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

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Check availability on Castellina in Chianti Hotels with Pool

Tonight
20 Aug - 21 Aug
Tomorrow
21 Aug - 22 Aug
This weekend
21 Aug - 23 Aug
Next weekend
28 Aug - 30 Aug

Our top choices for Castellina in Chianti hotels with a pool

Outdoor pool
Exterior
Apartment, 2 Bedrooms, Patio (6 Adults) | Living room
House (Il Torrino) | Private kitchen

1. Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais
Castellina in Chianti
  • Countryside farm stay's outdoor pool beckons with scenic vineyard views.
€131
includes taxes & fees
24 Aug - 25 Aug
Borgo di Pietrafitta Relais
Pool
Interior entrance
Front of property
Lounge

2. Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi
Castellina in Chianti
  • Sun-drenched Tuscan pool retreat offers garden-framed relaxation and poolside cocktails.
€111
includes taxes & fees
20 Sept - 21 Sept
Hotel Colle Etrusco Salivolpi
Outdoor pool
Outdoor banquet area
Interior
Spa reception

3. Palazzo Squarcialupi

Palazzo Squarcialupi
Castellina in Chianti
  • Dive into the tranquil waters of a seasonal outdoor pool surrounded by the charm of this Beaux Arts hotel and attached winery.
€217
includes taxes & fees
22 Aug - 23 Aug
Palazzo Squarcialupi
Rooftop pool
Front of property
Restaurant
Junior Suite

4. Fattoria di Vegi

Fattoria di Vegi
Castellina in Chianti
€283
includes taxes & fees
24 Aug - 25 Aug
Fattoria di Vegi
Outdoor pool
Outdoor banquet area
Deluxe Double Room (Castello La Leccia)
Condo | Private kitchen

5. Castello La Leccia

Castello La Leccia
Castellina in Chianti
  • Castello La Leccia's seasonal pool offers Tuscan countryside refreshment and vineyard views all summer long.
€242
includes taxes & fees
24 Aug - 25 Aug
Castello La Leccia
Pool
Front of property
Spa
Front of property

6. Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
  • Scenic Tuscan escape with a poolside paradise and winery at your doorstep.
€126
includes taxes & fees
21 Aug - 22 Aug
Belvedere di San Leonino
Pool
Property grounds
Garden
Breakfast meal

7. Collelungo

Collelungo
Castellina in Chianti
  • Sip and splash at this enchanting farm stay, featuring a seasonal outdoor pool and attached winery.
€128
includes taxes & fees
15 Sept - 16 Sept
Collelungo
Outdoor pool
Lobby sitting area
Exterior
Exterior

8. Albergo Il Colombaio

Albergo Il Colombaio
Castellina in Chianti
  • Lounge beneath Italian sunshine at the inviting outdoor pool, where rural charm meets relaxation at this countryside retreat.
€153
includes taxes & fees
21 Aug - 22 Aug
Albergo Il Colombaio
Exterior
Exterior
Garden
Bar (on property)

9. Hotel Casafrassi

Hotel Casafrassi
Castellina in Chianti
  • Sun-soaked seasonal pool oasis in the heart of a Tuscan wine resort with loungers and umbrellas.
€66
includes taxes & fees
13 Sept - 14 Sept
Hotel Casafrassi
Rooftop pool
Exterior
Breakfast buffet
Aerial view

10. Riserva di Fizzano Residence

Riserva di Fizzano Residence
Castellina in Chianti
  • Vineyard retreat's outdoor pool offers tranquil relaxation with Tuscan sunshine and idyllic views.
€197
includes taxes & fees
24 Aug - 25 Aug
Riserva di Fizzano Residence
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Choose what matters most at hotels with a pool in Castellina in Chianti

Breakfast included
4 stars
5 stars
Spa
Hot tub

Hotels with pools and free breakfast in Castellina in Chianti

Exterior
Outdoor banquet area
Outdoor pool
Deluxe Double Room (Castello La Leccia)

Castello La Leccia

Castello La Leccia
Castellina in Chianti
€242
includes taxes & fees
24 Aug - 25 Aug
Castello La Leccia
Exterior
Exterior
Restaurant
Snack bar

Locanda le Piazze

Locanda le Piazze
Castellina in Chianti
€366
includes taxes & fees
29 Aug - 30 Aug
Locanda le Piazze
Gift shop
Pool
Front of property
Front of property

Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
€126
includes taxes & fees
21 Aug - 22 Aug
Belvedere di San Leonino
Restaurant
Exterior
Apartment, 2 Bedrooms, Patio (6 Adults) | Living room
House (Il Torrino) | Private kitchen

Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais
Castellina in Chianti
€131
includes taxes & fees
24 Aug - 25 Aug
Borgo di Pietrafitta Relais
Outdoor pool
Indoor spa tub
Spa reception
Indoor spa tub

Palazzo Squarcialupi

Palazzo Squarcialupi
Castellina in Chianti
€217
includes taxes & fees
22 Aug - 23 Aug
Palazzo Squarcialupi
Interior entrance
Front of property
Pool
Lounge

Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi
Castellina in Chianti
€111
includes taxes & fees
20 Sept - 21 Sept
Hotel Colle Etrusco Salivolpi
Front of property
Rooftop pool
Restaurant
Interior

Fattoria di Vegi

Fattoria di Vegi
Castellina in Chianti
€283
includes taxes & fees
24 Aug - 25 Aug
Fattoria di Vegi
Aerial view
Exterior
Breakfast buffet
Rooftop pool

Riserva di Fizzano Residence

Riserva di Fizzano Residence
Castellina in Chianti
€197
includes taxes & fees
24 Aug - 25 Aug
Riserva di Fizzano Residence
Exterior
Restaurant
Outdoor pool
Lobby sitting area

Albergo Il Colombaio

Albergo Il Colombaio
Castellina in Chianti
€153
includes taxes & fees
21 Aug - 22 Aug
Albergo Il Colombaio
Exterior
Exterior
Garden
Bar (on property)

Hotel Casafrassi

Hotel Casafrassi
Castellina in Chianti
€66
includes taxes & fees
13 Sept - 14 Sept
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.
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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 7 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?
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 Sentierelsa Trail and Alta Val d'Elsa River Park showcase the area's natural beauty. Discover sights such as City Hall Castellina In Chianti, Buondonno Winery 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.