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

Castellina in Chianti Hotels with Swimming Pool

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Check availability on Castellina in Chianti Hotels with Swimming Pools

Tonight
9 Sept - 10 Sept
Tomorrow
10 Sept - 11 Sept
This weekend
11 Sept - 13 Sept
Next weekend
18 Sept - 20 Sept

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 rustic interior with a brick archway, wooden beams, a bar area, and potted plants.
A spacious lobby with a stone archway, wooden ceiling beams, a bar area with a wine rack, and a reception desk.

1. Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi
Castellina in Chianti
  • Sun-drenched Tuscan pool retreat offers garden-framed relaxation and poolside cocktails.
RM464
RM525 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 stone building with a courtyard, a covered seating area, and a small bell tower.
A cozy living room with a stone fireplace, striped sofas, and a coffee table.
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.
RM614
RM694 total
includes taxes & fees
4 Oct - 5 Oct
Borgo di Pietrafitta Relais
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 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.

3. Hotel Casafrassi

Hotel Casafrassi
Castellina in Chianti
  • Sun-soaked seasonal pool oasis in the heart of a Tuscan wine resort with loungers and umbrellas.
RM275
RM331 total
includes taxes & fees
13 Sept - 14 Sept
Hotel Casafrassi
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.

4. 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.
RM705
RM794 total
includes taxes & fees
24 Sept - 25 Sept
Agriturismo Villa Godenano - Pool & Restaurant
A poolside area with lounge chairs and a view of the night sky.
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.
A rustic stone building with a garden in front.

5. Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
  • Scenic Tuscan escape with a poolside paradise and winery at your doorstep.
RM465
RM540 total
includes taxes & fees
21 Sept - 22 Sept
Belvedere di San Leonino
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.
A courtyard with stone buildings, tables with white tablecloths, and chairs arranged for dining.
A historic stone building with multiple levels, surrounded by lush greenery and yellow flowering plants.

6. 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.
RM1,314
RM1,464 total
includes taxes & fees
9 Oct - 10 Oct
Castello La Leccia
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.
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.

7. 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.
RM937
RM1,059 total
includes taxes & fees
16 Sept - 17 Sept
Palazzo Squarcialupi
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 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.

8. 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.
RM688
RM785 total
includes taxes & fees
9 Oct - 10 Oct
Villa Casalecchi Country Hotel
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 cozy living room with a fireplace, comfortable seating, and a rustic ceiling.
A large stone building with a tower, surrounded by lush greenery and a well-maintained lawn.

9. Locanda le Piazze

Locanda le Piazze
Castellina in Chianti
  • Savour countryside luxury at the outdoor pool, where vineyard views and poolside cocktails create an idyllic Tuscan escape.
RM1,546
RM1,729 total
includes taxes & fees
24 Sept - 25 Sept
Locanda le Piazze
A swimming pool with stone walls, lounge chairs, and a building with stone architecture.
A stone building with a balcony and a garden with pink flowers.
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 building with a staircase leading up to a window, surrounded by lush greenery and flowering plants.

10. Collelungo

Collelungo
Castellina in Chianti
  • Sip and splash at this enchanting farm stay, featuring a seasonal outdoor pool and attached winery.
RM531
RM603 total
includes taxes & fees
28 Sept - 29 Sept
Collelungo
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 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 interior with a brick archway, wooden beams, a bar area, and potted plants.
A stone building with a wooden bench outside.

Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi
Castellina in Chianti
RM464
RM525 total
includes taxes & fees
20 Sept - 21 Sept
Hotel Colle Etrusco Salivolpi
A stone-walled dining area with a table set for four, a bench, and a view through an open doorway to the outside.
A stone building with a courtyard, a covered seating area, and a small bell tower.
A cozy living room with a stone fireplace, striped sofas, and a coffee table.
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
RM614
RM694 total
includes taxes & fees
4 Oct - 5 Oct
Borgo di Pietrafitta Relais
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 spacious dining area with wooden tables and chairs, a fireplace, and a modern kitchen in the background.
A vineyard landscape with rows of grapevines and a person holding a glass.

Locanda le Piazze

Locanda le Piazze
Castellina in Chianti
RM1,546
RM1,729 total
includes taxes & fees
24 Sept - 25 Sept
Locanda le Piazze
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
RM927
RM1,030 total
includes taxes & fees
14 Sept - 15 Sept
Riserva di Fizzano Residence
A pool with clear water and a row of white lounge chairs facing a scenic hillside view.
An outdoor patio with round tables and chairs, surrounded by potted plants and flowers.
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
RM937
RM1,059 total
includes taxes & fees
16 Sept - 17 Sept
Palazzo Squarcialupi
A historic stone building with multiple levels, surrounded by lush greenery and yellow flowering plants.
A pool area with lounge chairs and umbrellas, surrounded by lush greenery and hills in the background.
A courtyard with stone buildings, tables with white tablecloths, and chairs arranged for dining.
A dining area with a table set for two, featuring wine bottles and bread.

Castello La Leccia

Castello La Leccia
Castellina in Chianti
RM1,314
RM1,464 total
includes taxes & fees
9 Oct - 10 Oct
Castello La Leccia
A stately building with a grand entrance, multiple arches, and a well-lit facade.
A well-decorated living room with a sofa, a coffee table, and a vase with flowers.
A spacious living room with two sofas, a coffee table, and a mural of trees on the walls.
A restaurant with stone walls, wooden furniture, and a wine cellar.

Fattoria di Vegi

Fattoria di Vegi
Castellina in Chianti
RM1,446
RM1,619 total
includes taxes & fees
29 Sept - 30 Sept
Fattoria di Vegi
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 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
RM275
RM331 total
includes taxes & fees
13 Sept - 14 Sept
Hotel Casafrassi
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 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.
A poolside area with lounge chairs and a view of the night sky.

Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
RM465
RM540 total
includes taxes & fees
21 Sept - 22 Sept
Belvedere di San Leonino
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 & Restaurant

Agriturismo Villa Godenano - Pool & Restaurant
Castellina in Chianti
RM705
RM794 total
includes taxes & fees
24 Sept - 25 Sept
Agriturismo Villa Godenano - Pool & Restaurant
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 spacious dining area with wooden tables and chairs, a fireplace, and a modern kitchen in the background.
A vineyard landscape with rows of grapevines and a person holding a glass.

Locanda le Piazze

Locanda le Piazze
Castellina in Chianti
RM1,546
RM1,729 total
includes taxes & fees
24 Sept - 25 Sept
Locanda le Piazze
A pool with clear water and a row of white lounge chairs facing a scenic hillside view.
An outdoor patio with round tables and chairs, surrounded by potted plants and flowers.
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
RM937
RM1,059 total
includes taxes & fees
16 Sept - 17 Sept
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 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.
A poolside area with lounge chairs and a view of the night sky.

Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
RM465
RM540 total
includes taxes & fees
21 Sept - 22 Sept
Belvedere di San Leonino
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 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
RM275
RM331 total
includes taxes & fees
13 Sept - 14 Sept
Hotel Casafrassi
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 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.

Villa Casalecchi Country Hotel

Villa Casalecchi Country Hotel
Castellina in Chianti
RM688
RM785 total
includes taxes & fees
9 Oct - 10 Oct
Villa Casalecchi Country Hotel
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

Hu Firenze Camping In Town

Hu Firenze Camping In Town

10/10 Excellent
"Love this place, came back twice. Literally had all you need . The shuttle downtown is amazing, exploring with families can be chaotic this helped. The pool gets a bit crowded during peak season but still worth a visit."
Ama 2-night trip
Posted 2 days ago
Hu Firenze Camping In Town

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 22Β°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 6Β°C.

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