Search hotels with pools in Siena Area

Offering an outdoor pool and a restaurant, Fattoria di Cinciano is located in Poggibonsi, a 10-minute drive from the centre. Free WiFi access is available in all areas.

Each apartment will provide you with a satellite flat-screen TV, air conditioning and a kitchenette with a microwave. Featuring a shower, the private bathroom also comes with a hairdryer and towels. Everything was amazing from when we set foot into the reception, to the spectacular Tuscan sunset views. Room was super clean cozy and nice, breakfast was a full continental breakfast and the staff is super friendly and try to help and go the extra mile to keep you happy. A super super place to stay and i will definitely visit and stay here again since we didnt get the chance to dine at the famous Michelin restaurant we found it fully booked and they told us to early book so that was our fault.

Set 9 km from Siena, this 19th-century country house features a restaurant and outdoor pool. It offers traditional Tuscan rooms with wood-beamed ceilings, surrounded by sunflower fields.

The pool terrace comes with sun loungers and parasols. Barbecue facilities are available, and there is also a children's playground. Your pet dogs can run free in the dedicated area of 1000-m². Everything. It was our second time here, we will definitely come back. This place is heaven! The food at the restaurant is very good, theie hospitality is gorgeous and the place, the nearby area is beuutiful. Can't wait to come back :)

Villa Nottola is a former noble residence in the countryside of Montepulciano, besides the namesake winery. It offers a sun terrace with swimming pool.

The elegant rooms of Villa Nottola feature ceilings with original wooden beams and brick vaults. The walls are painted in soft natural colours matching the Tuscan art furnishings. A Dreamy Tuscan Villa Stay – Highlight of Our Italian Road Trip This villa was the absolute highlight of our Italian road trip. Nestled among cypress-lined pathways, its entrance alone sets the tone for a serene and picturesque escape. Surrounded by its own vineyard and olive orchards, the property offers breathtaking views and a true taste of Tuscany. The restaurant overlooks the sunset, making every dinner a memorable experience. The rooms are spacious, and the bathrooms are generously sized, adding to the comfort of the stay. One of our favourite features was the pool set amidst olive trees—a peaceful spot to relax, read, and watch the kids play. The pool is open from morning to late evening. I was able to swim quite a few laps as well. With fewer rooms than large resorts, the atmosphere is calm, clean, and never overcrowded. The villa produces its own wine and olive oil, and the staff are incredibly polite and courteous. A special mention goes to Giona, who went above and beyond to make our stay special, especially for my husband’s 40th birthday. The food was outstanding—freshly prepared and full of flavour. The pasta with tomato and aubergine was hands down the best we’ve ever had. For a potato lover like me, the roast potatoes were amazingly seasoned and soooo good. We tried every dessert on the menu, and each one was exceptional. Their house-baked biscotti was a lovely treat too. Breakfast was just right—a mix of sweet items, boiled eggs, cereals, cheese, bread, coffee, and juices. It was perfect for making a quick sandwich and starting the day without needing to venture out early. Our kids especially loved the sweet options! The villa’s location also makes it easy to explore nearby towns like Montepulciano and Siena, which is just about 1 hour and 15 minutes away. This stay was everything we hoped for and more—peaceful, scenic, and full of warmth. We would return in a heartbeat.

Hotel Pescille Country House - Tuscany Charme is set in an old farmhouse in the Tuscan countryside, 5 minutes' drive from San Gimignano. It offers a large garden with swimming pool, and free parking.

All rooms have air conditioning, satellite TV, and a minibar. Beautiful country house with so much character, with beautiful views over the valley. Breakfast was superb. Staff were so kind

Located in in the Chianti region between Florence and Siena, Villa Sabolini sits in parkland overlooking the hills of the Tuscan countryside. The hotel offers a pool and free parking.

All rooms at the Sabolini have satellite TV, minibar and private bathroom. Wi-Fi internet access is also available. Beautiful! Loved the grounds. The rooms were clean and comfortable. A special thank you to Silvia who helped us extend our stay!!! Thank you Silvia!!!

Built in 1314, Hotel Certosa di Maggiano features an outdoor swimming pool and a tennis court, all free of charge. Rooms are former monastic cells with a minibar.

Surrounded by olive groves and vineyards, the elegant indoor lounges with free internet point were designed by the famous architect Renzo Mongiardino. Amazing place. The views are stunning. The hotel is old and private property, I couldn’t find words to describe it. For sure i will come back for it.

Set in the hills of the Chianti wine district, this 15th-century villa is now a 4-star hotel with swimming pool, tennis court and Tuscan restaurant with terrace offering panoramic views.

Guests can relax at the pool surrounded by the lush garden. Bikes and scooters are available to rent at reception and staff also organise wine-tasting excursions in local wineries. Excellent location and great base for daily trips across Toscana region. Ve4y friendly staff, ready to help in every question or need. Also amazong facility. As it was winter some options are of course limited.

Borgo Grondaie is a large property built out of an old Tuscan farm, just 2 km from the historical centre of Siena. It offers an outdoor salted-water pool, and room and apartment accommodation of various sizes with free WiFi. Good location, very clean room, nice people, great breakfast

Set within 24 km of Piazza del Campo and 29 km of Piazza Matteotti, Agriturismo San Sano offers rooms with air conditioning and a private bathroom in Gaiole in Chianti. This farm stay has a pool with a view, a garden and free private parking. The farm stay features family rooms. Very friendly staff, nice garden with a big, well maintained pool, good breakfast buffet, beautiful location in the heart of Chianti

Immersed in the Tuscan countryside between Siena and Florence, this 4-star hotel offers high-quality service on 20 acres of rich parkland, just outside of Monteriggioni.

Rest in the shade of the thick gardens, enjoy a swim in the Olympic-sized pool, or savour breakfast outdoors poolside during the summer. Amazing property that will give you a real Tuscany vibe. Great staff both in a hotel and a restaurant that will make you feel very welcomed and taken care of.Rooms have character and beautiful views from the terrace. The place is great to stay the whole day: you have sub beds, pool, pool bar you can eat lunch in, tennis court ect. There is also parking on the spot for free. Breakfast was huge and delicious, with fresh fruit you could squeeze a juice, selection of ham and local cheese, smoked salmon and prosecco.We fully recommend you to visit La Bianca restaurant for a dinner that has evening charm on the pool and great food.Hotel is also pet friendly, so many guests were with their dogs, which was very nice to have around