Hotels with Pool & Resorts in Castellina in Chianti from AU$150

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Check availability on Castellina in Chianti Hotels with Pool

Tonight
4 Dec - 5 Dec
Tomorrow
5 Dec - 6 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Best Castellina in Chianti Hotels with Pool

Outdoor pool, pool loungers
Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais

Castellina in Chianti
9.4 out of 10, Exceptional, (169)
"Wonderful setting."
United Kingdom
Simon
The price is AU$196
includes taxes & fees
3 Jan - 4 Jan 2026
Borgo di Pietrafitta Relais
Outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas, pool loungers
Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi

3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (112)
"Beautiful relaxing property. We wish we had more time to stay. "
United States
Wendi
The price is AU$170
includes taxes & fees
14 Dec - 15 Dec
Hotel Colle Etrusco Salivolpi
Seasonal outdoor pool, open 9:00 AM to 8 PM, pool umbrellas
Hotel Casafrassi Wine Resort

Hotel Casafrassi Wine Resort

4.0 star property
Castellina in Chianti
8.2 out of 10, Very good, (215)
"Great place "
United States
Aloisio
Hotel Casafrassi Wine Resort
Seasonal outdoor pool
Agriturismo La Ferrozzola

Agriturismo La Ferrozzola

Castellina in Chianti
9.4 out of 10, Exceptional, (9)
"Very nice agriturismo. "
United States
Ruth
The price is AU$229
includes taxes & fees
18 Dec - 19 Dec
Agriturismo La Ferrozzola
Seasonal outdoor pool, open 9 AM to 8 PM, pool umbrellas, pool loungers
Residenzia del Sogno

Residenzia del Sogno

Castellina in Chianti
9.8 out of 10, Exceptional, (14)
"Beautiful and authentic place, lovely couple running the place that care about you and your stay. "
Canada
Katherine
The price is AU$237
includes taxes & fees
3 Jan - 4 Jan 2026
Residenzia del Sogno
Aerial view
Albergo Il Colombaio

Albergo Il Colombaio

3.0 star property
Castellina in Chianti
8.4 out of 10, Very good, (58)
"I was a little hesitant about staying outside a "major city," but I'm so glad we did. Very cute hotel and room. It was a short walk to the local town, which had lots of options for dinner and chianti tasting. "
United States
Christine
The price is AU$227
includes taxes & fees
4 Jan - 5 Jan 2026
Albergo Il Colombaio
Exterior
PODERE 1384

PODERE 1384

Castellina in Chianti
The price is AU$965
includes taxes & fees
12 Dec - 13 Dec
PODERE 1384
Pool
La Misura, cottage with garden and swimming pool on the hills of Chianti

La Misura, cottage with garden and swimming pool on the hills of Chianti

Castellina in Chianti
10.0 out of 10, Exceptional, (2)
"What a beautiful stay in the enchanting Tuscan countryside! Every detail was attended to and we could not have felt more at home. We can only dream of returning sometime!"
United States
Jami B.
La Misura, cottage with garden and swimming pool on the hills of Chianti
Pool
VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18

VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18

Castellina in Chianti
The price is AU$9,187
includes taxes & fees
2 Jan - 3 Jan 2026
VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18
Seasonal outdoor pool
The Social Hub Florence Lavagnini

The Social Hub Florence Lavagnini

4.0 star property
San Lorenzo
9.0 out of 10, Wonderful, (1278)
"Everything you can think about it was a great stay!"
United States
Celine
The price is AU$150
includes taxes & fees
14 Dec - 15 Dec
The Social Hub Florence Lavagnini
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Castellina in Chianti Hotel Reviews

Hotel Kraft

Hotel Kraft

10/10 Excellent
"I am so glad we chose Hotel Kraft for our stay in Florence. It's about a 10 minute walk from Santa Maria Novella Train Station and the Alamanni tram stop that takes you to Villa Costanza bus terminal. The room was very nice, clean and had all the amenities we needed. The beds were comfortable and allowed us to have a restful night of sleep. We especially enjoyed the view and fresh air from our balcony. During our stay, we enjoyed a delicious breakfast buffet and the most wonderful and attentive staff. It was the best way to start the day! We also had a nice dinner at the hotel restaurant and the staff was also very attentive and pleasant. Overall, Hotel Kraft was definitely the best choice for my family and we can't wait to return to Florence and stay here again. Thank you Hotel Kraft staff or making our stay in Florence such a wonderful experience!"
Fabian 3-night trip
Posted 4 days ago
Hotel Kraft

Frequently asked questions

What's it like visiting Castellina in Chianti?
If spending time by the pool is your idea of the perfect getaway, you might want to think about relaxing Castellina in Chianti, which has 11 places to stay with pools. While you're here, you can explore attractions such as City Hall Castellina In Chianti and Buondonno Winery, and then kick back and relax poolside at one of the accommodation options in Castellina in Chianti that guests like for their pools.
What are some hotels with pools in Castellina in Chianti?
IQ Hotel Firenze: Hotel, 12-minute walk from Cathedral of Santa Maria del Fiore. Features a full-service spa, a seasonal outdoor pool and a sauna. Bernini Palace: Hotel, 13-minute walk from Piazza di Santa Maria Novella. Provides 2 bars, a seasonal outdoor pool and a rooftop terrace. The Social Hub Florence Lavagnini: Hotel, 8-minute walk from Palazzo Vecchio. Offers a rooftop terrace, a seasonal outdoor pool and a snack bar/deli. Grand Hotel Baglioni: Hotel located near Cathedral of Santa Maria del Fiore. Offers a full-service spa, a seasonal outdoor pool and a snack bar/deli.
How many hotels with pools should I expect to find in Castellina in Chianti?
Expedia has 11 hotels in Castellina in Chianti for your poolside break.
What is there to see and do in Castellina in Chianti?
The picturesque settings of Chianti Sculpture Park and Sentierelsa Trail showcase the area's natural beauty. Discover sights such as City Hall Castellina In Chianti, Buondonno Winery and Casa Vinicola Luigi Cecchi during your stay. The countryside and wineries are just some of the things to enjoy while you're in the area.
When is the best time to book a hotel with a pool in Castellina in Chianti?
You may want to consider accommodation that offers an outdoor pool if you plan to visit Castellina in Chianti in the warmest months of August, July or June, when the average temperature is 22°C. Accommodation with an indoor pool may be what you want if you visit during the coldest months of January, February or December, when the average temp is 6°C.