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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. We loved everything about our stay here! The room was gorgeous, the restaurant on site was unbelievably good, and the staff were amazing! We highly recommend staying here.

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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
1,146 reviews
Price from
US$101
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 and comfortable rooms. Perfect location close to Montepulciano. Amazing views and the winery and olive gardens. Wines are very good.

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9
Superb
2,134 reviews

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. Very beautiful hotel with good amenities. The room we booked was very big. Breakfast was super good as well. And it’s like 5 minutes away by car from the main entrance to San Gimignano.

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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! The place is amazing and also with interesting history. The people who work there are extremely kind. The food was delicious. We have spent the Easter holidays in Villa Sabolini and we had a great time there.

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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. After a very difficult year, I wanted to find a special place in Italy to spoil me and my partner. I always look for places that will have something a bit special that can elevate our stay from something nice to something extraordinary and Hotel Certosa di Maggiano was not only extraordinary, it was extra extraordinary. The place is stunning, from every angle, totally unique and slightly quirky. The breakfast is excellent, and the restaurant is divine - elegant, very good food and waiters - without feeling overly fussy. The recommendations for things to do in the area brought us to places we would never have found on our own and took us off the tourist trail - including excellent, local restaurants. But like every experience - the thing that made the place truly magic were the people, the staff, they really care about your experience and the hospitality is so genuine and kind. 8 days we will always remember. Highly, highly recommended.

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9.6
Exceptional
1,046 reviews

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
1,244 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. Good location, very clean room, nice people, great breakfast

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9.1
Superb
1,861 reviews
Price from
US$93
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. 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
1,852 reviews
Price from
US$153
per night

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