TOP Family-Friendly Hotels in Gaiole in Chianti for 2026 | Expedia.co.th

A stone castle with battlements overlooking a lush valley with vineyards.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check availability on Gaiole in Chianti Family-Friendly Hotels

Tonight

Tomorrow

This weekend

Next weekend

16 Oct - 18 Oct

Our top choices for Gaiole in Chianti family-friendly hotels

A swimming pool with a stone deck, surrounded by trees and a castle-like building in the background.

An outdoor dining area with stone buildings and a tower, illuminated by ambient lighting.

A stone building with a garden, tall trees, and a clear blue sky.

A restaurant with stone walls and a high ceiling, featuring tables set for dining.

1. Castello di Spaltenna- Small Luxury Hotels of the World

Gaiole in Chianti

฿11,131

฿12,622 total

includes taxes & fees

30 Oct - 31 Oct

A stone-walled room with a table set for breakfast, featuring pastries, fruits, and a coffee station.

An outdoor dining area with stone walls, tables, and chairs, surrounded by greenery and a stone building in the background.

A bedroom with a large bed, wooden beams, stone wall, and a stone fireplace.

A poolside area with lounge chairs and umbrellas, surrounded by stone flooring and greenery.

2. Ultimo Mulino Wellness Country Hotel

Gaiole in Chianti

Tuscan retreat offers poolside cabanas, kid-supervised swimming, and free bicycle rentals for memorable family adventures.

฿3,141

฿3,757 total

includes taxes & fees

22 Oct - 23 Oct

A swimming pool with a view of a historic building surrounded by olive trees.

An outdoor café with tables and chairs, surrounded by stone walls and greenery.

A stone building with a circular tower, a gravel pathway, and a metal archway leading to a wooden door.

An aerial view of a castle with a courtyard, surrounded by vineyards and dense trees.

3. Castello di Meleto

Gaiole in Chianti

฿4,457

฿5,204 total

includes taxes & fees

7 Oct - 8 Oct

A stone building with a tiled roof, surrounded by a well-maintained garden and a view of rolling hills.

A pool with a view of a mountainous landscape and a village in the background.

A stone building with a tiled roof, surrounded by a well-maintained garden with potted plants and a pathway.

A stone building with a tiled roof, a stone pathway, and a well-maintained lawn.

4. Cavarchino B&B

Gaiole in Chianti

฿5,017

฿5,821 total

includes taxes & fees

1 Nov - 2 Nov

A dining table with a meal, wine glasses, and a pepper mill.

A historic stone building with a large arched window and a small balcony.

An aerial view of a castle with a swimming pool, surrounded by dense forest and vineyards.

A stone building with a tower, surrounded by people dining at tables with candles.

5. Castello di Tornano Wine Resort

Gaiole in Chianti

฿5,129

฿5,944 total

includes taxes & fees

25 Oct - 26 Oct

A stone building with a yellow sign reading "b&b erioico".

A bathroom with a glass shower enclosure, a toilet, a sink with a wooden vanity, and a window with curtains.

A hotel room with neatly folded towels on the bed, a wooden headboard, and a green pendant light.

A stone building with a balcony, a bike rental sign, and a chair in the foreground.

6. L' Eroico

Gaiole in Chianti

฿4,582

฿5,343 total

includes taxes & fees

2 Nov - 3 Nov

A traditional stone building with a garden featuring geometric hedges and potted plants.

A spacious room with a high arched ceiling, frescoed walls, a white sofa, and a wooden cabinet.

A breakfast setting with a table set for two, including plates of fruit, a cup of coffee, a glass of juice, and a bottle of wine.

A view of a garden with neatly trimmed hedges and a central water feature.

7. Badia a Coltibuono

Gaiole in Chianti

฿5,120

฿5,934 total

includes taxes & fees

22 Oct - 23 Oct

A terrace with stone arches, green plants, and a table set for dining with a scenic mountain view.

A rectangular swimming pool with a view of mountains in the background.

A stone building with a balcony, potted plants, and a view of distant hills.

A stone house with a tiled roof, surrounded by greenery and a gravel path.

8. Podere L'Aquila

Gaiole in Chianti

฿5,562

฿15,448 total

includes taxes & fees

8 Oct - 9 Oct

View all properties

Choose what matters most at family-friendly hotels in Gaiole in Chianti

Pool

Breakfast included

All-inclusive

4 stars

5 stars

Family-friendly hotels with pools in Gaiole in Chianti

A swimming pool with a stone deck, surrounded by trees and a castle-like building in the background.

An outdoor dining area with stone buildings and a tower, illuminated by ambient lighting.

A stone building with a garden, tall trees, and a clear blue sky.

A restaurant with stone walls and a high ceiling, featuring tables set for dining.

Castello di Spaltenna- Small Luxury Hotels of the World

Gaiole in Chianti

฿11,131

฿12,622 total

includes taxes & fees

30 Oct - 31 Oct

A stone-walled room with a table set for breakfast, featuring pastries, fruits, and a coffee station.

An outdoor dining area with stone walls, tables, and chairs, surrounded by greenery and a stone building in the background.

A bedroom with a large bed, wooden beams, stone wall, and a stone fireplace.

A poolside area with lounge chairs and umbrellas, surrounded by stone flooring and greenery.

Ultimo Mulino Wellness Country Hotel

Gaiole in Chianti

฿3,141

฿3,757 total

includes taxes & fees

22 Oct - 23 Oct

A stone building with a tiled roof, surrounded by a well-maintained garden and a view of rolling hills.

A pool with a view of a mountainous landscape and a village in the background.

A stone building with a tiled roof, surrounded by a well-maintained garden with potted plants and a pathway.

A stone building with a tiled roof, a stone pathway, and a well-maintained lawn.

Cavarchino B&B

Gaiole in Chianti

฿5,017

฿5,821 total

includes taxes & fees

1 Nov - 2 Nov

A swimming pool with a view of a historic building surrounded by olive trees.

An outdoor café with tables and chairs, surrounded by stone walls and greenery.

A stone building with a circular tower, a gravel pathway, and a metal archway leading to a wooden door.

An aerial view of a castle with a courtyard, surrounded by vineyards and dense trees.

Castello di Meleto

Gaiole in Chianti

฿4,457

฿5,204 total

includes taxes & fees

7 Oct - 8 Oct

A terrace with stone arches, green plants, and a table set for dining with a scenic mountain view.

A rectangular swimming pool with a view of mountains in the background.

A stone building with a balcony, potted plants, and a view of distant hills.

A stone house with a tiled roof, surrounded by greenery and a gravel path.

Podere L'Aquila

Gaiole in Chianti

฿5,562

฿15,448 total

includes taxes & fees

8 Oct - 9 Oct

A rustic stone building with a wooden pergola, outdoor seating, and a garden with various plants.

A historic stone building with a large arched window and a small balcony.

An aerial view of a castle with a swimming pool, surrounded by dense forest and vineyards.

A stone building with a tower, surrounded by people dining at tables with candles.

Castello di Tornano Wine Resort

Gaiole in Chianti

฿5,129

฿5,944 total

includes taxes & fees

25 Oct - 26 Oct

A traditional stone building with a garden featuring geometric hedges and potted plants.

A spacious room with a high arched ceiling, frescoed walls, a white sofa, and a wooden cabinet.

A breakfast setting with a table set for two, including plates of fruit, a cup of coffee, a glass of juice, and a bottle of wine.

A view of a garden with neatly trimmed hedges and a central water feature.

Badia a Coltibuono

Gaiole in Chianti

฿5,120

฿5,934 total

includes taxes & fees

22 Oct - 23 Oct

A pool with a statue in the center, surrounded by trees and hills.

A stone pathway flanked by wooden barrels with red bands, leading to a distant view of a hill.

A breakfast buffet with various meats, cheeses, and bread, set against a stone wall backdrop.

Room

Borgo Casa al Vento

Gaiole in Chianti

฿5,674

฿6,543 total

includes taxes & fees

1 Nov - 2 Nov

A stone staircase leading to a door, surrounded by stone walls and a potted plant with green leaves and purple flowers.

A pool surrounded by lush greenery and vineyards, with a stone building in the background.

A stone building with a wooden door, outdoor seating, and a pergola with vines.

A rustic interior with a stone fireplace, wooden beams, and a staircase leading to an upper level.

Agriturismo San Sano

Gaiole in Chianti

฿2,452

฿2,848 total

includes taxes & fees

18 Oct - 19 Oct

A stone building with a garden in front.

A courtyard with stone walls, potted plants, and a metal fence.

A view through a window with a metal grid, featuring a stone building, greenery, and a clear sky.

A woman sitting by a pool with lounge chairs and umbrellas in the background.

Borgo Argenina

Gaiole in Chianti

฿5,741

฿6,617 total

includes taxes & fees

15 Oct - 16 Oct

View all properties

Family-friendly hotels with free breakfast in Gaiole in Chianti

A swimming pool with a stone deck, surrounded by trees and a castle-like building in the background.

An outdoor dining area with stone buildings and a tower, illuminated by ambient lighting.

A stone building with a garden, tall trees, and a clear blue sky.

A restaurant with stone walls and a high ceiling, featuring tables set for dining.

Castello di Spaltenna- Small Luxury Hotels of the World

Gaiole in Chianti

฿11,131

฿12,622 total

includes taxes & fees

30 Oct - 31 Oct

A stone-walled room with a table set for breakfast, featuring pastries, fruits, and a coffee station.

An outdoor dining area with stone walls, tables, and chairs, surrounded by greenery and a stone building in the background.

A bedroom with a large bed, wooden beams, stone wall, and a stone fireplace.

A poolside area with lounge chairs and umbrellas, surrounded by stone flooring and greenery.

Ultimo Mulino Wellness Country Hotel

Gaiole in Chianti

฿3,141

฿3,757 total

includes taxes & fees

22 Oct - 23 Oct

A swimming pool with a view of a historic building surrounded by olive trees.

An outdoor café with tables and chairs, surrounded by stone walls and greenery.

A stone building with a circular tower, a gravel pathway, and a metal archway leading to a wooden door.

An aerial view of a castle with a courtyard, surrounded by vineyards and dense trees.

Castello di Meleto

Gaiole in Chianti

฿4,457

฿5,204 total

includes taxes & fees

7 Oct - 8 Oct

A stone building with a tiled roof, surrounded by a well-maintained garden and a view of rolling hills.

A pool with a view of a mountainous landscape and a village in the background.

A stone building with a tiled roof, surrounded by a well-maintained garden with potted plants and a pathway.

A stone building with a tiled roof, a stone pathway, and a well-maintained lawn.

Cavarchino B&B

Gaiole in Chianti

฿5,017

฿5,821 total

includes taxes & fees

1 Nov - 2 Nov

A rustic stone building with a wooden pergola, outdoor seating, and a garden with various plants.

A historic stone building with a large arched window and a small balcony.

An aerial view of a castle with a swimming pool, surrounded by dense forest and vineyards.

A stone building with a tower, surrounded by people dining at tables with candles.

Castello di Tornano Wine Resort

Gaiole in Chianti

฿5,129

฿5,944 total

includes taxes & fees

25 Oct - 26 Oct

A traditional stone building with a garden featuring geometric hedges and potted plants.

A spacious room with a high arched ceiling, frescoed walls, a white sofa, and a wooden cabinet.

A breakfast setting with a table set for two, including plates of fruit, a cup of coffee, a glass of juice, and a bottle of wine.

A view of a garden with neatly trimmed hedges and a central water feature.

Badia a Coltibuono

Gaiole in Chianti

฿5,120

฿5,934 total

includes taxes & fees

22 Oct - 23 Oct

A stone building with a yellow sign reading "b&b erioico".

An aerial view of a town with a central square, surrounding buildings, and vineyards.

A stone building with a wooden door and shutters, a sign reading "b.v. eroico", and a number "19" on the wall.

A modern dining area with a wooden table, glass vases, and a staircase with glass railings.

L' Eroico

Gaiole in Chianti

฿4,582

฿5,343 total

includes taxes & fees

2 Nov - 3 Nov

A pool with a statue in the center, surrounded by trees and hills.

A stone pathway flanked by wooden barrels with red bands, leading to a distant view of a hill.

A breakfast buffet with various meats, cheeses, and bread, set against a stone wall backdrop.

Room

Borgo Casa al Vento

Gaiole in Chianti

฿5,674

฿6,543 total

includes taxes & fees

1 Nov - 2 Nov

A stone staircase leading to a door, surrounded by stone walls and a potted plant with green leaves and purple flowers.

A pool surrounded by lush greenery and vineyards, with a stone building in the background.

A stone building with a wooden door, outdoor seating, and a pergola with vines.

A rustic interior with a stone fireplace, wooden beams, and a staircase leading to an upper level.

Agriturismo San Sano

Gaiole in Chianti

฿2,452

฿2,848 total

includes taxes & fees

18 Oct - 19 Oct

A stone building with a garden in front.

A courtyard with stone walls, potted plants, and a metal fence.

A view through a window with a metal grid, featuring a stone building, greenery, and a clear sky.

A woman sitting by a pool with lounge chairs and umbrellas in the background.

Borgo Argenina

Gaiole in Chianti

฿5,741

฿6,617 total

includes taxes & fees

15 Oct - 16 Oct

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 Gaiole in Chianti Hotel Reviews

Radisson Blu Hotel, Florence

Radisson Blu Hotel, Florence

10/10 Excellent

"Amazing hotel, amenities, food, staff & location. This was a gem to find & so enjoyable to stay at. Loved it"

Hu Firenze Camping In Town

Hu Firenze Camping In Town

8/10 Good

"A very well maintained campsite with good amenities and a bustling friendly atmosphere on the whole. The only downside is beyond the control of the campsite and was the bus service into central Florence. Appalling service with infrequent and misleading times. Overall other than the logistics of going to central Florence I would recommend the campsite highly"

Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent

"This was a beautiful hotel! Everything from the room to the amenities to the staff. Most of the amenities are complimentary (sauna, steam room, pool, gym, etc). The staff were very helpful as well. We would absolutely stay here again."

Hotel Mulino di Firenze, WorldHotels Crafted

Hotel Mulino di Firenze, WorldHotels Crafted

10/10 Excellent

"From the moment we arrived to the moment we left the staff were fantastic. Lapo, at the front desk, was extremely helpful in making last minute arrangements for anything we needed. The entire staff from the porters, bar tenders, cleaning staff and managers were friendly and accommodating. The property was picturesque and absolutely stunning. We wish we would have stayed more days just to enjoy the property itself. If you're having an afternoon drink on the patio bar or enjoying a scrumptious evening meal in the restaurant you will not be disappointed."

Poderi Arcangelo

Poderi Arcangelo

10/10 Excellent

"Beautiful property, nice and helping staff. We enjoy our stay ."

Hotel Minerva

Hotel Minerva

10/10 Excellent

"If you are driving in Italy this is the best place to stay. Easy in and out with on site parking, zero stress! Easy walk into the heart of Siena. The staff were wonderful and the rooms clean."

Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent

"Concierge staff is fantastic. Bar staff as well. Location can’t be beat. Ground zero for Siena activity."

Hotel Chiusarelli

Hotel Chiusarelli

10/10 Excellent

"Really enjoyed our stay. Room was spacious and clean. Very nice breakfast and the staff were very kind and helpful."

Villa Pitiana

Villa Pitiana

10/10 Excellent

"Beautiful property with priceless views. The on-site restaurant also offered a nice light lunch. The pool area could have been spruced up a bit with some better furniture, but the room was beautiful. Be careful when using the shower as well as it is easy for the water to spray onto the floor. Make sure you understand where the property is located before booking as it is quite a ways outside of Florence city center. I rented a car and drove through the Tuscan hills to arrive."

Frequently asked questions

What's Gaiole in Chianti like for family-friendly holidays?

You may want to consider the remote destination of Gaiole in Chianti if you've been thinking about a trip for the whole family. The swimming spots, castle and famous monuments are just a few things that make this an attractive family holiday destination. Arrange a flight into Peretola Airport (FLR), which is located 25.9 mi (41.7 km) from the city centre.

What's the best family accommodation in Gaiole in Chianti?

Agriturismo San Sano is a hotel with free parking and free breakfast, and it's a top choice on Expedia for families. Other good options to stay with the children include Ultimo Mulino Wellness Country Hotel and Agriturismo Crocino in Chianti.

How many family hotels will I be able to find in Gaiole in Chianti?

Expedia has 6 family-friendly hotels and other accommodation options in Gaiole in Chianti.

When's the best time to book a family-friendly holiday in Gaiole in Chianti?

The hottest months are usually August and July, with an average temperature of 22°C, while the coldest months are January and February, with an average of 6°C. Average annual precipitation for Gaiole in Chianti is 935 mm.

What's there to see and do with your family in Gaiole in Chianti?

While you and your family are visiting Gaiole in Chianti, you may want to explore some child-friendly attractions such as Gaiole in Chianti Stadium, Borgo di Vescine - Tenute di Castelvecchi and Villa a Sesta Polo Club. Make sure that you have lots of time for activities such as Chianti Observatory and Siena Circuit.

Explore a world of travel with Expedia

More ways to book

Book Family-Friendly Hotels in Gaiole in Chianti on Expedia.it