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

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Check availability on Castellina in Chianti Hotels with Pool

Tonight
24 Aug - 25 Aug
Tomorrow
25 Aug - 26 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sep - 6 Sep

Our top choices for Castellina in Chianti hotels with a pool

A clear blue pool with lounge chairs and a stone building in the background.
A stone building with a wooden bench outside.
A spacious lobby with a stone archway, wooden ceiling beams, a bar area with a wine rack, and a reception desk.
A rustic living room with exposed wooden beams, a sofa, a coffee table, and a dining area with chairs.

1. Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi
Castellina in Chianti
  • Sun-drenched Tuscan pool retreat offers garden-framed relaxation and poolside cocktails.
฿3,751
฿4,240 total
includes taxes & fees
20 Sept - 21 Sept
Hotel Colle Etrusco Salivolpi
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.

2. Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais
Castellina in Chianti
  • Countryside farm stay's outdoor pool beckons with scenic vineyard views.
฿4,401
฿4,994 total
includes taxes & fees
27 Aug - 28 Aug
Borgo di Pietrafitta Relais
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 rustic stone building with a garden in front.
A stone building with ivy-covered walls, a stone pathway, and a garden with flowers.

3. Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
  • Scenic Tuscan escape with a poolside paradise and winery at your doorstep.
฿3,774
฿4,381 total
includes taxes & fees
21 Sept - 22 Sept
Belvedere di San Leonino
A swimming pool with lounge chairs and an umbrella, surrounded by trees.
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 room with a wooden floor, a bathtub, a chair, a bed, and large windows offering a view of the countryside.

4. Fattoria di Vegi

Fattoria di Vegi
Castellina in Chianti
฿12,720
฿14,221 total
includes taxes & fees
22 Sept - 23 Sept
Fattoria di Vegi
A pool with clear water and a row of white lounge chairs facing a scenic hillside view.
A stone-walled hallway with a staircase, a glass table with a red cushion, and a wooden cabinet.
An outdoor patio with round tables and chairs, surrounded by potted plants and flowers.
A cozy living room with two beige sofas, a glass coffee table, and a patterned rug.

5. 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.
฿7,302
฿8,261 total
includes taxes & fees
8 Sept - 9 Sept
Palazzo Squarcialupi
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 sculpture of two figures in a garden with a windmill in the background.
A castle-like building with a swimming pool and a well-maintained garden.

6. Agriturismo Villa Godenano - Pool & Restaurant

Agriturismo Villa Godenano - Pool & Restaurant
Castellina in Chianti
  • Dive into this Tuscan paradise with a seasonal pool and umbrellas for ultimate summer relaxation.
฿5,215
฿5,889 total
includes taxes & fees
30 Aug - 31 Aug
Agriturismo Villa Godenano - Pool & Restaurant
A swimming pool with stone walls, lounge chairs, and a building with stone architecture.
A stone building with a staircase leading up to a window, surrounded by lush greenery and flowering plants.
A stone building with a gravel path leading to a wooden door. There are potted plants and a metal gate in the foreground.
A stone-walled dining area with tables set for a meal, a stone fireplace, and a sign indicating 'Colleluono'.

7. Collelungo

Collelungo
Castellina in Chianti
  • Sip and splash at this enchanting farm stay, featuring a seasonal outdoor pool and attached winery.
฿4,307
฿4,891 total
includes taxes & fees
15 Sept - 16 Sept
Collelungo
A pool area with lounge chairs and umbrellas, surrounded by lush greenery and hills in the background.
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 dining area with a table set for two, featuring wine bottles and bread.

8. 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.
฿10,471
฿11,670 total
includes taxes & fees
4 Sept - 5 Sept
Castello La Leccia
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.

9. 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.
฿5,202
฿5,837 total
includes taxes & fees
27 Aug - 28 Aug
Albergo Il Colombaio
A pool area with a view of vineyards and hills.
A stone building with a courtyard, a swimming pool, and vineyard fields in the background.
A buffet setup with various baked goods and pastries, including a bundt cake, arranged on a wooden table with a stone wall background.
An outdoor dining area with tables and chairs, a pergola structure, and potted plants.

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.
฿6,391
฿7,107 total
includes taxes & fees
8 Sept - 9 Sept
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

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.
A pool area with lounge chairs and umbrellas, surrounded by lush greenery and hills in the background.
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

Castello La Leccia
Castellina in Chianti
฿10,471
฿11,670 total
includes taxes & fees
4 Sept - 5 Sept
Castello La Leccia
A large stone building with a tower, surrounded by lush greenery and a well-maintained lawn.
A vineyard landscape with rows of grapevines and a person holding a glass.
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.

Locanda le Piazze

Locanda le Piazze
Castellina in Chianti
฿12,486
฿13,964 total
includes taxes & fees
1 Sept - 2 Sept
Locanda le Piazze
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 poolside area with lounge chairs and a view of the night sky.
A rustic stone building with a garden in front.

Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
฿3,774
฿4,381 total
includes taxes & fees
21 Sept - 22 Sept
Belvedere di San Leonino
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
฿4,401
฿4,994 total
includes taxes & fees
27 Aug - 28 Aug
Borgo di Pietrafitta Relais
A pool with clear water and a row of white lounge chairs facing a scenic hillside view.
A spa room with a stone ceiling, a circular hot tub, a window, and a bench.
A spa room with a stone ceiling, a window with frosted glass, a bed with pillows, and a wall-mounted artwork.
A stone-walled hallway with a staircase, a glass table with a red cushion, and a wooden cabinet.

Palazzo Squarcialupi

Palazzo Squarcialupi
Castellina in Chianti
฿7,302
฿8,261 total
includes taxes & fees
8 Sept - 9 Sept
Palazzo Squarcialupi
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 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.

Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi
Castellina in Chianti
฿3,751
฿4,240 total
includes taxes & fees
20 Sept - 21 Sept
Hotel Colle Etrusco Salivolpi
A stately building with a grand entrance, multiple arches, and a well-lit facade.
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 well-decorated living room with a sofa, a coffee table, and a vase with flowers.

Fattoria di Vegi

Fattoria di Vegi
Castellina in Chianti
฿12,720
฿14,221 total
includes taxes & fees
22 Sept - 23 Sept
Fattoria di Vegi
A stone building with a courtyard, a swimming pool, and vineyard fields in the background.
A pool area with a view of vineyards and hills.
A buffet setup with various baked goods and pastries, including a bundt cake, arranged on a wooden table with a stone wall background.
An outdoor dining area with tables and chairs, a pergola structure, and potted plants.

Riserva di Fizzano Residence

Riserva di Fizzano Residence
Castellina in Chianti
฿6,391
฿7,107 total
includes taxes & fees
8 Sept - 9 Sept
Riserva di Fizzano Residence
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
฿5,202
฿5,837 total
includes taxes & fees
27 Aug - 28 Aug
Albergo Il Colombaio
An aerial view of a villa with a swimming pool, surrounded by lush greenery and a hilly landscape.
A building with arched windows, a courtyard with a pond, and a metal fence.
A traditional villa with a tiled roof, surrounded by lush greenery and hills.
A view through a wooden-framed window with a stone archway, a brick wall, and a tiled roof.

Hotel Casafrassi

Hotel Casafrassi
Castellina in Chianti
฿2,393
฿2,861 total
includes taxes & fees
25 Aug - 26 Aug
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
"The best hostel in Florence."
Divya 2-night trip
Posted 2 hours ago
Plus Florence - Hostel

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 Alta Val d'Elsa River Park and Chianti Sculpture 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.

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