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 Family Hotels

Tonight
3 Oct - 4 Oct
Tomorrow
4 Oct - 5 Oct
Next weekend
9 Oct - 11 Oct
In two weeks
16 Oct - 18 Oct

Our top choices for Castellina in Chianti family-friendly hotels

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.
A cozy living room with two beige sofas, a glass coffee table, and a patterned rug.
A spa room with a stone ceiling, a circular hot tub, a window, and a bench.

1. Palazzo Squarcialupi

Palazzo Squarcialupi
Castellina in Chianti
AED 739
AED 838 total
includes taxes & fees
21 Oct - 22 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 rustic interior with a brick archway, wooden beams, a bar area, and potted plants.

2. Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi
Castellina in Chianti
AED 371
AED 420 total
includes taxes & fees
26 Oct - 27 Oct
Hotel Colle Etrusco Salivolpi
A small wooden cabin surrounded by a circular gravel path, with a playground in the background.
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 dining area with a stone wall, wooden beams, and a table set for four with wine glasses and plates.

3. Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais
Castellina in Chianti
  • Create memories at this countryside retreat with a dedicated playground, outdoor pool, and family adventures for all ages.
AED 304
AED 351 total
includes taxes & fees
25 Oct - 26 Oct
Borgo di Pietrafitta Relais
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.
A sculpture of two figures in a garden with a windmill in the background.

4. Agriturismo Villa Godenano - Pool & Suites

Agriturismo Villa Godenano - Pool & Suites
Castellina in Chianti
AED 545
AED 616 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 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 bench in a park with a lamp post and a building in the background.

5. Villa Casalecchi Country Hotel

Villa Casalecchi Country Hotel
Castellina in Chianti
  • Outdoor pool paradise in Chianti where families relax under Tuscan sun, with cribs available and horseback riding nearby.
AED 506
AED 581 total
includes taxes & fees
9 Oct - 10 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 building with a large arched doorway, a bench, and a potted plant outside.
A stone-walled room with tables set for dining, a staircase, and a lamp.

6. Albergo Il Colombaio

Albergo Il Colombaio
Castellina in Chianti
AED 484
AED 545 total
includes taxes & fees
11 Oct - 12 Oct
Albergo Il Colombaio
A kitchen with wooden cabinets, a glass display case, and a dining area with a table and chairs.
A bedroom with a bed, a painting, and a bathroom door.
A room with a window featuring sheer curtains, a radiator below, and a view of a green landscape.
A building with a sign reading "MARIANI B&B" and a statue of a cherub in front.

7. Mariani Bed & Breakfast

Mariani Bed & Breakfast
Castellina in Chianti
AED 321
AED 370 total
includes taxes & fees
13 Oct - 14 Oct
Mariani Bed & Breakfast
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 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.

8. Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
  • Tuscan family adventures await at this hillside haven with a sparkling outdoor pool, wine tastings, and kid-friendly activities.
AED 449
AED 519 total
includes taxes & fees
15 Oct - 16 Oct
Belvedere di San Leonino
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 view through a wooden-framed window with a stone archway, a brick wall, and a tiled roof.
A bar area with brick arches, wooden barrels, leather seating, and a wine rack.

9. Hotel Casafrassi

Hotel Casafrassi
Castellina in Chianti
AED 222
AED 268 total
includes taxes & fees
4 Oct - 5 Oct
Hotel Casafrassi
A stone building with a courtyard, a swimming pool, and vineyard fields in the background.
A stone building with a wooden door and a balcony with flower planters.
A buffet setup with various baked goods and pastries, including a bundt cake, arranged on a wooden table with a stone wall background.
A pool area with a view of vineyards and hills.

10. Riserva di Fizzano Residence

Riserva di Fizzano Residence
Castellina in Chianti
  • Family escape with vineyard views, children's pool, and on-site dining offers relaxation in Tuscany's wine country.
AED 575
AED 641 total
includes taxes & fees
8 Oct - 9 Oct
Riserva di Fizzano Residence
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Choose what matters most at family-friendly hotels in Castellina in Chianti

Pool
Breakfast included
All-inclusive
4 stars
5 stars

Family-friendly hotels with pools in Castellina in Chianti

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 dining area with a stone wall, wooden beams, and a table set for four with wine glasses and plates.
A cozy living room with a stone fireplace, striped sofas, and a coffee table.

Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais
Castellina in Chianti
AED 304
AED 351 total
includes taxes & fees
25 Oct - 26 Oct
Borgo di Pietrafitta Relais
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 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 449
AED 519 total
includes taxes & fees
15 Oct - 16 Oct
Belvedere di San Leonino
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.
A sculpture of two figures in a garden with a windmill in the background.

Agriturismo Villa Godenano - Pool & Suites

Agriturismo Villa Godenano - Pool & Suites
Castellina in Chianti
AED 545
AED 616 total
includes taxes & fees
27 Oct - 28 Oct
Agriturismo Villa Godenano - Pool & Suites
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 stone-walled room with tables set for dining, a staircase, and a lamp.

Albergo Il Colombaio

Albergo Il Colombaio
Castellina in Chianti
AED 484
AED 545 total
includes taxes & fees
11 Oct - 12 Oct
Albergo Il Colombaio
A pool area with lounge chairs and umbrellas, surrounded by greenery and a stone building.
A stone wall with a sign reading "pool" and a lantern. There are various plants and flowers, including white and red roses.
A stone building with outdoor seating, potted plants, and flags.
An open door leading to a patio with a round wooden table and chairs, overlooking a hilly landscape.

Residenzia del Sogno

Residenzia del Sogno
Castellina in Chianti
AED 464
AED 527 total
includes taxes & fees
6 Oct - 7 Oct
Residenzia del Sogno
A stone staircase leading up to a historic building with a tower, surrounded by lavender fields.
A kitchen with a checkered backsplash, a fireplace, and a dining area with chairs.
An aerial view of a rural estate with stone buildings, a tennis court, and surrounding greenery.
A stone wall with a table and chairs, a wooden bench, and a view of a forested area.

Istrice cosy apartment in the Chianti garden swimming pool, tennis and wifi

Istrice cosy apartment in the Chianti garden swimming pool, tennis and wifi
Toscana
Istrice cosy apartment in the Chianti garden swimming pool, tennis and wifi
A rustic outdoor dining area with a stone wall, wooden furniture, and potted plants.
A rectangular pool with a tiled edge, surrounded by lounge chairs and umbrellas, with a stone wall and greenery in the background.
A kitchen with wooden beams, white cabinets, a dining table with chairs, and an open door leading outside.
A bedroom with a bed, a desk, a chair, a lamp, a window, and a view of trees.

La Misura, cottage with garden and swimming pool on the hills of Chianti

La Misura, cottage with garden and swimming pool on the hills of Chianti
Castellina in Chianti
La Misura, cottage with garden and swimming pool on the hills of Chianti
A stone staircase leading up to a historic building with a tower, surrounded by lavender fields.
A pool with a clear view of the surrounding landscape, a stone wall, and a fenced area.
A bedroom with a wooden ceiling, a bed with striped bedding, two bedside tables with lamps, a wooden wardrobe, and a painting on the wall.
An aerial view of a rural estate with stone buildings, a tennis court, and surrounding greenery.

Rondine cosy apartment in the Chianti garden pool tennis wifi

Rondine cosy apartment in the Chianti garden pool tennis wifi
Toscana
Rondine cosy apartment in the Chianti garden pool tennis wifi
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
"Once you get to the property the staff were all wonderful but the communication prior to arrival was none no answers to any of my questions through Expedia. The city bus is across the street takes you into Florence for 2 euros but make sure you validate your ticket front of bus to avoid a hefty fine. I loved that we could cook breakfast before heading out and there is a grocery store onsite."
tina 3-night trip
Posted 7 hours ago
Hu Firenze Camping In Town
Bernini Palace

Bernini Palace

10/10 Excellent
"The breakfast was excellent as was the bar and the staff were superb"
Gary 4-night trip
Posted 11 hours ago
Bernini Palace
Radisson Blu Hotel, Florence

Radisson Blu Hotel, Florence

10/10 Excellent
"Great hotel and knowledgeable staff. We had a front desk person, which is from the Philippines and recommended great restaurant and helped us on our extended stay."
Miguel 1-night trip
Posted 15 hours ago
Radisson Blu Hotel, Florence
Villa Neroli

Villa Neroli

10/10 Excellent
"The property was magnificent - much nicer than what was depicted in the web photos. The staff was exceptional ... whether it was the administrative staff, the servers, or the cleaning staff, all realized that they were there to service their guests and they provided quality services consistently during our stay. The breakfast was exceptional. A very pleased guest!"
john 7-night trip
Posted 1 day ago
Villa Neroli
Art Hotel Villa Agape

Art Hotel Villa Agape

8/10 Good
"Beautiful property. The restaurant and breakfast are great. Rooms are cozy and quaint. To consider there shuttle is only to get you to the bridge and walk or cab from there to wherever you’re going. It’s the distance from places such as stores restaurants be prepared for any extra needs of expenses such as bottled water or snacks. Make sure the wine card you prepay for self serve you return for credit it’s $10 a glass and it’s about three sips. But beautiful place and great for quiet and privacy."
Stephen 2-night trip
Posted 2 days ago
Art Hotel Villa Agape
Hotel Albani Firenze

Hotel Albani Firenze

8/10 Good
"Stayed here for 5 nights. Everything here was very nice. Our maid was very sweet and spoke rapidly to us in Italian thinking that we understood every word 😂. The main reason I rated this 4 and not 5 stars was that the breakfast buffet never changed. It was good…but got boring."
David 5-night trip
Posted 2 days ago
Hotel Albani Firenze
Grand Hotel Baglioni

Grand Hotel Baglioni

10/10 Excellent
"Great location if you’re wanting to train for any day trips. Friendly staff and great food. Recommend the breakfast and having a dinner at the rooftop restaurant."
Lisa 8-night trip
Posted 3 days ago
Grand Hotel Baglioni
Hotel Santa Maria Novella

Hotel Santa Maria Novella

10/10 Excellent
"Everything was good for room , staff , breakfast and location."
aziz 2-night trip
Posted 4 days ago
Hotel Santa Maria Novella
Grand Hotel Cavour

Grand Hotel Cavour

10/10 Excellent
"Beautifully appointed hotel with an exceptional staff."
Jeanine 2-night trip
Posted 4 days ago
Grand Hotel Cavour

Frequently asked questions

What's Castellina in Chianti like for family-friendly vacations?
The remote destination of Castellina in Chianti is a great choice if you've been thinking about a vacation with the kids. The swimming spots and forests are just a few things that make this the ideal place for a family vacation. Take to the air and fly into Florence Airport, Peretola (FLR), which is located 23.2 mi (37.4 km) from the city center.
What's the best hotel for a family vacation in Castellina in Chianti?
Belvedere di San Leonino is a hotel with an outdoor pool and a restaurant, and it's a top choice on Expedia for families. Borgo di Pietrafitta Relais is another good option for your family trip.
How many family-friendly hotels will I find in Castellina in Chianti?
Expedia has 5 family-friendly hotels and other accommodations in Castellina in Chianti.
When's the best time to book a family-friendly vacation in Castellina in Chianti?
The hottest months are usually August and July with an average temp of 72°F, while the coldest months are January and February with an average of 44°F. Average annual precipitation for Castellina in Chianti is 37 inches.
What's there to see and do with your family in Castellina in Chianti?
While you are visiting Castellina in Chianti, you and the family might want to check out some interesting spots such as Archaeological Museum of Chianti, Walls of Monteriggioni, and Chianti Observatory. Make sure you have lots of time for activities like Borgo di Vescine - Tenute di Castelvecchi and Archeodromo di Poggibonsi.

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