Book Kid-Friendly Hotels in Chianti Region from $68

Name: Palagina la Dimora
Price range: $149 total
Rating: 9

Find & compare hotels, resorts and vacation rentals for the whole family

Top Chianti Region Kid Friendly Hotels

VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN-SUITE BEDROOMS, SWIMMING POOL, SPA, SAUNA.

San Gimignano

This villa features an outdoor pool and a gym. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry ...

10/10 Exceptional! (120 reviews)

Families like: Private pool, kitchen, playground, game room

Travelers say...

"Beautiful property. Spacious. Well equipped kitchen. Very accommodating host. Great location. Clean rooms. Cleaning service included. Only negative was the heat was turned off for the season but we had a few cold days. The stone house retains the cold."

Reviewed on Jun 3, 2026

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Villa il Poggiale - Dimora Storica

Via Empolese 69 San Casciano in Val di Pesa FI

$163 nightly

$180 total

Jun 28 - Jun 29

Total with taxes and fees

This property features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, ...

9.6/10 Exceptional! (150 reviews)

"Beautiful, relaxed Villa and the staff couldn’t be more helpful."

Reviewed on May 18, 2026

Querceto di Castellina

Località Querceto 9 Castellina in Chianti SI

This country house features a seasonal outdoor pool and a rooftop terrace. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free ...

9.4/10 Exceptional! (41 reviews)

"Beautiful property and location, great staff will definitely return"

Reviewed on Oct 11, 2025

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Villa Rigacci

Località Rigacci 75, loc. Vaggio Reggello FI

Fully refundableReserve now, pay when you stay

$163 nightly

$188 total

Jun 18 - Jun 19

Total with taxes and fees

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, ...

9.4/10 Exceptional! (50 reviews)

"What a beautiful spot! It was relaxing, picturesque, comfortable and peaceful. The food in the restaurant was outstanding and the staff were fantastic."

Reviewed on May 29, 2026

Villa Lecchi Hotel Wellness

Località Lecchi snc, Staggia Senese Poggibonsi SI

A full-service spa and an indoor pool are featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, free WiFi in public ...

9.4/10 Exceptional! (84 reviews)

"Everything was amazing."

Reviewed on May 26, 2026

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Villa Ducci

Località San Biagio San Gimignano SI

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Enjoy the a rooftop ...

9.4/10 Exceptional! (47 reviews)

"I will dream of this property forever. It has the most magnificent view of San Gimignano and the countryside, and is literally a 5 minute drive into town. It was the perfect escape for our honeymoon this summer. The only thing I wish we had, was more time to enjoy the hotel. The breakfast was super ..."

Reviewed on Aug 5, 2021

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Palagina la Dimora

Via Grevigiana 4 Figline e Incisa Valdarno FI

$131 nightly

$149 total

Jun 19 - Jun 20

Total with taxes and fees

An attached winery and a restaurant are featured at this hotel. Families will appreciate the playground, kid-friendly dining, and babysitting. Enjoy a meal in ...

9/10 Wonderful! (349 reviews)

Families like: Outdoor pool, playground, babysitting, bicycle rentals

Travelers say...

"The staff was nice . The location was perfect. However the food wasn’t that good and breakfast was kinda disappointing"

Reviewed on Jun 4, 2026

Hu Norcenni Girasole Village

Via Norcenni 7 Figline e Incisa Valdarno FI

$59 nightly

$68 total

Jun 22 - Jun 23

Total with taxes and fees

This smoke-free campground features free water park access, an attached winery, and a nightclub. There's fun for all ages with a lazy river and a free kid's ...

8.6/10 Excellent! (321 reviews)

Families like: Outdoor pools, free waterpark access, kids club, playground

Travelers say...

"We all loved this place. It is conveniently close to Florence or Sienna so you can take a day trips if you get bored but there are plenty of activities on site. We wished we have reserved more days to stay but we will do that next year."

Reviewed on Jun 12, 2026

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.

Hotels With Pools in Chianti Region

VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN-SUITE BEDROOMS, SWIMMING POOL, SPA, SAUNA.

San Gimignano

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10/10 Exceptional! (120 reviews)

Hotels with Childcare in Chianti Region

Antico Borgo San Lorenzo Relais & Residence

Loc. Pian dei Campi Poggibonsi SI

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10/10 Exceptional! (1 review)

Chianti Region Kid-Friendly Hotels

It’s not a family vacation if you can’t bring the entire clan with you, is it? Next time you have a few days off from work, plan a family-friendly getaway. Set off on an adventure the entire family will love, and book your stay at one of the kid-friendly hotels in Chianti Region.

Your little ones are the most important thing in your life, so make sure they enjoy your accommodation as much as you do. From a kids-only room service menu (macaroni and cheese, anyone?) to special perks like in-room video game consoles, these lodgings provide a little something extra for the smaller members of your crew. The best family-friendly hotels in Chianti Region may even offer playgrounds and other activities to keep the kiddos busy. What’s more, some hotels provide a babysitting service so you can get a few hours to yourself!

Whether you’re traveling with one small child or hauling around your entire extended family, Travelocity is here to help. Let us hook you up with hotels for kids in Chianti Region that will keep your youngsters happy without breaking the bank. You can save even more when you bundle your flight and hotel together, so what are you waiting for? Grab your family and get ready to explore!

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Recent Chianti Region Hotel Reviews By Fellow Wanderers

Castello Vicchiomaggio

5 out of 5

Posted 2 days ago

Travelocity Verified Review

"The hotel is beautiful."

A verified traveler stayed at Castello Vicchiomaggio

Villa I Barronci Resort & Spa

5 out of 5

Posted 5 days ago

Travelocity Verified Review

"A lovely stay with my wife and 12 week baby. We had some initial difficulties with the room (AC not working), but marianna the manager was superb at sorting as soon as she was back on shift (we arrived late in the night and the night porter wasn’t helpful…!) We moved to a suite which I would recommend (31 or 32). The rooms have incredible views, and in June the pool was a lovely 30 degrees with some jacuzzi jets and the most amazing view. Continental breakfast was good and you can get drinks through the day and snacks, and pre order dinner. There was some small visiting works going on, but they were out of the way and clearly indicate that the hotel is trying to improve. Very good parking and I did note an electric charger that looked powered. We would definitely return and was ideally located for a rustic, up-market and authentic Tuscan hotel."

A verified traveler stayed at Villa I Barronci Resort & Spa

Relais Vignale & Spa

5 out of 5

Posted 11 days ago

Travelocity Verified Review

"Wonderful wonderful hotel in a wonderful location. Staff were all very friendly and sweet, particularly with our daughter who they all were wonderful to. Property was stunning and location was just wonderful. Pool area and gardens/grounds were delightful. Would 100% come back and stay again!"

A verified traveler stayed at Relais Vignale & Spa