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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. This is the perfect place. We were 2 families (10 people) with older and younger kids. All was great. The rooms are wonderful and the WC also amazing. Good shower pressure. The views are endless and the staff also perfect. Even with bad weather the place is great. Will be back.

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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. Staff was super friendly, the room was very clean and had all necessary amenities. The breakfast was delicious.

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9.4
Superb
1,150 reviews
Price from
US$80
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 location in beautiful Tuscany! Friendly staff, cosy room, underfloor heating (which I didn't expect) was very good during a rainy stay 🤍 Highly recommended!

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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. Hotel has stunning views, beatiful garden,small poo and cozy garden restauatant offering breakfast and foood options throuhout the day.

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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. Our stay was perfect. Beuatiful rooms, great breakfast amazing dinner. Setting is pergect

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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. This is a lovely property set in a stunning location. The staff are friendly and welcoming and go above and beyond to ensure you have a fantastic stay.

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9.3
Superb
1,245 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. 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
1,862 reviews
Price from
US$94
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. Cool room inside a tower with historian artifacts.

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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 location, the hotel grounds and facilities, the shared space and bar by the pool, the rooms.

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9.1
Superb
1,850 reviews
Price from
US$141
per night

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