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

Castellina in Chianti Hotels with Swimming Pool

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Check availability on Castellina in Chianti Hotels with Swimming Pools

Our top choices for Castellina in Chianti hotels with a pool

Outdoor pool, pool loungers

1. 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 RM543
RM616 total
includes taxes & fees
27 Aug - 28 Aug
Borgo di Pietrafitta Relais
Outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas, pool loungers

2. 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 RM515
RM581 total
includes taxes & fees
9 Aug - 10 Aug
Hotel Colle Etrusco Salivolpi
Seasonal outdoor pool, open 8:00 AM to 7:00 PM, pool 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 RM901
RM1,020 total
includes taxes & fees
3 Aug - 4 Aug
Palazzo Squarcialupi
Outdoor pool

4. 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 RM517
RM597 total
includes taxes & fees
9 Aug - 10 Aug
Belvedere di San Leonino
Seasonal outdoor pool

5. 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 RM963
RM1,078 total
includes taxes & fees
3 Aug - 4 Aug
Castello La Leccia
Outdoor pool, pool umbrellas, pool loungers

6. 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 RM661
RM756 total
includes taxes & fees
3 Aug - 4 Aug
Villa Casalecchi Country Hotel
Outdoor pool, pool umbrellas, pool loungers

7. 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 RM642
RM721 total
includes taxes & fees
5 Aug - 6 Aug
Albergo Il Colombaio
Outdoor pool, pool umbrellas, pool loungers

8. Fattoria di Vegi

Fattoria di Vegi
Castellina in Chianti
9.8 out of 10, Exceptional, (10 reviews)
The price is RM1,138
RM1,280 total
includes taxes & fees
24 Aug - 25 Aug
Fattoria di Vegi
Exterior

9. 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 RM338
RM400 total
includes taxes & fees
3 Aug - 4 Aug
Hotel Casafrassi
Outdoor pool, pool loungers

10. Collelungo

Collelungo
Castellina in Chianti
9.2 out of 10, Wonderful, (47 reviews)
  • cleanliness
    Sip and splash at this enchanting farm stay, featuring a seasonal outdoor pool and attached winery.
The price is RM601
RM680 total
includes taxes & fees
3 Aug - 4 Aug
Collelungo
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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Choose what matters most at hotels with a pool in Castellina in Chianti

Breakfast included
4 stars

Hotels with pools and free breakfast in Castellina in Chianti

Seasonal outdoor pool, open 8:00 AM to 7:00 PM, pool loungers
Palazzo Squarcialupi

Palazzo Squarcialupi

Palazzo Squarcialupi
4.0 star property
Castellina in Chianti
9.8 out of 10, Exceptional, (81)
The price is RM901
RM1,020 total
includes taxes & fees
3 Aug - 4 Aug
Palazzo Squarcialupi
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4-star hotels with pools in Castellina in Chianti

Exterior
Locanda le Piazze

Locanda le Piazze

Locanda le Piazze
4.0 star property
Castellina in Chianti
9.8 out of 10, Exceptional, (199)
The price is RM1,541
RM1,724 total
includes taxes & fees
15 Aug - 16 Aug
Locanda le Piazze
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

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 1 day 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 2 days 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 such as Buondonno Winery and City Hall Castellina In Chianti, 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?
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 should I expect to find 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 settings 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 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.

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