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
13 Oct - 14 Oct
Tomorrow
14 Oct - 15 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 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 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.

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.
AED 734
AED 823 total
includes taxes & fees
7 Nov - 8 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 bedroom with a bed, bedside tables, a sofa, a window with curtains, and a wall with a painting.
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.
AED 712
AED 808 total
includes taxes & fees
18 Oct - 19 Oct
Palazzo Squarcialupi
A person in a white hat and white top walking towards a building with a pool, surrounded by greenery and a hilly landscape.
A large stone building with a tower, surrounded by lush greenery and a well-maintained lawn.
A cozy living room with a fireplace, comfortable seating, and a rustic ceiling.
A modern interior with a bar area, seating, and a staircase.

3. 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.
AED 1,341
AED 1,500 total
includes taxes & fees
21 Oct - 22 Oct
Locanda le Piazze
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.

4. Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi
Castellina in Chianti
  • Sun-drenched Tuscan pool retreat offers garden-framed relaxation and poolside cocktails.
AED 413
AED 466 total
includes taxes & fees
12 Nov - 13 Nov
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 dining area with a stone wall, wooden beams, and a table set for four with wine glasses and plates.

5. Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais
Castellina in Chianti
  • Countryside farm stay's outdoor pool beckons with scenic vineyard views.
AED 324
AED 373 total
includes taxes & fees
27 Oct - 28 Oct
Borgo di Pietrafitta Relais
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.

6. Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
  • Scenic Tuscan escape with a poolside paradise and winery at your doorstep.
AED 393
AED 456 total
includes taxes & fees
16 Oct - 17 Oct
Belvedere di San Leonino
A pool with lounge chairs and umbrellas, surrounded by stone tiles and trees.
A spacious bedroom with a large bed, a desk, and a chair. There is a painting on the wall and a window with curtains.
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.

7. 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.
AED 607
AED 684 total
includes taxes & fees
27 Oct - 28 Oct
Agriturismo Villa Godenano - Pool & Suites
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 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.

8. Fattoria di Vegi

Fattoria di Vegi
Castellina in Chianti
AED 894
AED 1,007 total
includes taxes & fees
26 Oct - 27 Oct
Fattoria di Vegi
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-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.

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.
AED 481
AED 541 total
includes taxes & fees
25 Oct - 26 Oct
Albergo Il Colombaio
An aerial view of a villa with a swimming pool, surrounded by lush greenery and a hilly landscape.
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.
A bar area with brick arches, wooden barrels, leather seating, and a wine rack.

10. Hotel Casafrassi

Hotel Casafrassi
Castellina in Chianti
  • Sun-soaked seasonal pool oasis in the heart of a Tuscan wine resort with loungers and umbrellas.
AED 220
AED 266 total
includes taxes & fees
14 Oct - 15 Oct
Hotel Casafrassi
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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 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.
A pool area with lounge chairs and umbrellas, surrounded by lush greenery and hills in the background.

Castello La Leccia

Castello La Leccia
Castellina in Chianti
AED 734
AED 823 total
includes taxes & fees
7 Nov - 8 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 dining area with a stone wall, wooden beams, and a table set for four with wine glasses and plates.

Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais
Castellina in Chianti
AED 324
AED 373 total
includes taxes & fees
27 Oct - 28 Oct
Borgo di Pietrafitta Relais
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 historic building with a courtyard, stone arches, and a tiled roof.
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
AED 712
AED 808 total
includes taxes & fees
18 Oct - 19 Oct
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 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

Hotel Colle Etrusco Salivolpi
Castellina in Chianti
AED 413
AED 466 total
includes taxes & fees
12 Nov - 13 Nov
Hotel Colle Etrusco Salivolpi
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
AED 393
AED 456 total
includes taxes & fees
16 Oct - 17 Oct
Belvedere di San Leonino
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 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
AED 894
AED 1,007 total
includes taxes & fees
26 Oct - 27 Oct
Fattoria di Vegi
A long table set for dining in a tunnel with wine barrels on one side.
A spacious bedroom with a large bed, a desk, and a chair. There is a painting on the wall and a window with curtains.
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.

Agriturismo Villa Godenano - Pool & Suites

Agriturismo Villa Godenano - Pool & Suites
Castellina in Chianti
AED 607
AED 684 total
includes taxes & fees
27 Oct - 28 Oct
Agriturismo Villa Godenano - Pool & Suites
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 bench in a park with a lamp post and a building in the background.
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
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 building with a large arched doorway, a bench, and a potted plant outside.
A pool area with lounge chairs and umbrellas, surrounded by greenery and trees.

Albergo Il Colombaio

Albergo Il Colombaio
Castellina in Chianti
AED 481
AED 541 total
includes taxes & fees
25 Oct - 26 Oct
Albergo Il Colombaio
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
AED 1,341
AED 1,500 total
includes taxes & fees
21 Oct - 22 Oct
Locanda le Piazze
View all properties

4-star hotels with pools in Castellina in Chianti

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 historic building with a courtyard, stone arches, and a tiled roof.
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
AED 712
AED 808 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 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
AED 393
AED 456 total
includes taxes & fees
16 Oct - 17 Oct
Belvedere di San Leonino
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
AED 1,341
AED 1,500 total
includes taxes & fees
21 Oct - 22 Oct
Locanda le Piazze
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 bench in a park with a lamp post and a building in the background.
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
Villa Casalecchi Country Hotel
A large tree in a well-maintained garden with a circular flower bed and a water feature in the background.
An aerial view of a villa with a swimming pool, surrounded by lush greenery and a hilly landscape.
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

Hotel Casafrassi
Castellina in Chianti
AED 220
AED 266 total
includes taxes & fees
14 Oct - 15 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

Villa Neroli

Villa Neroli

10/10 Excellent
"Overall A+ or 10"
Enrique 2-night trip
Posted less than an hour ago
Villa Neroli
Hu Firenze Camping In Town

Hu Firenze Camping In Town

10/10 Excellent
"The place was very clean, customer service was excellent, especially Caro who checked us in. We felt very safe and site is accessible to city centre. However, there are quite a number of areas to improve on: no chairs, or at minimum, stools in rooms/ glamptents, no tables, more hangers, basic toiletries like hand towels or hand soap. No space in washroom to put your toiletries. Laundry area is clean but very few dryers for the number of people who are in the site. There were I think only 5, the 6th one was out of service. Only a small table ti fold laundry, seemed like an afterthought to put in a small table. When we did our laundry, 2 people had left their dried laundry in 4 machines, 1 was being used. We were left with no machines and were told at reception that machines automatically shut off at 11. It was 1030 and wondering if we’d be able to make it in time."
Clarence 2-night trip
Posted 5 hours 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 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.