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

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Check availability on Castellina in Chianti Hotels with a Pool

Tonight
8 Oct - 9 Oct
Tomorrow
9 Oct - 10 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

Our top choices for Castellina in Chianti hotels with a pool

A pool area with lounge chairs and umbrellas, surrounded by lush greenery and hills in the background.
A dining area with a table set for two, featuring wine bottles and bread.
A courtyard with stone buildings, outdoor tables set for dining, and a gravel ground.
A historic stone building with multiple levels, surrounded by lush greenery and yellow flowering plants.

1. 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.
SAR 753
SAR 845 total
includes taxes & fees
2 Nov - 3 Nov
Castello La Leccia
A rectangular pool with clear water, surrounded by white lounge chairs and a grassy area.
A historic building with a courtyard, stone arches, and a tiled roof.
A garden with a gravel path leading to a white metal table and chairs, surrounded by red roses and a large terracotta pot.
A bathroom with a large sink, toilet, and walk-in shower.

2. 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.
SAR 744
SAR 844 total
includes taxes & fees
18 Oct - 19 Oct
Palazzo Squarcialupi
A swimming pool with lounge chairs and umbrellas, surrounded by a stone wall and lush greenery, overlooking a valley.
A cozy living room with a stone fireplace, striped sofas, and a coffee table.
A stone building with a courtyard, a covered seating area, and a small bell tower.
A stone-walled dining area with a table set for four, a bench, and a view through an open doorway to the outside.

3. Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais
Castellina in Chianti
  • Countryside farm stay's outdoor pool beckons with scenic vineyard views.
SAR 333
SAR 383 total
includes taxes & fees
25 Oct - 26 Oct
Borgo di Pietrafitta Relais
A person in a white hat and white top walking towards a building with a pool, surrounded by greenery and a hilly landscape.
A cozy living room with a fireplace, comfortable seating, and a rustic ceiling.
A modern interior with a bar area, seating, and a staircase.
A large stone building with a tower, surrounded by lush greenery and a well-maintained lawn.

4. Locanda le Piazze

Locanda le Piazze
Castellina in Chianti
  • Savor countryside luxury at the outdoor pool, where vineyard views and poolside cocktails create an idyllic Tuscan escape.
SAR 1,376
SAR 1,539 total
includes taxes & fees
16 Oct - 17 Oct
Locanda le Piazze
A clear blue pool with lounge chairs and a stone building in the background.
A rustic interior with a brick archway, wooden beams, a bar area, and potted plants.
A rustic living room with exposed wooden beams, a sofa, a coffee table, and a dining area with chairs.
A stone building with a wooden bench outside.

5. Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi
Castellina in Chianti
  • Sun-drenched Tuscan pool retreat offers garden-framed relaxation and poolside cocktails.
SAR 406
SAR 459 total
includes taxes & fees
12 Oct - 13 Oct
Hotel Colle Etrusco Salivolpi
A pool with lounge chairs and umbrellas, surrounded by stone tiles and trees.
A long table set for dining in a tunnel with wine barrels on one side.
A castle-like building with a swimming pool and a well-maintained garden.
A spacious bedroom with a large bed, a desk, and a chair. There is a painting on the wall and a window with curtains.

6. Agriturismo Villa Godenano - Pool & Suites

Agriturismo Villa Godenano - Pool & Suites
Castellina in Chianti
  • Dive into this Tuscan paradise with a seasonal pool and umbrellas for ultimate summer relaxation.
SAR 622
SAR 702 total
includes taxes & fees
26 Oct - 27 Oct
Agriturismo Villa Godenano - Pool & Suites
A swimming pool with lounge chairs and an umbrella, surrounded by trees.
A restaurant with stone walls, wooden furniture, and a wine cellar.
A stately building with a grand entrance, multiple arches, and a well-lit facade.
A room with a wooden floor, a bathtub, a chair, a bed, and large windows offering a view of the countryside.

7. Fattoria di Vegi

Fattoria di Vegi
Castellina in Chianti
SAR 911
SAR 1,028 total
includes taxes & fees
22 Oct - 23 Oct
Fattoria di Vegi
A poolside area with lounge chairs and a view of the night sky.
A person relaxing in a hot tub with a view of a building and trees in the background.
A stone building with ivy-covered walls, a stone pathway, and a garden with flowers.
A rustic cellar with brick walls, wooden barrels, and a stone ceiling. There is a wooden table with a wine bottle and glasses, and a television mounted on the wall.

8. Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
  • Scenic Tuscan escape with a poolside paradise and winery at your doorstep.
SAR 457
SAR 528 total
includes taxes & fees
15 Oct - 16 Oct
Belvedere di San Leonino
A clear blue pool with lounge chairs and umbrellas, surrounded by lush greenery and a forested hillside.
A hallway with a wooden altar, benches, and a carpet with a floral pattern.
A historic building with a stone facade, multiple windows with shutters, and a well-maintained garden with potted plants and flowers.
A bench in a park with a lamp post and a building in the background.

9. Villa Casalecchi Country Hotel

Villa Casalecchi Country Hotel
Castellina in Chianti
  • Tuscan poolside paradise boasts an outdoor swimming spot and a hot tub in scenic countryside settings.
SAR 572
SAR 654 total
includes taxes & fees
12 Oct - 13 Oct
Villa Casalecchi Country Hotel
A pool area with lounge chairs and umbrellas, surrounded by greenery and trees.
A stone building with an arched entrance, a wooden door, and a small balcony with a railing.
A stone staircase leading to a wooden balcony with a view of a mountainous landscape.
A stone-walled room with tables set for dining, a staircase, and a lamp.

10. 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.
SAR 493
SAR 555 total
includes taxes & fees
3 Nov - 4 Nov
Albergo Il Colombaio
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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

A large stone building with a tower, surrounded by lush greenery and a well-maintained lawn.
A spacious dining area with wooden tables and chairs, a fireplace, and a modern kitchen in the background.
A person in a white hat and white top walking towards a building with a pool, surrounded by greenery and a hilly landscape.
A vineyard landscape with rows of grapevines and a person holding a glass.

Locanda le Piazze

Locanda le Piazze
Castellina in Chianti
SAR 1,376
SAR 1,539 total
includes taxes & fees
16 Oct - 17 Oct
Locanda le Piazze
A spa area with a stone ceiling, a large bathtub, and a seating area.
A garden with a gravel path leading to a white metal table and chairs, surrounded by red roses and a large terracotta pot.
A rectangular pool with clear water, surrounded by white lounge chairs and a grassy area.
A bedroom with a bed, bedside tables, a sofa, a window with curtains, and a wall with a painting.

Palazzo Squarcialupi

Palazzo Squarcialupi
Castellina in Chianti
SAR 744
SAR 844 total
includes taxes & fees
18 Oct - 19 Oct
Palazzo Squarcialupi
A historic stone building with multiple levels, surrounded by lush greenery and yellow flowering plants.
A bedroom with a wooden ceiling, a bed with white bedding, a bedside table with a tray of items, and a window with curtains.
A courtyard with stone buildings, outdoor tables set for dining, and a gravel ground.
A dining area with a table set for two, featuring wine bottles and bread.

Castello La Leccia

Castello La Leccia
Castellina in Chianti
SAR 753
SAR 845 total
includes taxes & fees
2 Nov - 3 Nov
Castello La Leccia
A stone-walled dining area with a table set for four, a bench, and a view through an open doorway to the outside.
A cozy living room with a stone fireplace, striped sofas, and a coffee table.
A stone building with a courtyard, a covered seating area, and a small bell tower.
A swimming pool with lounge chairs and umbrellas, surrounded by a stone wall and lush greenery, overlooking a valley.

Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais
Castellina in Chianti
SAR 333
SAR 383 total
includes taxes & fees
25 Oct - 26 Oct
Borgo di Pietrafitta Relais
A spacious lobby with a stone archway, wooden ceiling beams, a bar area with a wine rack, and a reception desk.
A rustic interior with a brick archway, wooden beams, a bar area, and potted plants.
A rustic living room with exposed wooden beams, a sofa, a coffee table, and a dining area with chairs.
A clear blue pool with lounge chairs and a stone building in the background.

Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi
Castellina in Chianti
SAR 406
SAR 459 total
includes taxes & fees
12 Oct - 13 Oct
Hotel Colle Etrusco Salivolpi
A long table set for dining in a tunnel with wine barrels on one side.
A pool with lounge chairs and umbrellas, surrounded by stone tiles and trees.
A castle-like building with a swimming pool and a well-maintained garden.
A spacious bedroom with a large bed, a desk, and a chair. There is a painting on the wall and a window with curtains.

Agriturismo Villa Godenano - Pool & Suites

Agriturismo Villa Godenano - Pool & Suites
Castellina in Chianti
SAR 622
SAR 702 total
includes taxes & fees
26 Oct - 27 Oct
Agriturismo Villa Godenano - Pool & Suites
A rustic cellar with brick walls, wooden barrels, and a stone ceiling. There is a wooden table with a wine bottle and glasses, and a television mounted on the wall.
A stone building with ivy-covered walls, a stone pathway, and a garden with flowers.
A rustic stone building with a garden in front.
A person relaxing in a hot tub with a view of a building and trees in the background.

Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
SAR 457
SAR 528 total
includes taxes & fees
15 Oct - 16 Oct
Belvedere di San Leonino
A stately building with a grand entrance, multiple arches, and a well-lit facade.
A restaurant with stone walls, wooden furniture, and a wine cellar.
A swimming pool with lounge chairs and an umbrella, surrounded by trees.
A well-decorated living room with a sofa, a coffee table, and a vase with flowers.

Fattoria di Vegi

Fattoria di Vegi
Castellina in Chianti
SAR 911
SAR 1,028 total
includes taxes & fees
22 Oct - 23 Oct
Fattoria di Vegi
A historic building with a stone facade, multiple windows with shutters, and a well-maintained garden with potted plants and flowers.
A hallway with a wooden altar, benches, and a carpet with a floral pattern.
A clear blue pool with lounge chairs and umbrellas, surrounded by lush greenery and a forested hillside.
A bench in a park with a lamp post and a building in the background.

Villa Casalecchi Country Hotel

Villa Casalecchi Country Hotel
Castellina in Chianti
SAR 572
SAR 654 total
includes taxes & fees
12 Oct - 13 Oct
Villa Casalecchi Country Hotel
A stone building with an arched entrance, a wooden door, and a small balcony with a railing.
A stone staircase leading to a wooden balcony with a view of a mountainous landscape.
A stone-walled room with tables set for dining, a staircase, and a lamp.
A stone building with a large arched doorway, a bench, and a potted plant outside.

Albergo Il Colombaio

Albergo Il Colombaio
Castellina in Chianti
SAR 493
SAR 555 total
includes taxes & fees
3 Nov - 4 Nov
Albergo Il Colombaio
View all properties

4-star hotels with pools in Castellina in Chianti

A large stone building with a tower, surrounded by lush greenery and a well-maintained lawn.
A spacious dining area with wooden tables and chairs, a fireplace, and a modern kitchen in the background.
A person in a white hat and white top walking towards a building with a pool, surrounded by greenery and a hilly landscape.
A vineyard landscape with rows of grapevines and a person holding a glass.

Locanda le Piazze

Locanda le Piazze
Castellina in Chianti
SAR 1,376
SAR 1,539 total
includes taxes & fees
16 Oct - 17 Oct
Locanda le Piazze
A spa area with a stone ceiling, a large bathtub, and a seating area.
A garden with a gravel path leading to a white metal table and chairs, surrounded by red roses and a large terracotta pot.
A rectangular pool with clear water, surrounded by white lounge chairs and a grassy area.
A bedroom with a bed, bedside tables, a sofa, a window with curtains, and a wall with a painting.

Palazzo Squarcialupi

Palazzo Squarcialupi
Castellina in Chianti
SAR 744
SAR 844 total
includes taxes & fees
18 Oct - 19 Oct
Palazzo Squarcialupi
A rustic cellar with brick walls, wooden barrels, and a stone ceiling. There is a wooden table with a wine bottle and glasses, and a television mounted on the wall.
A stone building with ivy-covered walls, a stone pathway, and a garden with flowers.
A rustic stone building with a garden in front.
A person relaxing in a hot tub with a view of a building and trees in the background.

Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
SAR 457
SAR 528 total
includes taxes & fees
15 Oct - 16 Oct
Belvedere di San Leonino
A historic building with a stone facade, multiple windows with shutters, and a well-maintained garden with potted plants and flowers.
A hallway with a wooden altar, benches, and a carpet with a floral pattern.
A clear blue pool with lounge chairs and umbrellas, surrounded by lush greenery and a forested hillside.
A bench in a park with a lamp post and a building in the background.

Villa Casalecchi Country Hotel

Villa Casalecchi Country Hotel
Castellina in Chianti
SAR 572
SAR 654 total
includes taxes & fees
12 Oct - 13 Oct
Villa Casalecchi Country Hotel
An aerial view of a villa with a swimming pool, surrounded by lush greenery and a hilly landscape.
A traditional villa with a tiled roof, surrounded by lush greenery and hills.
A bar area with brick arches, wooden barrels, leather seating, and a wine rack.
A building with arched windows, a courtyard with a pond, and a metal fence.

Hotel Casafrassi

Hotel Casafrassi
Castellina in Chianti
SAR 227
SAR 275 total
includes taxes & fees
18 Oct - 19 Oct
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

Plus Florence - Hostel

Plus Florence - Hostel

10/10 Excellent
"Buena ubicacion, habitacion limpia. Desayuno bueno, delicioso y barato. El personal del hotel muy amable y siempre dispuesto a ayudar. Definotivamente lo recomiendo 100%.🌻"
Sally 2-night trip
Posted 5 hours ago
Plus Florence - Hostel
Villa Neroli

Villa Neroli

10/10 Excellent
"Great and affordable hotel outside Florence so we could have a pool to cool down in. Lovely restaurant on site, didn’t explore food options in walking distance. Helpful staff who explained bus routes etc into Florence Bus route with various app really easy to follow and buy ticket. Took about 20 mins to get into centre. We travelled in August and it was late 30’s temp wise each day so was a relief to come back to the hotel each afternoon to cool off in air con and pool. The family room we had was two enormous Rooms very spacious. Second room had space for three kids. Wonderful hotel would recommend and return if I was ever going back to Florence"
Louise 3-night trip
Posted 1 day ago
Villa Neroli

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 City Hall Castellina In Chianti and Castellina Fortress, 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. Farmhouse in the Chianti "La Foresta 1" with swimming pool: Features complimentary wireless internet access, a communal pool, and televisions. 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 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 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.