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

Castellina in Chianti Hotel Guide - Hotels with Pool in Castellina in Chianti, Tuscany

  • 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 Pool

This weekend
10 Jul - 12 Jul
Next weekend
17 Jul - 19 Jul

Our top choices for Castellina in Chianti hotels with a pool

Exterior

Hotel Casafrassi

Hotel Casafrassi
4.0 star property
Castellina in Chianti
8.2 out of 10, Very good, (222 reviews)
  • cleanliness
    Sun-soaked seasonal pool oasis in the heart of a Tuscan wine resort with loungers and umbrellas.
The price is €72
includes taxes & fees
12 Jul - 13 Jul
Hotel Casafrassi
Outdoor pool, pool loungers

Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais
Castellina in Chianti
9.4 out of 10, Exceptional, (178 reviews)
  • cleanliness
    Countryside farm stay's outdoor pool beckons with scenic vineyard views.
The price is €157
includes taxes & fees
23 Jul - 24 Jul
Borgo di Pietrafitta Relais
Seasonal outdoor pool

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 €264
includes taxes & fees
15 Jul - 16 Jul
Castello La Leccia
Outdoor pool

Belvedere di San Leonino

Belvedere di San Leonino
4.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (186 reviews)
  • cleanliness
    Scenic Tuscan escape with a poolside paradise and winery at your doorstep.
The price is €140
includes taxes & fees
10 Jul - 11 Jul
Belvedere di San Leonino
Outdoor pool, pool umbrellas, pool loungers

Fattoria di Vegi

Fattoria di Vegi
Castellina in Chianti
9.8 out of 10, Exceptional, (8 reviews)
The price is €358
includes taxes & fees
16 Jul - 17 Jul
Fattoria di Vegi
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, (123 reviews)
  • cleanliness
    Sun-drenched Tuscan pool retreat offers garden-framed relaxation and poolside cocktails.
The price is €123
includes taxes & fees
13 Jul - 14 Jul
Hotel Colle Etrusco Salivolpi
Outdoor pool, pool umbrellas, pool loungers

Villa Casalecchi Country Hotel

Villa Casalecchi Country Hotel
4.0 star property
Castellina in Chianti
9.2 out of 10, Wonderful, (122 reviews)
  • cleanliness
    Tuscan poolside paradise boasts an outdoor swimming spot and a hot tub in scenic countryside settings.
The price is €160
includes taxes & fees
8 Jul - 9 Jul
Villa Casalecchi Country Hotel
Outdoor pool, pool loungers

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 €144
includes taxes & fees
7 Jul - 8 Jul
Collelungo
Outdoor pool, pool umbrellas, pool loungers

Albergo Il Colombaio

Albergo Il Colombaio
3.0 star property
Castellina in Chianti
8.4 out of 10, Very good, (62 reviews)
  • cleanliness
    Lounge beneath Italian sunshine at the inviting outdoor pool, where rural charm meets relaxation at this countryside retreat.
The price is €138
includes taxes & fees
7 Jul - 8 Jul
Albergo Il Colombaio
Seasonal outdoor pool, open 8:00 AM to 7:00 PM, pool loungers

Palazzo Squarcialupi

Palazzo Squarcialupi
4.0 star property
Castellina in Chianti
9.8 out of 10, Exceptional, (77 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 €224
includes taxes & fees
16 Jul - 17 Jul
Palazzo Squarcialupi
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

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

Exterior
Hotel Casafrassi

Hotel Casafrassi

Hotel Casafrassi
4.0 star property
Castellina in Chianti
8.2 out of 10, Very good, (222)
The price is €72
includes taxes & fees
12 Jul - 13 Jul
Hotel Casafrassi
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, (222)
The price is €72
includes taxes & fees
12 Jul - 13 Jul
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

Italiana Hotels Florence

Italiana Hotels Florence

10/10 Excellent
"Ok place"
Eduardo 2-night trip
Posted 1 day 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 11 places to stay with pools. While you're here, you can explore attractions such as City Hall Castellina In Chianti and Castellina Fortress, 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?
The Social Hub Florence Lavagnini: Hotel, 5-minute walk from Fortezza da Basso. Features 2 bars, a seasonal outdoor pool and a rooftop terrace. The Social Hub Florence Belfiore: Hotel, 11-minute walk from Fortezza da Basso. Offers complimentary wireless Internet access, a seasonal outdoor pool and a 24-hour fitness centre. Plus Florence - Hostel: Provides a rooftop terrace, a seasonal outdoor pool and complimentary wireless Internet access. 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. C-hotels Ambasciatori: Hotel located near Uffizi Gallery. Features free self parking, an outdoor pool and a 24-hour fitness centre.
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, Castellina Fortress and Archaeological Museum of Chianti 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.