A stone building with a clock tower, steps leading up to it, and people walking around.

Find Hotels with a Pool in Castellina in Chianti

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Castellina in Chianti Hotels with a Pool

Next weekend
Aug 7 - Aug 9
In two weeks
Aug 14 - Aug 16

Our top choices for Castellina in Chianti hotels with a pool

Seasonal outdoor pool

1. Castello La Leccia

Castello La Leccia
Castellina in Chianti
10.0 out of 10, Exceptional, (112 reviews)
  • cleanliness
    Castello La Leccia's seasonal pool offers Tuscan countryside refreshment and vineyard views all summer long.
The price is ₩310,719
₩348,428 total
includes taxes & fees
Aug 2 - Aug 3
Castello La Leccia
Outdoor pool

2. Belvedere di San Leonino

Belvedere di San Leonino
4.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (190 reviews)
  • cleanliness
    Scenic Tuscan escape with a poolside paradise and winery at your doorstep.
The price is ₩182,306
₩210,491 total
includes taxes & fees
Aug 9 - Aug 10
Belvedere di San Leonino
Seasonal outdoor pool, open 8:00 AM to 7:00 PM, sun loungers

3. Palazzo Squarcialupi

Palazzo Squarcialupi
4.0 star property
Castellina in Chianti
9.8 out of 10, Exceptional, (81 reviews)
  • cleanliness
    Dive into the tranquil waters of a seasonal outdoor pool surrounded by the charm of this Beaux Arts hotel and attached winery.
The price is ₩317,551
₩359,261 total
includes taxes & fees
Aug 2 - Aug 3
Palazzo Squarcialupi
Outdoor pool, pool umbrellas, sun loungers

4. Villa Casalecchi Country Hotel

Villa Casalecchi Country Hotel
4.0 star property
Castellina in Chianti
9.2 out of 10, Wonderful, (123 reviews)
  • cleanliness
    Tuscan poolside paradise boasts an outdoor swimming spot and a hot tub in scenic countryside settings.
The price is ₩257,927
₩293,674 total
includes taxes & fees
Aug 3 - Aug 4
Villa Casalecchi Country Hotel
Exterior

5. Locanda le Piazze

Locanda le Piazze
4.0 star property
Castellina in Chianti
9.8 out of 10, Exceptional, (199 reviews)
  • cleanliness
    Savor countryside luxury at the outdoor pool, where vineyard views and poolside cocktails create an idyllic Tuscan escape.
The price is ₩543,005
₩607,260 total
includes taxes & fees
Aug 13 - Aug 14
Locanda le Piazze
Outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas, sun loungers

6. Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (124 reviews)
  • cleanliness
    Sun-drenched Tuscan pool retreat offers garden-framed relaxation and poolside cocktails.
The price is ₩163,105
₩184,393 total
includes taxes & fees
Aug 2 - Aug 3
Hotel Colle Etrusco Salivolpi
Outdoor pool, sun loungers

7. Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais
Castellina in Chianti
9.4 out of 10, Exceptional, (183 reviews)
  • cleanliness
    Countryside farm stay's outdoor pool beckons with scenic vineyard views.
The price is ₩191,403
₩217,187 total
includes taxes & fees
Aug 27 - Aug 28
Borgo di Pietrafitta Relais
Exterior

8. Hotel Casafrassi

Hotel Casafrassi
4.0 star property
Castellina in Chianti
8.2 out of 10, Very Good, (230 reviews)
  • cleanliness
    Sun-soaked seasonal pool oasis in the heart of a Tuscan wine resort with loungers and umbrellas.
The price is ₩88,992
₩107,846 total
includes taxes & fees
Aug 2 - Aug 3
Hotel Casafrassi
Outdoor pool, pool umbrellas, sun loungers

9. Albergo Il Colombaio

Albergo Il Colombaio
3.0 star property
Castellina in Chianti
8.4 out of 10, Very Good, (63 reviews)
  • cleanliness
    Lounge beneath Italian sunshine at the inviting outdoor pool, where rural charm meets relaxation at this countryside retreat.
The price is ₩226,246
₩253,855 total
includes taxes & fees
Aug 6 - Aug 7
Albergo Il Colombaio
Outdoor pool, pool umbrellas, sun loungers

10. Fattoria di Vegi

Fattoria di Vegi
Castellina in Chianti
9.8 out of 10, Exceptional, (10 reviews)
The price is ₩400,996
₩451,051 total
includes taxes & fees
Aug 24 - Aug 25
Fattoria di Vegi
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.
View all properties

Hotels with pools and free breakfast in Castellina in Chianti

Restaurant
Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais
Castellina in Chianti
9.4 out of 10, Exceptional, (183)
The price is ₩191,403
₩217,187 total
includes taxes & fees
Aug 27 - Aug 28
Borgo di Pietrafitta Relais
View all properties

4-star hotels with pools in Castellina in Chianti

Exterior
Hotel Casafrassi

Hotel Casafrassi

Hotel Casafrassi
4.0 star property
Castellina in Chianti
8.2 out of 10, Very Good, (230)
The price is ₩88,992
₩107,846 total
includes taxes & fees
Aug 2 - Aug 3
Hotel Casafrassi
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.
View all properties

Top Castellina in Chianti Hotel Reviews

Plus Florence - Hostel

Plus Florence - Hostel

10/10 Excellent
"Great hostel. Sayed with my Husband (30s) didn't feel out of place,mixture of ages. Private dbl room,separate building (same complex). Very clean. Our particular room was a weird layout, there were normal windows then some windows at floor level to crawl through to go onto a balcony. Maybe we weren't supposed to go out there?. There was no fridge in the room. Unfortunately the housekeeping ladies kept coming late afternoon to our floor, so we kept having to decline them as we like to chill before going back out in the evening. This meant our room wasnt cleaned for the duration. But if we would have agreed they would have done it. The outdoor bar and pool area are great! Nicely decorated. Music playing. Brilliant to cool off and chill. Cocktails were nice but small. We didn't eat at the restaurant but had a few drinks at the indoor bar where there is a pool table and loads of seating. The bar toilets are very clean. There is a kitchen so we used the fridge a couple of times. 15-20 nice walk to Duomo. Great location. There are a few mini supermarkets very short walk away. Definitely recommend staying here."
Georgina 4-night trip
Posted 18 hours ago
Plus Florence - Hostel
Italiana Hotels Florence

Italiana Hotels Florence

8/10 Good
"It was a nice property outside of the city centre."
Daniela 3-night trip
Posted 23 hours ago
Italiana Hotels Florence

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 7 places to stay with pools. While you're here, you can explore attractions like Buondonno Winery and City Hall Castellina In Chianti, 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?
Residenzia del Sogno: Features free self parking, a seasonal outdoor pool, and complimentary wireless internet access. Podere Palazzolo: Offers a sauna, a seasonal outdoor pool, and spa services.
How many hotels with pools are there in Castellina in Chianti?
Expedia has 7 hotels in Castellina in Chianti for your poolside break.
What is there to see and do in Castellina in Chianti?
The picturesque setting of Alta Val d'Elsa River Park and Chianti Sculpture Park showcase the area's natural beauty. Discover sights such as Buondonno Winery, City Hall Castellina In Chianti, and Castellina Fortress 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.