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. The view from this accommodation was stunning! Looked right out over the whole of Tuscany. We spent many evenings sitting out with one of their wines watching the sunset. Very comfortable beds and traditional Tuscan style. Just beautiful. Lovely surprise having our beds made everyday. This place was one of our highlights from our whole trip!

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. This location is amazing: well located, friendly staff, great restaurant. We recommend it to anyone who wants to visit Siena and the surrounding areas.

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. Everything! I could not ask for a better accommodation in Montepulciano. The room is big, charming and very clean. Breakfast is ample, and the view from this place is absolutely breathtaking! Plus points that they have their own wine tasting (their own brand of Nobile di Montepulciano is amazing) and restaurant. But the absolute best thing about Villa Nottola is their staff. Their sincere hospitality and friendliness are what I will most remember.

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. Huge room, awesome views, great breakfast, lots of parking places.

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. Very fun and lovely hotel with lots of charm! The rooms and facilities were fantastic and the restaurant was delicious. Ask about truffle hunting!

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. We had a great stay. Very nice and quiet Place. Very good berakfast The bed was comfortable and we really enjoyed our stay. High recomend

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. 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. Despite the high expectations we had based on the pictures, this place managed to exceed them. This place is heaven on Earth! No better place to rest and relax. Impeccable service and food as well. The only disappointing thing for us was that we booked only one night. We wanted to stay there for longer and are definitely coming back.