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The best hotels with pools in Siena Area

Check out our pick of great hotels with pools in Siena Area

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Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
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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 place is completely peaceful and truly idyllic; they have preserved the old Italian charm.

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9.3
Superb
1,011 reviews

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.

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9.4
Superb
1,146 reviews
Price from
US$97
per night

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. Perfect location in beautiful Tuscany! Friendly staff, cosy room, underfloor heating (which I didn't expect) was very good during a rainy stay 🤍 Highly recommended!

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9
Superb
2,135 reviews

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. Sound of silence. Everything was perfect. Thanks too much for the staff.

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9.1
Superb
1,110 reviews

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!!!

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9.1
Superb
1,002 reviews
Price from
US$102
per night

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. Exceptional historic hotel in an old monastery with wonderful and helpful staff, luxurious interior and beautiful outside areas including a very nice pool area. Room was newly renovated. Highly recommend.

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9.6
Exceptional
1,046 reviews
Price from
US$310
per night

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. The location was excellent and convenient to the town, local transport and travelling on day trips to other locations. The rooms, restaurant and staff were great!

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9.3
Superb
1,245 reviews
Price from
US$159
per night

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. I mean, this is a charming, fantastic place to be! What an atmosphere with all the olive trees, the pool, the flowers, the houses around. We were in a 2 bedroom apartment with 2 bathrooms and a beautiful kitchen area/living room. Very comfortable. Even we had a private garden where a breakfast is fantastic. They have a great selection of wines, so you can enjoy local drinks. There is a big shop 200 meters, so you can buy whatever you want. The city center is 30 mins walk, but also by car you can park at the gates, so no problem at all. The train station is 10 minutes walk, all major cities can be reached from there. We spent 10 days but we definitely would go back any time. Sig. Giovanni Gatto also was very friendly!

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9.1
Superb
1,864 reviews
Price from
US$94
per night

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 is an excellent guest house. The owners are wonderful. The room is wonderful. And the wine tasting is perfect. I hate Chianti. I love Chianti Classico. You can figure that out when you get there. The drive to the hotel is a bit of fun if you like hill driving and the village is unreal. You cannot miss in San Sano. We will be back with friends. You should, too.

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9.4
Superb
1,263 reviews

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 Toscano village hotel, the hotel itself is beautiful but the staff and hospitality takes it to another level. Highly recommend. Best experience we had in Toscano region.

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9.1
Superb
1,845 reviews
Price from
US$142
per night

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