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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. We absolutely loved our stay here, it was by far the nicest accomodation we stayed in during our time in Italy. The room was gorgeous with classic Tuscan interiors, amazing view, the kitchen facilities were great, and rooms were so spacious. We were able to organise a bike company (recommended by the hotel) to drop off and pick up bikes. We also did a walk-in wine tasting at the bar and went to Osteria 1126 for dinner which the staff kindly found us a booking for. The grounds are also lovely and can sit out in the courtyard enjoying your morning coffee or lunch. The location was down a one way road however it meant we were staying out in the Tuscan hills which is what we valued.

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9.3
Superb
1,011 reviews
Price from
US$157
per night

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 was perfect👌Place with beautiful atmospfere, very friendly staff, perfect communication, amazing breakfast, unforgettable restaurant for dinner, we will definitely come again👌👍😍

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9.4
Superb
1,154 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. Check in was very easy and most accommodating with efficiency. Comfortable and spacious rooms. Excellent breakfast. Very pleasant and helpful staff. Stunning setting in a beautiful place.

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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. Sound of silence. Everything was perfect. Thanks too much for the staff.

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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
1,003 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. This is a hotel that gives you a remarkable life experience. Very well located, just 10 minutes drive to Siena, but seems you are very far from the city. The hotel is a 15th century building, that you feel you are walking through history. The view is amazing. You just live a Tuscan experience...!!!!! Staff is extremely friendly....

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9.6
Exceptional
1,039 reviews
Price from
US$294
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. Great hotel with amazing and very helpful staff! Perfect location and the best omelette and fresh baked cakes for breakfast! Tutto era perfetto!

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9.3
Superb
1,246 reviews
Price from
US$112
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. Very unique stay with a fantastic pool overlooking the old town.

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9.1
Superb
1,873 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. Fabulous location, breakfast, and staff. Awesome pool. Informative winery tour

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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 grounds are beautiful. True Tuscany feel. We walked outside the grounds and there were a variety of walking trails to explore. The staff were incredible. Nothing was too much trouble. The dining and bar area were very inviting and cozy. Plenty of choice for breakfast.

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9.2
Superb
1,850 reviews
Price from
US$154
per night

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