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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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Star rating
Review score

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.

H
Hanro
From
South Africa
Can’t get over this place! Hands down the most beautiful view in all of Tuscany. We truly wished we had stayed longer. The room was clean, spacious, and incredibly comfortable—they truly thought of everything. It had that nostalgic, insanely pure Tuscan charm we dreamed of. We loved the romantic vibe of the pool and gardens, and the restaurant was absolutely amazing. Every little detail was perfect. And the breakfast? Unreal. So delicious—easily the best we had in Italy—and we were so happy it was included. Loved every second of our stay!
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 1,011 reviews
Price from
US$221.86
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.

M
Maya
From
Italy
Loved every minute in this beautiful place The room was great The location was great The breakfast was amazing The restaurant was sooo good The stuff was realy nice and friendly Super good experience i will definitely come back! Thank you!!
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 1,153 reviews
Price from
US$116.77
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.

A
Ausra
From
Norway
We had an amazing experience from the moment we arrived to when we left. The service, the atmosphere and place was breathtaking. Food and wine was amazing. Apartment was lovely with great space and comfort. In general we are very pleased and happy to have stayed at Villa Nottola and will definitely be returning!
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 2,135 reviews
Price from
US$141.19
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.

F
Fortunato
From
South Africa
Absolute tranquility five minutes from town with beautiful views and a great pool and hospitality
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 1,110 reviews
Price from
US$204.89
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.

A
Amanda
From
Slovenia
Everything was perfect. The room was spacious and very clean, bed is comfortable to sleep on. Breakfast was great with an amazing view. The staff is very friendly and the dog too.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 1,003 reviews
Price from
US$127.56
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.

H
Heike
From
Germany
The most beautiful garden ever. Extraordinary venue!
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 1,038 reviews
Price from
US$373.96
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.

C
Claudia
From
Spain
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.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 1,246 reviews
Price from
US$131.94
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.

H
Henrique
From
Netherlands
Very nice hotel, nice staff, very good breakfast and good facilities in general. I would definitely stay here again, highly recommend.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 1,870 reviews
Price from
US$118.43
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.

J
Jeremy
From
Czech Republic
It was a lovely village in the vineyards. A great family who looked after us. Nice pool, very peaceful location, very pleasant manners and infomrative hosts.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 1,263 reviews
Price from
US$193.32
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.

I
Igor
From
Slovakia
everything was excellent. Great food at both restaurants, great breakfast ( we enjoyed the possibility to make our own fresh juice and tasty homemade pies every morning). and the staff was totally professional and really nice. met all our expectations and fulfilled our needs.
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 1,861 reviews
Price from
US$195.68
1 night, 2 adults
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Scored out of 10, guest rating 7.5
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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 9.0
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Scored out of 10, guest rating 8.9
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Popular with guests booking hotels with pools in Siena Area

Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 2,893 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, 1,516 reviews

Popular with guests booking hotels with pools in Siena Area

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 1,861 reviews

Popular with guests booking hotels with pools in Siena Area

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 369 reviews

Popular with guests booking hotels with pools in Siena Area

Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 934 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, 1,651 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$156.28
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 182 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$530.78
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$110.40
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$129.75
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