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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. What was there not to love? Beautiful place with the most wonderful view! And the food at the restaurant was exceptional! The apartment was clean and the staff was so kind. A must stay when in Tuscany.

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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. The restaurant of the location is very well prepared. We had very good food ( amazing bisteca ). The breakfast was prepared in a special manner by the very kind lady with ghe curly hair. ( forgot her name).

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9.4
Superb
1,149 reviews
Price from
US$81
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. Everything! Calm and beautiful atmosphere and amazing food! The pool was much appreciated by the whole family as it was 35 degrees outside. Stunning sunsets, air conditioning in the rooms (not apartments) and very helpful personnel. Most knew English which made everything easier. The best Italian breakfast we came across during our stay in Italy (not fond of the sweet breakfast concept idea).

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9
Superb
2,134 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. Wonderfull view and location, friendly staff, nice breakfast

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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
1,004 reviews

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. The premise and the scenery are breathtaking. It is the ideal sanctuary for a few days away from pollution, noise, and crowds. All within a very reasonable price. The staff was kind and welcoming which made the stay feel so homie. Also, great music taste around the premises(and the staff was so kind to share the Spotify playlist). Dinners at the restaurant were quite good & you have the option to modify the dish to your liking. Cute friendly labrador wanting to be petted is a big plus for dog lovers too. All in all, I had a lovely stay. Would like to come back. Keep up the great work! If I had to be picky - perhaps an upgrade of the mattress would be worth it.

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9.6
Exceptional
1,047 reviews
Price from
US$375
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. Lorenzo made everything ready for us, and was extremely helpful, and everyone at the reception were sweet and always willing to give us the best tips and help us with bookings. Housekeeping was amazing and the staff were very sweet and polite. The restaurant alone, was worth our visit!!! Best food we had in Italy, especially the truffle pasta and the creme brulee. And lastly, everyone from the breakfast team were kind and always smiling,serving coffee and eggs on order. Overall an unforgettable experience. We can't wait to come back!

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9.3
Superb
1,245 reviews

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. The hotel was beautiful and the setting was great with an amazing view. We used the onsite laundry with the option of hanging clothes to dry very easily. The staff was very friendly and welcoming. The breakfast has to be ordered the night before and can be served outside or in your room. The pool was unheated but very refreshing in the heat. We would definitely stay here again.

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9.1
Superb
1,861 reviews
Price from
US$95
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. Amazing localisation in the middle of the beautiful Chianti. Perfect for a relaxing stay. Accommodation was perfect and the staff is lovely

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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. Great place to escape the city crowds

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9.1
Superb
1,850 reviews
Price from
US$143
per night

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