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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. Can’t get over this place! Hands down the most beautiful view in all of Tuscany. We truly wished we had stayed longer. The room was clean, spacious, and incredibly comfortable—they truly thought of everything. It had that nostalgic, insanely pure Tuscan charm we dreamed of. We loved the romantic vibe of the pool and gardens, and the restaurant was absolutely amazing. Every little detail was perfect. And the breakfast? Unreal. So delicious—easily the best we had in Italy—and we were so happy it was included. Loved every second of our stay!

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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. Everything about this hotel was exceptional. The breakfast quality and display was better than I have had at a 5 star hotel. The service was delivered by friendly and very welcoming staff. The room was perfect size for a family of 4, the beds were very comfortable and the kitchenette was a bonus! . Our view was spectacular! I read reviews from others when I book my stays, and I hope that this review will encourage you to make a decision you won't regret. You will need a rental car to stay here and travel around Tuscany.

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9.4
Superb
1,148 reviews
Price from
US$100
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. Very nice area. Very helpful staff and a nice restaurant! Very nice place for a weekend getaway!

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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. Great location, peacefully. Reception staff was ok but restaurant staff exceeded our expectations. Evening meal was superb. Breakfast was the best I ever had. Would definitely stay another night but price was almost doubled.

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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. Everything. Location super nice, cleanliness, staff attention and tourist info. The rooms were great.

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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. such a georgeus hotel with impecable design and details. The breakfast was extraordinary. The staff are friendly and wonderful.

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9.6
Exceptional
1,039 reviews
Price from
US$295
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. Great Breakfast. The Villa is family owned. They really went out of their way to make me feel at home. I got fresh, personally baked cookies 🤗😄😋

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9.3
Superb
1,246 reviews
Price from
US$130
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. First of all, was the welcome at the hotel. the lady on the evening when we checked in was SUPER NICE, VERY HELPFUL and was gracious and welcoming. Secondly, the hotel has a quaint feel with a lovely atmosphere. Well stacked apartment with some nice amenities and condiment like coffee tea etc. The breakfast was quick efficient and tasty.

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9.1
Superb
1,868 reviews
Price from
US$96
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. Spectacular location, absolutely beautiful

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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. it was like entering in the real tuscany life! living la dolce vita at its finest! all the experience was amazing & the stuff was amazing, very kind & thoughtful

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9.2
Superb
1,844 reviews
Price from
US$155
per night

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