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. Location and views. Staff are friendly and welcoming. Food is delicious.

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. Check in was very easy and most accommodating with efficiency. Comfortable and spacious rooms. Excellent breakfast. Very pleasant and helpful staff. Stunning setting in a beautiful place.

Hotel Pescille Country House by Double Hospitality 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. Very beautiful hotel with good amenities. The room we booked was very big. Breakfast was super good as well. And it’s like 5 minutes away by car from the main entrance to San Gimignano.

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. Beautiful location, friendly staff

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. Beautiful place to stay. Great restaurant and breakfast. Storage for our bicycles, staff really friendly and helpful. Big spacious room. Thanks for the hospitality.

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. Very unique stay with a fantastic pool overlooking the old town.

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. This was our second visit, and once again, we were not disappointed. The staff are truly exceptional. A special thanks to Amira from the restaurant, the attentive waiters, the gardener who keeps the grounds beautifully maintained, the housekeeping team for their excellent work, and of course, the owner Matteo and the wonderful Lorena. Lorena is a true gem—warm, welcoming, and always making sure we feel right at home. She even helped us organize a small birthday celebration, offering great ideas. Her hospitality skills are outstanding. We enjoyed a lovely wine tasting paired with cheese and ham. We also purchased some of their delicious, locally produced olive oil and a few bottles of wine. The atmosphere is incredibly peaceful—perfect for disconnecting from the hustle and bustle of daily life. It’s quiet throughout the day, creating a wonderfully relaxing environment. You can enjoy breakfast ( small buffet with good selection of bread, croissant, cake, egg, hams, cheese, juices coffee etc) and dinner ( à la carte) at their restaurant, where the meals are consistently delicious. The rooms are cozy and comfortable. For those who prefer to avoid stairs, I recommend the ground-floor rooms facing the vineyards. We’ll definitely be coming back.

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. The hotel exceeded our expectations a truly special stay, overall I would say a special mention to the service of the staff which is exceptional I must say.