Top Hotels with Swimming Pools in Castellina in Chianti | Expedia.com.sg

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Check availability on Castellina in Chianti Hotels with Swimming Pools

Tonight

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10 Oct - 11 Oct

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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 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.

A dining area with a table set for two, featuring wine bottles and bread.

1. Castello La Leccia

Castellina in Chianti

Castello La Leccia's seasonal pool offers Tuscan countryside refreshment and vineyard views all summer long.

S$289

includes taxes & fees

2 Nov - 3 Nov

A swimming pool with lounge chairs and umbrellas, surrounded by a stone wall and lush greenery, overlooking a valley.

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 dining area with a stone wall, wooden beams, and a table set for four with wine glasses and plates.

2. Borgo di Pietrafitta Relais

Castellina in Chianti

Countryside farm stay's outdoor pool beckons with scenic vineyard views.

S$130

includes taxes & fees

25 Oct - 26 Oct

A rectangular pool with clear water, surrounded by white lounge chairs and a grassy area.

A bathroom with a large sink, toilet, and walk-in shower.

A bedroom with a bed, bedside tables, a sofa, a window with curtains, and a wall with a painting.

A historic building with a courtyard, stone arches, and a tiled roof.

3. 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.

S$288

includes taxes & fees

18 Oct - 19 Oct

A poolside area with lounge chairs and a view of the night sky.

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.

4. Belvedere di San Leonino

Castellina in Chianti

Scenic Tuscan escape with a poolside paradise and winery at your doorstep.

S$165

includes taxes & fees

15 Oct - 16 Oct

A clear blue pool with lounge chairs and a stone building in the background.

A stone building with a wooden bench outside.

A rustic living room with exposed wooden beams, a sofa, a coffee table, and a dining area with chairs.

A spacious lobby with a stone archway, wooden ceiling beams, a bar area with a wine rack, and a reception desk.

5. Hotel Colle Etrusco Salivolpi

Castellina in Chianti

Sun-drenched Tuscan pool retreat offers garden-framed relaxation and poolside cocktails.

S$156

includes taxes & fees

12 Oct - 13 Oct

A swimming pool with lounge chairs and an umbrella, surrounded by trees.

A spacious living room with two sofas, a coffee table, and a mural of trees on the walls.

A room with a wooden floor, a bathtub, a chair, a bed, and large windows offering a view of the countryside.

A stately building with a grand entrance, multiple arches, and a well-lit facade.

6. Fattoria di Vegi

Castellina in Chianti

S$386

includes taxes & fees

20 Oct - 21 Oct

A pool with lounge chairs and umbrellas, surrounded by stone tiles and trees.

A sculpture of two figures in a garden with a windmill in the background.

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.

7. Agriturismo Villa Godenano - Pool & Suites

Castellina in Chianti

Dive into this Tuscan paradise with a seasonal pool and umbrellas for ultimate summer relaxation.

S$240

includes taxes & fees

26 Oct - 27 Oct

A clear blue pool with lounge chairs and umbrellas, surrounded by lush greenery and a forested hillside.

A historic building with a stone facade, multiple windows with shutters, and a well-maintained garden with potted plants and flowers.

A spacious living room with striped sofas, a coffee table, and a chandelier.

A hallway with a wooden altar, benches, and a carpet with a floral pattern.

8. Villa Casalecchi Country Hotel

Castellina in Chianti

Tuscan poolside paradise boasts an outdoor swimming spot and a hot tub in scenic countryside settings.

S$217

includes taxes & fees

11 Oct - 12 Oct

View all properties

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 person in a white hat and white top walking towards a building with a pool, surrounded by greenery and a hilly landscape.

A modern interior with a bar area, seating, and a staircase.

A vineyard landscape with rows of grapevines and a person holding a glass.

Locanda le Piazze

Castellina in Chianti

S$525

includes taxes & fees

21 Oct - 22 Oct

A spa area with a stone ceiling, a large bathtub, and a seating area.

A bedroom with a bed, bedside tables, a sofa, a window with curtains, and a wall with a painting.

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.

Palazzo Squarcialupi

Castellina in Chianti

S$288

includes taxes & fees

18 Oct - 19 Oct

A historic stone building with multiple levels, surrounded by lush greenery and yellow flowering plants.

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.

A bedroom with a wooden ceiling, a bed with white bedding, a bedside table with a tray of items, and a window with curtains.

Castello La Leccia

Castellina in Chianti

S$289

includes taxes & fees

2 Nov - 3 Nov

A stone-walled dining area with a table set for four, a bench, and a view through an open doorway to the outside.

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 dining area with a stone wall, wooden beams, and a table set for four with wine glasses and plates.

Borgo di Pietrafitta Relais

Castellina in Chianti

S$130

includes taxes & fees

25 Oct - 26 Oct

A spacious lobby with a stone archway, wooden ceiling beams, a bar area with a wine rack, and a reception desk.

A clear blue pool with lounge chairs and a stone building in the background.

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.

Hotel Colle Etrusco Salivolpi

Castellina in Chianti

S$156

includes taxes & fees

12 Oct - 13 Oct

A long table set for dining in a tunnel with wine barrels on one side.

A sculpture of two figures in a garden with a windmill in the background.

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.

Agriturismo Villa Godenano - Pool & Suites

Castellina in Chianti

S$240

includes taxes & fees

26 Oct - 27 Oct

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 person relaxing in a hot tub with a view of a building and trees in the background.

A rustic stone building with a garden in front.

A poolside area with lounge chairs and a view of the night sky.

Belvedere di San Leonino

Castellina in Chianti

S$165

includes taxes & fees

15 Oct - 16 Oct

A stately building with a grand entrance, multiple arches, and a well-lit facade.

A spacious living room with two sofas, a coffee table, and a mural of trees on the walls.

A well-decorated living room with a sofa, a coffee table, and a vase with flowers.

A swimming pool with lounge chairs and an umbrella, surrounded by trees.

Fattoria di Vegi

Castellina in Chianti

S$386

includes taxes & fees

20 Oct - 21 Oct

A historic building with a stone facade, multiple windows with shutters, and a well-maintained garden with potted plants and flowers.

A clear blue pool with lounge chairs and umbrellas, surrounded by lush greenery and a forested hillside.

A spacious living room with striped sofas, a coffee table, and a chandelier.

A hallway with a wooden altar, benches, and a carpet with a floral pattern.

Villa Casalecchi Country Hotel

Castellina in Chianti

S$217

includes taxes & fees

11 Oct - 12 Oct

A stone building with an arched entrance, a wooden door, and a small balcony with a railing.

A pool area with lounge chairs and umbrellas, surrounded by greenery and trees.

A stone building with a large arched doorway, a bench, and a potted plant outside.

A stone staircase leading to a wooden balcony with a view of a mountainous landscape.

Albergo Il Colombaio

Castellina in Chianti

S$209

includes taxes & fees

11 Oct - 12 Oct

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 person in a white hat and white top walking towards a building with a pool, surrounded by greenery and a hilly landscape.

A modern interior with a bar area, seating, and a staircase.

A vineyard landscape with rows of grapevines and a person holding a glass.

Locanda le Piazze

Castellina in Chianti

S$525

includes taxes & fees

21 Oct - 22 Oct

A spa area with a stone ceiling, a large bathtub, and a seating area.

A bedroom with a bed, bedside tables, a sofa, a window with curtains, and a wall with a painting.

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.

Palazzo Squarcialupi

Castellina in Chianti

S$288

includes taxes & fees

18 Oct - 19 Oct

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 person relaxing in a hot tub with a view of a building and trees in the background.

A rustic stone building with a garden in front.

A poolside area with lounge chairs and a view of the night sky.

Belvedere di San Leonino

Castellina in Chianti

S$165

includes taxes & fees

15 Oct - 16 Oct

A historic building with a stone facade, multiple windows with shutters, and a well-maintained garden with potted plants and flowers.

A clear blue pool with lounge chairs and umbrellas, surrounded by lush greenery and a forested hillside.

A spacious living room with striped sofas, a coffee table, and a chandelier.

A hallway with a wooden altar, benches, and a carpet with a floral pattern.

Villa Casalecchi Country Hotel

Castellina in Chianti

S$217

includes taxes & fees

11 Oct - 12 Oct

An aerial view of a villa with a swimming pool, surrounded by lush greenery and a hilly landscape.

A bar area with brick arches, wooden barrels, leather seating, and a wine rack.

A view through a wooden-framed window with a stone archway, a brick wall, and a tiled roof.

A traditional villa with a tiled roof, surrounded by lush greenery and hills.

Hotel Casafrassi

Castellina in Chianti

S$93

includes taxes & fees

18 Oct - 19 Oct

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

"Buena ubicacion, habitacion limpia. Desayuno bueno, delicioso y barato. El personal del hotel muy amable y siempre dispuesto a ayudar. Definotivamente lo recomiendo 100%.🌻"

Hu Firenze Camping In Town

Hu Firenze Camping In Town

10/10 Excellent

"Très agréable, offrant les avantages du camping et de la ville"

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"

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 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?

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 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.

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