10 Best Family Friendly Hotels in Gaiole in Chianti for 2026 | Expedia Malaysia

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

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Check availability on Gaiole in Chianti Family friendly Hotels

Tonight

14 Oct - 15 Oct

Tomorrow

15 Oct - 16 Oct

This weekend

16 Oct - 18 Oct

Next weekend

23 Oct - 25 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.

A sunlit patio with a glass roof, stone walls, and outdoor seating.

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

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

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

Gaiole in Chianti

RM1,348

RM1,528 total

includes taxes & fees

30 Oct - 31 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.

2. Cavarchino B&B

Gaiole in Chianti

RM608

RM705 total

includes taxes & fees

7 Nov - 8 Nov

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

A cozy seating area with two chairs and a table, a stone wall, and a clock on a pedestal.

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.

3. Ultimo Mulino Wellness Country Hotel

Gaiole in Chianti

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

RM369

RM443 total

includes taxes & fees

22 Oct - 23 Oct

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

A formal dining room with a long table set for a meal, ornate ceiling, and classical architecture.

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.

4. Castello di Meleto

Gaiole in Chianti

RM538

RM628 total

includes taxes & fees

15 Oct - 16 Oct

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

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

A stone archway leading to a window with a view of tall trees and a distant landscape.

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

5. Castello di Tornano Wine Resort

Gaiole in Chianti

RM618

RM717 total

includes taxes & fees

25 Oct - 26 Oct

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

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

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

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

6. L' Eroico

Gaiole in Chianti

RM553

RM644 total

includes taxes & fees

2 Nov - 3 Nov

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

A formal garden with geometric hedges, a stone building with green shutters, and a staircase leading to a covered area.

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

7. Badia a Coltibuono

Gaiole in Chianti

RM620

RM719 total

includes taxes & fees

22 Oct - 23 Oct

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

Room

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.

8. Borgo Casa al Vento

Gaiole in Chianti

RM687

RM793 total

includes taxes & fees

1 Nov - 2 Nov

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.

A sunlit patio with a glass roof, stone walls, and outdoor seating.

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

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

Castello di Spaltenna- Small Luxury Hotels of the World

Gaiole in Chianti

RM1,348

RM1,528 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.

A cozy seating area with two chairs and a table, a stone wall, and a clock on a pedestal.

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

RM369

RM443 total

includes taxes & fees

22 Oct - 23 Oct

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

A formal dining room with a long table set for a meal, ornate ceiling, and classical architecture.

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.

Castello di Meleto

Gaiole in Chianti

RM538

RM628 total

includes taxes & fees

15 Oct - 16 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

RM608

RM705 total

includes taxes & fees

7 Nov - 8 Nov

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

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

A stone archway leading to a window with a view of tall trees and a distant landscape.

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

Castello di Tornano Wine Resort

Gaiole in Chianti

RM618

RM717 total

includes taxes & fees

25 Oct - 26 Oct

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

A formal garden with geometric hedges, a stone building with green shutters, and a staircase leading to a covered area.

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

Badia a Coltibuono

Gaiole in Chianti

RM620

RM719 total

includes taxes & fees

22 Oct - 23 Oct

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

Room

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.

Borgo Casa al Vento

Gaiole in Chianti

RM687

RM793 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 stone building with a window and a light fixture.

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

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

Agriturismo San Sano

Gaiole in Chianti

RM296

RM344 total

includes taxes & fees

2 Nov - 3 Nov

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 stone building with a bell tower, arched windows, and a gravel driveway.

Borgo Argenina

Gaiole in Chianti

RM767

RM881 total

includes taxes & fees

26 Oct - 27 Oct

A swimming pool with a colorful inflatable ring and a water fountain.

A stone bench with a rustic design, surrounded by lush greenery and trees.

A rustic villa with a gravel driveway, surrounded by olive trees and a clear blue sky.

A neatly made bed with a purple pillow, two bedside tables with lamps, and a wooden door.

Agriturismo Crocino in Chianti

Gaiole in Chianti

RM624

RM723 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.

A sunlit patio with a glass roof, stone walls, and outdoor seating.

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

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

Castello di Spaltenna- Small Luxury Hotels of the World

Gaiole in Chianti

RM1,348

RM1,528 total

includes taxes & fees

30 Oct - 31 Oct

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

A formal dining room with a long table set for a meal, ornate ceiling, and classical architecture.

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.

Castello di Meleto

Gaiole in Chianti

RM538

RM628 total

includes taxes & fees

15 Oct - 16 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

RM608

RM705 total

includes taxes & fees

7 Nov - 8 Nov

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

A cozy seating area with two chairs and a table, a stone wall, and a clock on a pedestal.

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

RM369

RM443 total

includes taxes & fees

22 Oct - 23 Oct

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

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

A stone archway leading to a window with a view of tall trees and a distant landscape.

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

Castello di Tornano Wine Resort

Gaiole in Chianti

RM618

RM717 total

includes taxes & fees

25 Oct - 26 Oct

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

A formal garden with geometric hedges, a stone building with green shutters, and a staircase leading to a covered area.

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

Badia a Coltibuono

Gaiole in Chianti

RM620

RM719 total

includes taxes & fees

22 Oct - 23 Oct

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

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

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

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

L' Eroico

Gaiole in Chianti

RM553

RM644 total

includes taxes & fees

2 Nov - 3 Nov

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

Room

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.

Borgo Casa al Vento

Gaiole in Chianti

RM687

RM793 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 stone building with a window and a light fixture.

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

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

Agriturismo San Sano

Gaiole in Chianti

RM296

RM344 total

includes taxes & fees

2 Nov - 3 Nov

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 stone building with a bell tower, arched windows, and a gravel driveway.

Borgo Argenina

Gaiole in Chianti

RM767

RM881 total

includes taxes & fees

26 Oct - 27 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

Hu Firenze Camping In Town

Hu Firenze Camping In Town

10/10 Excellent

"It was a really nice experience staying at Hu Firenze. It was away from the hustle and bustle of the city and the main tourist areas, while a bus stop right across the street made it easy to get to the city centre. We also got to enjoy a bit of the Tuscan countryside experience. The only issue was that there is another Hu campsite called Hu Certosa, so you need to be careful not to book the wrong one, especially when travelling in a group and everyone is booking separately. This happened to us, but fortunately, the staff allowed my brother to stay with us since our accommodation had an extra bed. However, we had already paid for a tent at Hu Certosa. My recommendation would be to start breakfast earlier than 7:30 a.m. This would allow guests to leave at different times and help avoid long queues at the bus stop."

Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse

10/10 Excellent

"Great Family run hotel with friendly staff. Perfectly located to explore Tuscany.. we visited Sienna, Certaldo, Volterra, Sam Gimignano and Livorno on the coast. There is a walkable (5mins) winery called Il Colombaio which I would highly recommended. The breakfast buffet was fabulous."

Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent

"Gorgeous hotel in the heart of historic Siena."

Radisson Blu Hotel, Florence

Radisson Blu Hotel, Florence

10/10 Excellent

"Everything was very clean and fresh. Great experience!"

Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent

"Beautiful quaint 1000 year old monastery turned into a hotel! The staff was extremely accommodating and we really enjoyed our stay. Very easy to get around all of Tuscany from this hotel."

Villa Olmi Firenze

Villa Olmi Firenze

10/10 Excellent

"Everything is unique and sweet and this property from the front desk staff to breakfast to the villa and all the way to the garden. It’s a gorgeous place and we will return for sure!!"

Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa

10/10 Excellent

"Great spot and friendly staff."

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."

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.

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