The Best Family Hotels in Gaiole in Chianti from ￥12,816 in 2026 | Expedia

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

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Check availability on Gaiole in Chianti Family Hotels

Tonight

Oct 15 - Oct 16

Tomorrow

Oct 16 - Oct 17

This weekend

Oct 16 - Oct 18

Next weekend

Oct 23 - Oct 25

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 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.

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

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

Gaiole in Chianti

￥52,226

￥59,221 total

includes taxes & fees

Oct 30 - Oct 31

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

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

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.

2. Castello di Meleto

Gaiole in Chianti

￥20,840

￥24,337 total

includes taxes & fees

Oct 27 - Oct 28

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

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

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

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

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.

￥14,367

￥17,222 total

includes taxes & fees

Oct 22 - Oct 23

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

A dining area with a table set for a meal, a fireplace, and a wooden ceiling.

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

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

4. Cavarchino B&B

Gaiole in Chianti

￥23,463

￥27,222 total

includes taxes & fees

Nov 8 - Nov 9

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

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

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.

5. Castello di Tornano Wine Resort

Gaiole in Chianti

￥24,063

￥27,887 total

includes taxes & fees

Oct 25 - Oct 26

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

￥20,775

￥24,265 total

includes taxes & fees

Nov 8 - Nov 9

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 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.

7. Badia a Coltibuono

Gaiole in Chianti

￥24,035

￥27,857 total

includes taxes & fees

Oct 22 - Oct 23

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

Room

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

A spacious bedroom with a large bed, a wooden chair, and a view of the outdoors through an open door.

8. Borgo Casa al Vento

Gaiole in Chianti

￥26,532

￥30,599 total

includes taxes & fees

Nov 10 - Nov 11

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 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.

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

Castello di Spaltenna- Small Luxury Hotels of the World

Gaiole in Chianti

￥52,226

￥59,221 total

includes taxes & fees

Oct 30 - Oct 31

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

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

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

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

Ultimo Mulino Wellness Country Hotel

Gaiole in Chianti

￥14,367

￥17,222 total

includes taxes & fees

Oct 22 - Oct 23

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

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

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.

Castello di Meleto

Gaiole in Chianti

￥20,840

￥24,337 total

includes taxes & fees

Oct 27 - Oct 28

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

A dining area with a table set for a meal, a fireplace, and a wooden ceiling.

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

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

Cavarchino B&B

Gaiole in Chianti

￥23,463

￥27,222 total

includes taxes & fees

Nov 8 - Nov 9

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

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

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.

Castello di Tornano Wine Resort

Gaiole in Chianti

￥24,063

￥27,887 total

includes taxes & fees

Oct 25 - Oct 26

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 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.

Badia a Coltibuono

Gaiole in Chianti

￥24,035

￥27,857 total

includes taxes & fees

Oct 22 - Oct 23

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

Room

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

A spacious bedroom with a large bed, a wooden chair, and a view of the outdoors through an open door.

Borgo Casa al Vento

Gaiole in Chianti

￥26,532

￥30,599 total

includes taxes & fees

Nov 10 - Nov 11

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

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

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.

Agriturismo San Sano

Gaiole in Chianti

￥11,008

￥12,816 total

includes taxes & fees

Nov 2 - Nov 3

A stone building with a garden in front.

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

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

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

Borgo Argenina

Gaiole in Chianti

￥29,861

￥34,265 total

includes taxes & fees

Oct 26 - Oct 27

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

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

Agriturismo Crocino in Chianti

Gaiole in Chianti

￥21,676

￥25,257 total

includes taxes & fees

Nov 2 - Nov 3

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 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.

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

Castello di Spaltenna- Small Luxury Hotels of the World

Gaiole in Chianti

￥52,226

￥59,221 total

includes taxes & fees

Oct 30 - Oct 31

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

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

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.

Castello di Meleto

Gaiole in Chianti

￥20,840

￥24,337 total

includes taxes & fees

Oct 27 - Oct 28

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

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

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

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

Ultimo Mulino Wellness Country Hotel

Gaiole in Chianti

￥14,367

￥17,222 total

includes taxes & fees

Oct 22 - Oct 23

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

A dining area with a table set for a meal, a fireplace, and a wooden ceiling.

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

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

Cavarchino B&B

Gaiole in Chianti

￥23,463

￥27,222 total

includes taxes & fees

Nov 8 - Nov 9

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

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

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.

Castello di Tornano Wine Resort

Gaiole in Chianti

￥24,063

￥27,887 total

includes taxes & fees

Oct 25 - Oct 26

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

￥20,775

￥24,265 total

includes taxes & fees

Nov 8 - Nov 9

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 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.

Badia a Coltibuono

Gaiole in Chianti

￥24,035

￥27,857 total

includes taxes & fees

Oct 22 - Oct 23

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

Room

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

A spacious bedroom with a large bed, a wooden chair, and a view of the outdoors through an open door.

Borgo Casa al Vento

Gaiole in Chianti

￥26,532

￥30,599 total

includes taxes & fees

Nov 10 - Nov 11

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

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

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.

Agriturismo San Sano

Gaiole in Chianti

￥11,008

￥12,816 total

includes taxes & fees

Nov 2 - Nov 3

A stone building with a garden in front.

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

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

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

Borgo Argenina

Gaiole in Chianti

￥29,861

￥34,265 total

includes taxes & fees

Oct 26 - Oct 27

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 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 vacations?

You might 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 notable monuments are just a few things that make this an attractive family vacation spot. Arrange a flight into Florence Airport, Peretola (FLR), which is located 25.9 mi (41.7 km) from the city center.

What's the best hotel when traveling with kids to 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 choices for your stay with the kids include Ultimo Mulino Wellness Country Hotel and Agriturismo Crocino in Chianti.

How many family-friendly hotels will I find in Gaiole in Chianti?

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

When's the best time to book a family-friendly vacation in Gaiole 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 Gaiole in Chianti is 37 inches.

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 might want to check out some kid-friendly attractions such as Gaiole in Chianti Stadium, Borgo di Vescine - Tenute di Castelvecchi, and Villa a Sesta Polo Club. Make sure you have lots of time for activities like Chianti Observatory and Siena Circuit.

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