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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 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
1,147 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. Perfect Tuscany stay! Breakfast was amazing! Staff were very engaging and helpful. Room size was good and bathroom was excellent! Felt like home away from home!

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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. Exceptional view and overall great value. Probably not really 10 stars, but we got upgraded to a larger room.

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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 was perfect! The personal was extremely helpful and friendly! The restaurant was briliant.

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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. Everything was fantastic. We want to go back , stayed too short The garden , the music , the food , the ambiance It felt like home

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9.6
Exceptional
1,046 reviews
Price from
US$310
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
1,246 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. 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
1,866 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. Very friendly staff, nice garden with a big, well maintained pool, good breakfast buffet, beautiful location in the heart of Chianti

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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 breakfast and beautiful facilities

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9.1
Superb
1,844 reviews
Price from
US$142
per night

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