Find Hotels with a Pool in Castellina in Chianti

Start date: Check-in selected.
To Date
End date: Check-out

Check availability on Castellina in Chianti Hotels with a Pool

Next weekend
In two weeks

Top Castellina in Chianti Hotels with a Pool

Borgo di Pietrafitta Relais

Castellina in Chianti
9.4 out of 10, Exceptional, (169)
"Wonderful setting."
United Kingdom
Simon
$91 nightly
The price is $105
Jan 4 - Jan 5, 2026
Total with taxes and fees
Borgo di Pietrafitta Relais

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
$133 nightly
The price is $150
Jan 3 - Jan 4, 2026
Total with taxes and fees
Hotel Colle Etrusco Salivolpi

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
$138 nightly
The price is $156
Jan 2 - Jan 3, 2026
Total with taxes and fees
Residenzia del Sogno

Agriturismo La Ferrozzola

Castellina in Chianti
9.4 out of 10, Exceptional, (9)
"Very nice agriturismo. "
United States
Ruth
$129 nightly
The price is $147
Dec 14 - Dec 15
Total with taxes and fees
Agriturismo La Ferrozzola

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

PODERE 1384

Castellina in Chianti
$572 nightly
The price is $636
Dec 10 - Dec 11
Total with taxes and fees
PODERE 1384

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
$136 nightly
The price is $154
Dec 20 - Dec 21
Total with taxes and fees
Albergo Il Colombaio

Casa La Misura, garden and pool in the heart 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.
Casa La Misura, garden and pool in the heart of Chianti

VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18

Castellina in Chianti
$6,055 nightly
The price is $6,055
Jan 1 - Jan 2, 2026
Total with taxes and fees
VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18

The Social Hub Florence Lavagnini

4.0 star property
San Lorenzo
9.0 out of 10, Wonderful, (1285)
"Super friendly staff! Great location! "
United States
Jutta
$70 nightly
The price is $94
Dec 14 - Dec 15
Total with taxes and fees
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.

Top Castellina in Chianti Hotel Reviews

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 like City Hall Castellina In Chianti and Buondonno Winery, and then unwind poolside at one of the accommodations 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 are there 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 setting 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 an accommodation with an outdoor swimming pool if you will be visiting Castellina in Chianti in the warmest months of August, July, or June when the average temperature is 72°F. Lodging with an indoor pool may be what you want if you are visiting during the coldest months of January, February, or December when the average temp is 44°F.

Explore a world of travel with Expedia