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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. Fantastic staff, wonderful restaurant, free bikes, quiet location, very clean

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9.4
Superb
1,153 reviews
Price from
US$104
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. Friendly staff, you feel very welcome. Fantastic breakfast, food and wine in the restaurant also excellent.Gaia❤️

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9
Superb
2,108 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. Very nice place to stay….. wonderful

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9.1
Superb
1,106 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
1,003 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. Best stay at hotel ever. Very good restaurant!

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9.6
Exceptional
1,067 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. A wonderful, authentic and very cozy villa, possessing typical atmosphere and friendly attitude. More than perfect and various breakfast and all this accompanied by the breathtaking surroundings of the area. Grazie mile !

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9.3
Superb
1,227 reviews
Price from
US$129
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. Friendly and helpful staff, close to city with country feel.

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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. Lovely Agriturismo hotel in the heart of Chianti! Awesome service, great ambiance, great rooms and the owner wine tour is a great learning experience!

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9.3
Superb
1,264 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. Super beautiful, excellent restaurants. Outdoor area and pool. Very good services and beautiful rooms

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9.1
Superb
1,902 reviews
Price from
US$150
per night

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