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San Gimignano

175 hotels with pools

Gaiole in Chianti

151 hotels with pools

Siena

88 hotels with pools

Castellina in Chianti

82 hotels with pools

Montepulciano

77 hotels with pools

Asciano

64 hotels with pools

Castelnuovo Berardenga

60 hotels with pools

Radda in Chianti

55 hotels with pools

Poggibonsi

46 hotels with pools

Casole dʼElsa

46 hotels with pools

Pienza

44 hotels with pools

Monteriggioni

42 hotels with pools

Montalcino

41 hotels with pools

Trequanda

39 hotels with pools

Sarteano

35 hotels with pools

Rapolano Terme

35 hotels with pools

The best hotels with pools in Siena Area

Check out our pick of great hotels with pools in Siena Area

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Fattoria di Cinciano

Poggibonsi

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.

Y
Yongmi
From
South Korea
Lovely Accomodation, will never forget!
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 1,011 reviews
Price from
US$221.25
1 night, 2 adults

Casa Di Campagna In Toscana

Sovicille

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.

W
Wenying
From
China
This hotel is a fantastic choice! The restaurant downstairs is very popular—many people come to dine, so it’s best to make a reservation in advance. The hotel itself is quiet, and the bed is super comfortable, ensuring a great night’s sleep. It has all the amenities you could need, and everything is spotlessly clean. Breakfast is rich and offers plenty of options, and the staff are warm, attentive, and highly skilled. The surrounding scenery is absolutely stunning, with breathtaking views of the beautiful Tuscan countryside—perfect for a relaxing getaway. A special highlight was the incredibly friendly ginger cat who kept me company during my morning walk. Thank you for a wonderful stay!
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 1,152 reviews
Price from
US$145.49
1 night, 2 adults

Villa Nottola

Montepulciano

Villa Nottola is a former noble residence in the countryside of Montepulciano, besides the namesake winery. It offers a sun terrace with swimming pool.

J
Jochum
From
Austria
Location is great - so beautiful sleeping at a winery. Super friendly staff. Great spacious room. Loved it!
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 2,135 reviews
Price from
US$140.80
1 night, 2 adults

Hotel Pescille Country House by Double Hospitality

Hotel in San Gimignano

Hotel Pescille Country House by Double Hospitality is set in an old farmhouse in the Tuscan countryside, 5 minutes' drive from San Gimignano.

C
Catherine
From
Switzerland
Very big and clean room. Partial view to San Gimignano. Nice staff. Beautiful property well attended. Very clean pool.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 1,110 reviews
Price from
US$215.08
1 night, 2 adults

Villa Sabolini

Hotel in Colle Val D'Elsa

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.

P
Polly
From
Canada
Beautiful, well kept grounds. Everything was clean and to a high standard. Staff were friendly and welcoming. Love the breakfast!
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 1,002 reviews
Price from
US$237.46
1 night, 2 adults

Hotel Certosa Di Maggiano

Hotel in Siena

Certosa Di Maggiano is a former monastery located in the Tuscan countryside, 2 km from Siena's famous Piazza del Campo. It offers unique rooms, free internet and free parking.

M
Martin
From
Spain
"From the moment we arrived until departure, the staff exceeded expectations." "Exceptional customer service, with a commitment to making our stay comfortable." Small touches, like fresh flowers in the room, made our stay extra special." "The hotel demonstrated meticulous attention to detail throughout. Management promptly addressed any concerns we had." "The hotel's management team is clearly dedicated to ensuring guest satisfaction.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 1,039 reviews
Price from
US$819.38
1 night, 2 adults

Hotel Villa San Lucchese

Hotel in Poggibonsi

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.

R
Rokas
From
Lithuania
I loved everything about this place! It is definitely a typical Tuscany villa - rustic, very cosy, and.. italian! We had a very nice room in the second floor, which was overlooking the dining area and the pool - we truly loved it! The personell was friendly, the breakfast buffet was great (with fresh baked pies! ). There was nothing to ask more.. The restaurant was also great, always full so You should book a table in advance!
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 1,246 reviews
Price from
US$172.72
1 night, 2 adults

Borgo Grondaie

Siena

Borgo Grondaie is a large property built out of an old Tuscan farm, just 2 km from the historical centre of Siena.

N
Negraru
From
Romania
The location is cozy and relaxing. Very large and safe parking. The room is big, clean and very well equiped with coffee machine, kitchen, etc. The staff is very helpfull and polite. The view of the hotel to Sienna is beatinfull. There is a small shop mall very close to the hotel (aprox.800 m).
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 1,871 reviews
Price from
US$189.72
1 night, 2 adults

Agriturismo San Sano

Gaiole in Chianti

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.

M
Mateo
From
Netherlands
Very nice establishment. Very good for the price you pay!
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 1,263 reviews
Price from
US$141.03
1 night, 2 adults

Borgo San Luigi

Hotel in Monteriggioni

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.

A
Alexander
From
Denmark
The hotel exceeded our expectations a truly special stay, overall I would say a special mention to the service of the staff which is exceptional I must say.
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 1,850 reviews
Price from
US$299.01
1 night, 2 adults
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Scored out of 10, guest rating 8.1
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Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 4 reviews

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Scored out of 10, guest rating 7.5
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Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 2,135 reviews

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Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 1,948 reviews

Popular with guests booking hotels with pools in Siena Area

Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 1,644 reviews

Popular with guests booking hotels with pools in Siena Area

Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 2,896 reviews

Popular with guests booking hotels with pools in Siena Area

Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 1,517 reviews

Popular with guests booking hotels with pools in Siena Area

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 1,871 reviews

Popular with guests booking hotels with pools in Siena Area

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 1,850 reviews

FAQs about hotels with pools in Siena Area

Hotels with a pool that guests love in Siena Area

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Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 1,644 reviews
Nice location close to the centre of Siena, swimming pool with a view
Guest review byChiara
Young couple
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 292 reviews
Spectacular location in an abandoned old village on top of a hill among vineyards. Amazing swimming pool with lots of sun beds and umbrellas with beautiful views. Spacious and air-conditioned suites (must have in summer time). Additional self-service available (laundry, iron & iron board, coffee pods). The owner provided a list of local restaurants and shops, which was very convenient and helpful to start your stay. Well regarded privacy of the guests.
Guest review bySławomir
Family with young children
Avg. price/night: US$155.85
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 183 reviews
The beautiful views of vineyards and hills, we felt very welcome and on vacation. The appartment on two storeys was well decorated and the swimming pool very refreshing with a stunning view. Wow Tuscany at its best. The owners and their friendly dog were also nice. The village is closeby to get the grocery and that's where you do the check-in before arrival.
Guest review byCaroline
Young couple
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 306 reviews
*Perfectly remote location *Very good food, with changing menu every day *Charming property and superb views *Small (only 11 rooms) and unique flair *Nice and refreshing swimming pool *Good breakfast with best homemade bread & cake *Pebble street no problem if you know how to drive ;) *Take their wine tour (no extra cost for guests)
Guest review byLisa
Young couple
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 124 reviews
Excellent well equiped appartment,exceptionally well decorated common space usable for smart working (among my best work teleoffice!), beautiful swimming pool, well maintained garden and views. We were so well at the Refugio that we even had barbecue dinner close to the swimming pool. We highly recommend.
Guest review byKarine
Young couple
Avg. price/night: US$529.31
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 78 reviews
It was superb: the luxury of the room (even got an upgrade) design and quality, perfect bed and the most beautiful shower we have ever seen. Very good WIFI. The endless swimming pool of 30 meters long with a magnificent view! The very fresh and extended breakfast made with a lot homemade things served by very “gentile” staff, also the daily varying choice for the diner is a plus! Really a new hidden gem in Toscany! Must do! Thanks to the whole staff! Will certainly come back!
Guest review byVeerle
Young couple
Avg. price/night: US$122.33
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 448 reviews
The location, swimming pool, restaurant, staff friendliness
Guest review byMattia
Young couple
Avg. price/night: US$129.39
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 102 reviews
Great place Amazing swimming pools
Guest review byGilboa
Family with young children
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 183 reviews
Beautiful building and a nice restaurant, beautiful garden with a small swimming pool. Lovely people, astonishing view from the window.
Guest review byMarcin
Family with young children
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 41 reviews
Big and clean swimming pool, well-equipped house, great spot if you want to visit local towns and villages in Toscania. Each family has their own patio and even grill. Great contact with the owned who will respond to all your questions. My tip is to follow Elisa's directions instead of GPS (beacuse of Google Maps, i ended up on impassable, rocky road)
Guest review byJarosław
Family with young children