is VERY good. The thermal spa experience is unique in the region and is awsome, especially during the fall season when it is cooler outside. The room was super clean and the staff was very helpful throughout the entire week, and we felt welcomed at any time of day. 15 min by car from Montalcino, strongly recommend to rent a car since it is slightly remote. Overall 9.5/10, strongly recommend for a special occasion."

Hotel Italia

10/10 Excellent

"We stayed at this basic but nice 3-star hotel just one night while visiting Siena. We had a room for 3 for my wife and I and our adult daughter. The hotel was easy walking distance from the train/bus station. It's kind of weird because you enter an indoor shopping area across the street from the station and then go up about 6 banks of escalators to get up the hillside. Then the hotel is just a block away. One of the AC units didn't work but friendly staff helped start the other one. All staff were very friendly and spoke English. Easy walk a few blocks into the old city. Wonderful breakfast!!! We were able to leave our bags for most of the day while we explored the city prior to leaving on the bus again. I would definitely stay again."

Valdonica Winery & Vineyard Residence

10/10 Excellent

"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 regret is that we could not stay longer. Seriously cannot overstate how relaxing and beautiful this place is, will be recommending to friends and family and hopefully returning soon ourselves!"

Frequently asked questions

What's it like visiting Roccastrada?

If lounging by a pool is your idea of the perfect getaway, you might want to think about historic Roccastrada, which has 12 places to stay with pools. During your visit, you can explore sights such as I Canaloni del Torrente Farma and Podere Ristella Vineyards and Winery, and then relax and unwind poolside at one of the accommodations in Roccastrada that guests like for their pools.

What are some accommodations with pools in Roccastrada?

Hotel Athena: Features a children's pool, a seasonal outdoor pool, and a private beach. Hotel Executive: Offers 2 outdoor pools, an indoor pool, and 3 restaurants. NH Siena: Features 2 restaurants, 2 outdoor pools, and a full-service spa. The Sense Experience Resort - Preferred Hotels & Resorts: Hotel located near Piazza del Campo. Provides a children's pool, a seasonal outdoor pool, and free self parking. Hotel Chiusarelli: Hotel located near Piazza del Campo. Features a rooftop terrace, a seasonal outdoor pool, and a snack bar/deli.

How many pool hotels will I find in Roccastrada?

Expedia has 12 hotels in Roccastrada for your poolside break.

What is there to see and do in Roccastrada?

The picturesque setting of I Canaloni del Torrente Farma and Val di Merse showcase the area's natural beauty. Discover sights such as Podere Ristella Vineyards and Winery, Castello del Belagaio, and Sassoforte Castle during your stay.

When is the best time to book a hotel with a pool in Roccastrada?

You may want to think about a place to stay that has an outdoor pool if you're planning to visit Roccastrada in the hottest months of August, July, or June when the average temp is 74°F. Lodging offering an indoor pool may be the way to go if you come to town during the coldest months of January, February, or March when the average temp is 48°F.

What's the best way to travel around Roccastrada?

Knowing the transportation options in Roccastrada can help you enjoy the area beyond your hotel pool. To see more of the surrounding area, hop aboard a train at Roccastrada Station or Sticciano Station. Roccastrada might not have many public transit choices so consider renting a car to explore more.

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