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Featured hotel with pools destinations

Destination inspiration for your trip – find a hotel with pools

San Gimignano

178 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

58 hotels with pools

Radda in Chianti

55 hotels with pools

Casole dʼElsa

47 hotels with pools

Poggibonsi

46 hotels with pools

Trequanda

45 hotels with pools

Pienza

44 hotels with pools

Monteriggioni

43 hotels with pools

Montalcino

41 hotels with pools

Sovicille

35 hotels with pools

Sarteano

35 hotels with pools

The best hotels with pools in Siena Area

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

Find your perfect stay

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.

m
marius
From
Romania
Probably one of the best places I have stayed up. Rooms, pool, view, the quietness around, everything is perfect. The sunset is fantastic so if you can stay here. Breakfast fabulous
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 1,011 reviews
Price from
US$253.25
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.

T
Tereza
From
Czech Republic
The breakfast was so good! For breakfast everything was available, cheese, ham, mozzarella with tomatoes, local fruit and many sweet cakes.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 1,153 reviews
Price from
US$105.96
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.

N
NAN JOO
From
South Korea
I reserved a restaurant in the hotel in the evening and the food and wine were delicious.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 2,135 reviews
Price from
US$140.93
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
Carlos alberto
From
Brazil
Very nice place to stay….. wonderful
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 1,110 reviews
Price from
US$217.37
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.

C
Chee Meng
From
Singapore
Beautiful clean and spacious room. Wonderful breakfast and dinners. Friendly staff and helpful.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 1,003 reviews
Price from
US$127.33
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.

S
Simona
From
Italy
Beatiful location. Great Staff, so kind with us and our kids. Multiple Facilities. Amazing Restaurant and Food
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 1,038 reviews
Price from
US$287.27
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.

T
Tuija
From
Finland
A wonderful restored old castle in the countryside near Siena, the village of Poggibonsi a few kilometers away. Good breakfast and cozy breakfast room, also outdoor tables. Cozy restaurant with great views, good portions. Cozy pool area. The rooms have good beds and cooling air conditioning. Friendly and helpful staff. This accommodation can be recommended.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 1,246 reviews
Price from
US$131.70
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$110.33
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$167.07
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
Amjad
From
Qatar
Super beautiful, excellent restaurants. Outdoor area and pool. Very good services and beautiful rooms
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 1,861 reviews
Price from
US$195.32
1 night, 2 adults
All hotels with pools in Siena Area

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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, 3,787 reviews

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Scored out of 10, guest rating 7.4
Good - What previous guests thought, 1,092 reviews

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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
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, 1,944 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 8.1
Very good - What previous guests thought, 2,895 reviews

Popular with guests booking hotels with pools in Siena Area

Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 1,867 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 9.2
Superb - What previous guests thought, 1,863 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 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
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$529.81
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$110.20
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$129.51
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
Avg. price/night: US$73.58
Scored out of 10, guest rating 6.7
Pleasant - What previous guests thought, 503 reviews
The host was wonderful - He even prepared a delicious aperitivo with local products and white wine upon our arrival + gave us all the ingredients to make dinner for us and the kids! We loved the swimming pool and the fact the property was so immersed in the countryside.
Guest review byAnne
Group