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
29 Sep - 30 Sep
Tomorrow
30 Sep - 1 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

Our top choices for Castellina in Chianti family-friendly hotels

A small wooden cabin surrounded by a circular gravel path, with a playground in the background.
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.
A swimming pool with lounge chairs and umbrellas, surrounded by a stone wall and lush greenery, overlooking a valley.

1. 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 307
AED 355 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 sculpture of two figures in a garden with a windmill in the background.
A spacious bedroom with a large bed, a desk, and a chair. There is a painting on the wall and a window with curtains.

2. Agriturismo Villa Godenano - Pool & Suites

Agriturismo Villa Godenano - Pool & Suites
Castellina in Chianti
AED 554
AED 626 total
includes taxes & fees
29 Oct - 30 Oct
Agriturismo Villa Godenano - Pool & Suites
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 rustic stone building with a garden in front.

3. 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 455
AED 525 total
includes taxes & fees
15 Oct - 16 Oct
Belvedere di San Leonino
A kitchen with wooden cabinets, a glass display case, and a dining area with a table and chairs.
A building with a sign reading "MARIANI B&B" and a statue of a cherub in front.
A room with a window featuring sheer curtains, a radiator below, and a view of a green landscape.
A bedroom with a bed, a painting, and a bathroom door.

4. Mariani Bed & Breakfast

Mariani Bed & Breakfast
Castellina in Chianti
AED 296
AED 342 total
includes taxes & fees
7 Oct - 8 Oct
Mariani Bed & Breakfast
A balcony with a table, chairs, and a bottle of wine, overlooking a vineyard and distant hills.
A bathroom with a glass-enclosed shower, a white sink, wooden cabinets, and a mirror with a hairdryer.
A balcony with a table set for two, overlooking a vineyard and distant hills.
A bedroom with a bed, bedside tables, a chair, and a window with curtains.

5. Casa Vacanze Squarcialupi

Casa Vacanze Squarcialupi
Castellina in Chianti
AED 463
AED 534 total
includes taxes & fees
19 Oct - 20 Oct
Casa Vacanze Squarcialupi
A pool area with lounge chairs and umbrellas, surrounded by greenery and a stone building.
An open door leading to a patio with a round wooden table and chairs, overlooking a hilly landscape.
A stone building with outdoor seating, potted plants, and flags.
A stone building with a sign reading "del sogno RESIDENZIA DEL SOGNO".

6. Residenzia del Sogno

Residenzia del Sogno
Castellina in Chianti
AED 470
AED 533 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 stone wall with a table and chairs, a wooden bench, and a view of a forested area.
A pool with a clear view of the surrounding landscape, a stone wall, and a fenced area.
An aerial view of a rural estate with stone buildings, a tennis court, and surrounding greenery.

7. 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 cozy living room with a fireplace, wooden furniture, and a stone wall.
A bathroom with a glass shower enclosure, a white sink, and a wooden vanity.
A rectangular pool with a tiled edge, surrounded by lounge chairs and umbrellas, with a stone wall and greenery in the background.

8. 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 candle on a tray with corks, a glass with a drink and an orange slice, and a table with chairs in an outdoor setting with arches in the background.
An interior corridor with arches, columns, and a brick wall.
A restaurant setting with wooden chairs, a white tablecloth, and a waiter attending to a table.
A corridor with a wooden door at the end, a metal railing on one side, and a light fixture above.

9. La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
AED 360
AED 430 total
includes taxes & fees
19 Oct - 20 Oct
La Certosa di Pontignano
A cobblestone street lined with historic stone buildings, some with ivy, and large terracotta pots with flowers.
Breakfast meal
Pool
A modern bathroom with a large wooden ceiling, a stone-tiled shower, and a round vessel sink.

10. Hotel Borgo San Luigi

Hotel Borgo San Luigi
Monteriggioni
AED 495
AED 574 total
includes taxes & fees
29 Oct - 30 Oct
Hotel Borgo San Luigi
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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 dining area with a stone wall, wooden beams, and a table set for four with wine glasses and plates.
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.

Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais
Castellina in Chianti
AED 307
AED 355 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 sculpture of two figures in a garden with a windmill in the background.
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 & Suites

Agriturismo Villa Godenano - Pool & Suites
Castellina in Chianti
AED 554
AED 626 total
includes taxes & fees
29 Oct - 30 Oct
Agriturismo Villa Godenano - Pool & Suites
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 rustic stone building with a garden in front.

Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
AED 455
AED 525 total
includes taxes & fees
15 Oct - 16 Oct
Belvedere di San Leonino
A pool area with lounge chairs and umbrellas, surrounded by greenery and a stone building.
An open door leading to a patio with a round wooden table and chairs, overlooking a hilly landscape.
A stone building with outdoor seating, potted plants, and flags.
A stone building with a sign reading "del sogno RESIDENZIA DEL SOGNO".

Residenzia del Sogno

Residenzia del Sogno
Castellina in Chianti
AED 470
AED 533 total
includes taxes & fees
6 Oct - 7 Oct
Residenzia del Sogno
A rustic outdoor dining area with a stone wall, wooden furniture, and potted plants.
A cozy living room with a fireplace, wooden furniture, and a stone wall.
A bedroom with a bed, a desk, a chair, a lamp, a window, and a view of trees.
A rectangular pool with a tiled edge, surrounded by lounge chairs and umbrellas, with a stone wall and greenery in the background.

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
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

Radisson Blu Hotel, Florence

Radisson Blu Hotel, Florence

8/10 Good
"Everything was great, staff were helpful. A couple comments I do have are: One of the staff let themselves into our room in the morning while I was still sleeping then saw me and said “sorry” and turned around and walked out. Weird. Also the room had a lot of thick cob webs and didn’t seem that they dust the room. Other than that, it was a very nice room and clean comfortable beds. Handicap accessible room needs some type of shower curtain to contain the water or the whole bathroom becomes a shower and it doesn’t dry which can be very slippery and everything is wet in there. The rest of the hotel was very nice and updated."
CRYSTAL 2-night trip
Posted less than an hour ago
Radisson Blu Hotel, Florence
Grand Hotel Cavour

Grand Hotel Cavour

10/10 Excellent
"Beautifully appointed hotel with an exceptional staff."
Jeanine 2-night trip
Posted 6 hours ago
Grand Hotel Cavour
Hotel Albani Firenze

Hotel Albani Firenze

8/10 Good
"The croissants and cappuccinos at breakfast were delicious. It was in a good location, close to the train station. The room and staff were decent."
Caroline 4-night trip
Posted 1 day ago
Hotel Albani Firenze
Villa Neroli

Villa Neroli

10/10 Excellent
"The staff was amazing and very helpful on recommendations for dining/attractions. I will be back for breakfast - excellent selections and the staff was excellent!!"
Jennifer 3-night trip
Posted 1 day ago
Villa Neroli
Art Hotel Villa Agape

Art Hotel Villa Agape

10/10 Excellent
"Simply beautiful and the perfect distance from hotel to Florence. The staff is very friendly."
Haris 1-night trip
Posted 1 day ago
Art Hotel Villa Agape
Hotel Delle Nazioni

Hotel Delle Nazioni

8/10 Good
"Nice hotel. Good breakfast. Friendly competent staff."
F Lynn 3-night trip
Posted 2 days ago
Hotel Delle Nazioni
Hu Firenze Camping In Town

Hu Firenze Camping In Town

10/10 Excellent
"The room was lovely. And clean. However the first night the A/C was not working and there was NO hot water. These were corrected the next day but no discount or other accommodation was given. Still, I highly recommend this establishment 😊"
Christie 2-night trip
Posted 5 days ago
Hu Firenze Camping In Town
Italiana Hotels Florence

Italiana Hotels Florence

10/10 Excellent
"Very convenient, great breakfast and location. Would 100% stay here again"
Daniel 3-night trip
Posted 8 days ago
Italiana Hotels Florence

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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