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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. views, location, amazing restaurant on site

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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. Everything. It was our second time here, we will definitely come back. This place is heaven! The food at the restaurant is very good, theie hospitality is gorgeous and the place, the nearby area is beuutiful. Can't wait to come back :)

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9.4
Superb
1,147 reviews
Price from
US$108
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 area. Very helpful staff and a nice restaurant! Very nice place for a weekend getaway!

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9
Superb
2,133 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. We loved this place! The property is like something out of a dream. The whole hotel was extremely beautiful, the rooms are extremely cosy and the outdoor space is unique with unbelievable views all around! We had a lovely time, and hope to visit again! Highly recommended!!

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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. Very good place to explore Tuscany by car!

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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. The rooms were clean, very comfortable, and the staff was amazing; we missed them already:) They went over and beyond to help make our stay enjoyable. I highly recommend this hotel for anyone visiting Siena

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9.6
Exceptional
1,044 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. We booked this place so we could be near San Gimignano. It was great, the staff were exceptionally polite and attending. The location was easy to find, and we liked the countryside. The garden, the place for breakfast, it made the whole atmosphere tranquil and enjoyable. We had a connecting room, and the beds were so comfortable and big. We really liked the aesthetics of the hotel, how they tried to keep it looking retro, but all really modern and functional. The breakfast was perfect, lots to choose from, and really polite and helpful staff!

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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
1,860 reviews
Price from
US$92
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. Amazing location, everything was picture perfect. Check in/out was smooth, big area to relax. The staff was helpful and gave recommendations. Prior to arrival communication was fast and helpful. I also recommend vinery tour and wine sampling provided by the host.

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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 property as a whole is magical - it created a sense of wonder, relaxation, down-to-earth vibe and basically everything one might ask for in a leisure location. Some exceptionally great factors to highlight are wonderful staff aleays eager to help and serve but also interact in a personal way if that’s something you like; the pool with it’s facilities; the cucina in either one of the great restaurants, home to a great Chef and staff that are truly on-par with the highest standard of Toscanian fine dining but reasonably priced; the bar and drinks; the Tennis and Fooball Facilities; and of course the rooms which truly hit the balance between ”country romantic” and modern. I think we stayed at one of the cheapest rooms but it too was exceptionally great for a frequent traveller. Must mention that with a rental car, the location is great for day-trips to anywhere in Toscana (Firenze, Siena, Montepulciano, whatever you want to see). 10/10, would recommend for families, couples, elderly, a dog family or basically anyone who wants a pinch of true toscanian warmth and luxury in their life.

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9.1
Superb
1,855 reviews
Price from
US$151
per night

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