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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. Amazing apartment on a little hill with breathtaking view! Just perfect and highly recommendable. We will return for sure!

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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. Nice outdoor spaces, free bikes available to go for a ride and amazing breakfast

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9.4
Superb
1,146 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. Entrance was amazing the famous tree path you see in every photo of Tuscany is there. Room and washroom were quite spacious. And its location is perfect nearby town but still little far from hustle bustle and you can enjoy your time with nature and your family.

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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. Beautiful country house with so much character, with beautiful views over the valley. Breakfast was superb. Staff were so kind

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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. Very good place to explore Tuscany by car!

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9.1
Superb
1,003 reviews
Price from
US$103
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. Best stay at hotel ever. Very good restaurant!

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9.6
Exceptional
1,047 reviews
Price from
US$306
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. Beautiful hotel and premises, each room was unique and special. Newly rennovated bathrooms, comfortable views. We got free upgrades on two of the three booked rooms! Wonderful breakfast, nice pool. Restaurant was very good too.

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9.3
Superb
1,245 reviews
Price from
US$160
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. Borgo Grondaie is a truly fairy-tale place. It feels as if you’ve stepped into another world. We visited in January, and it was still absolutely beautiful — I can only imagine how magical it must be in warmer weather. The entire complex is designed with great taste: nature everywhere, stone benches, sculptures… everything blends perfectly and feels serene and elegant. We booked a stay with breakfast, and the breakfast was excellent! There’s a wide variety of options, so everyone can choose exactly what they like and in the amount they need. We had a room with a balcony that felt straight out of Romeo and Juliet, with a gorgeous view of greenery. The bed was huge and incredibly comfortable, everything was spotless and smelled wonderful — truly an outstanding accommodation. Everyone was extremely kind and welcoming. Highly recommended!

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9.1
Superb
1,863 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. The staff were really friendly, the place was even more beautiful than I expected, and the pool was cleaned daily and spotless.

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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. The hotel is way beyond my expectation! The hotel staffs are helpful and nice. The hotel facility is very good. Room is warm and cozy with sufficient heating. Will definitely come back next time in Tuscany

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9.1
Superb
1,846 reviews
Price from
US$143
per night

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