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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. Fattoria di Cinciano is a hidden gem in the Tuscan countryside. Perfectly positioned on a hilltop among olive groves and vineyards, it offers both peaceful seclusion and convenient access to nearby towns and attractions. Our apartment was spacious, comfortable, and well-equipped, making it feel like a home away from home. The estate features beautiful gardens and stunning views of the rolling Tuscan hills. The friendly staff provided excellent recommendations for local restaurants and activities, enhancing our experience of the region. What we appreciated most was the tranquil atmosphere - ideal for unwinding and experiencing the authentic charm of Tuscany. Highly recommended for anyone seeking a relaxing Italian countryside getaway with all the comforts.

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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 most authentic and beautiful place we’ve ever visited. We loved it. We had a great dinner at their restaurant and we wished we had more time to spend there. We loved Toscana and we definitely would come back again

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9.4
Superb
1,154 reviews
Price from
US$118
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. The wine tasting was excellent. The food in the restaurant was superior. The breakfast each morning was the best we had our entire Italian trip. The wait staff were wonderful and very comforting. Mony and Happi were lovely and very helpful

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9
Superb
2,109 reviews
Price from
US$111
per night

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. Lovely and picturesque location. Lovely views from our room. Clean and comfortable bed. Enjoyed our swim in the pool. Staff were very attentive. Fabulous.

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9.1
Superb
1,107 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. The whole experience of staying at Villa Sabolini was perfect in every way and we will certainly return. The location, the Villa, our room, the restaurant and the food and last but not least the staff were excellent.

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9.1
Superb
1,003 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
1,061 reviews
Price from
US$319
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. Breakfast was amazing with freshly baked bread.Beautiful room.Gardens.Great restaurant

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9.3
Superb
1,227 reviews
Price from
US$142
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. Location is great, very closed to supermarket i.e. Unicoop, with big parking lot, so very convenient with people who travel by car

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9.1
Superb
1,855 reviews
Price from
US$105
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. Wonderful and peaceful surrounding. Beautiful care was taken of all of us during our stay. The rooms are very nicely furnished and the sitting area outside is just gorgeous. Pool outstanding and very clean surrounded by olive trees. You also have to try cantuccini il santo, delicious.

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9.3
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 overall feel of the place… the lush green surroundings and so peaceful. The rooms were near and clean and service at restaurants were amazing

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9.1
Superb
1,900 reviews
Price from
US$150
per night

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