Family friendly Hotels, San Sano Gaiole in Chianti

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Our top choices for San Sano family-friendly hotels

Agriturismo San Sano

Gaiole in Chianti

Sip Tuscan wines by the pool while kids explore the playground and garden at this family-friendly farmhouse retreat.

P7,479 total

includes taxes & fees

Jul 8 - Jul 9

La Certosa di Pontignano

Castelnuovo Berardenga

P10,236 total

includes taxes & fees

Jul 11 - Jul 12

Borgo Scopeto Wine & Country Relais

Castelnuovo Berardenga

Relax with little ones at a Tuscan wine country retreat, where the children's pool and games complement two sparkling pools and cribs.

P33,827 total

includes taxes & fees

Jul 12 - Jul 13

Chapter Chianti, a Member of Design Hotels

Cavriglia

P22,902 total

includes taxes & fees

Jul 13 - Jul 14

Castello di Meleto

Gaiole in Chianti

P10,162 total

includes taxes & fees

Jul 8 - Jul 9

Salvadonica - Borgo del Chianti

San Casciano in Val di Pesa

Tuscan countryside escape offers families an enchanting farm stay with bowling, cycling, and a refreshing pool to delight all ages.

P10,472 total

includes taxes & fees

Jul 9 - Jul 10

Hotel Tenuta Il Burchio

Figline e Incisa Valdarno

P6,195 total

includes taxes & fees

Jul 20 - Jul 21

Castello di Casole, A Belmond Hotel, Tuscany

Casole d'Elsa

Family-friendly adventures in the Tuscan countryside await at this historic estate with pools, tennis, and luxurious spa escapes.

P166,286 total

includes taxes & fees

Jul 13 - Jul 14

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Breakfast included

Pool

Top San Sano Hotel Reviews

Hotel Chiusarelli

10/10 Excellent

"We thought a great location to explore Siena. Very nice breakfast included with many options. Five minute walk to buses. The front desk was extremely helpful in recommending places to eat. However most importantly they arranged a driver for us to get us to our next destination when I had struggled doing so on our own. Everything worked in room as expected. Be aware that there is no lift."

Palazzo Ravizza

10/10 Excellent

"This is a traditional and historic building with high ceilings and a beautiful garden overlooking the surrounding countryside.It is not a modern contemporary hotel, but the rooms are lovely, the garden was beautiful and a good breakfast too. There is a small bar in the evening, but no restaurant for an evening meal, but frankly you will likely want to explore and eat out at one of the many restaurants in the old town. A great find."

Borgo Scopeto Wine & Country Relais

10/10 Excellent

"This hotel is the definition of La Dolce Vita! Starting from the beginning, when first arrived to the hotel, they picked up our bags, showed us around the property and responded any questions that we had. Elisa was amazing! She showed us around the property, he gave us recommendations of where to go in Siena, and was super friendly and welcoming! The hotel has excellent amenities and everything that you need. The pool is wonderful, and the pool bar is amazing. Excellent service. Their breakfast area is beautiful, and they provide a very diverse breakfast. It was really good! In addition, their restaurant La Tinaia is phenomenal and Michelin star. They have a great wine selection and excellent food. They also have valet parking service, which is very convenient. All of the staff were very welcoming and nice! Thank you to the pool Bar bartender whose name I cannot recall, and also thanks to Elisa, Virginia, Davide, Asiz, Stefano, and everyone else! You all made our stay wonderful! The rooms were excellent and very comfortable. Shower was great too. My only comment would be that the A/C was not performing to my expectation for a 5 star hotel. However, I understand that there was a Heat Wave in Europe, and that it is out of their hands. Giancarlo helped us to lower the temp of the A/C, but it still did not work. They provided a fan though, and that helped a lot! Thank you! The location is excellent! You’re about an hour away from The Mall at Firenze, close to wineries, about a 20"

Hotel Italia

10/10 Excellent

"Hotel Italia was an absolute gem. The staff were incredibly friendly and helpful — they understood we were tired from traveling with teens and even nailed a salon recommendation that turned out to be the best hair wash of my life, just minutes from the hotel. Our room was spotless, quiet, and the A/C worked perfectly; we didn’t hear a sound from neighbors or stair traffic. The location is a sweet spot — only 5 to 10 minutes from the tourist sights, yet tucked in a local neighborhood with bakeries and grocery stores, giving us that refreshing, peaceful feeling of being disconnected from the tourist rush. Breakfast was amazing, and the little teen-approved Duomo and gelato challenges made exploring even more fun. Bottom line: we’d come back and stay here again in a heartbeat. For anyone visiting Siena, Hotel Italia at Porta Camollia gives you that perfect “live like a local” buffer before diving into the Duomo and Piazza del Campo — and if you need a salon, just ask reception; their pick is solid."

Frequently asked questions

What's San Sano like for family-friendly vacations?

If you've been thinking about a trip with your kids, the relaxing destination of San Sano is a good choice. The excursions and restaurants are just a few things that make this an attractive spot for a family vacation. Take to the air and fly into Florence Airport, Peretola (FLR), which is located 27.9 mi (44.9 km) from the city center.

What's the best hotel for a family vacation in San Sano?

Agriturismo San Sano is a hotel with free parking and free breakfast, and it's a top choice on Expedia for families.

When's the best time to book a family-friendly vacation in San Sano?

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 San Sano is 37 inches.

What's there to see and do with your family in San Sano?

Archaeological Museum of Chianti, Borgo di Vescine - Tenute di Castelvecchi, and Siena State Archives are interesting attractions you and your family will enjoy exploring while you are staying in San Sano. Make sure you have lots of time for activities like Villa a Sesta Polo Club and Chianti Observatory.

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Our top choices for San Sano family-friendly hotels

Agriturismo San Sano

La Certosa di Pontignano

Borgo Scopeto Wine & Country Relais

Chapter Chianti, a Member of Design Hotels

Castello di Meleto

Salvadonica - Borgo del Chianti

Hotel Tenuta Il Burchio

Castello di Casole, A Belmond Hotel, Tuscany

Tenuta Decimo

Four Points by Sheraton Siena

Choose what matters most at family-friendly hotels in San Sano

Top San Sano Hotel Reviews

Hotel Chiusarelli

Hotel Executive

Hotel Athena

Hotel Minerva

Villa Scacciapensieri Boutique Hotel

Palazzo Ravizza

Borgo Scopeto Wine & Country Relais

Castello di Spaltenna- Small Luxury Hotels of the World

Hotel Italia

Frequently asked questions

Explore a world of travel with Expedia

Family friendly Hotels in San Sano, Gaiole in Chianti

Change your mind

Treat yourself

Be picky

Check availability on San Sano Family friendly Hotels

Our top choices for San Sano family-friendly hotels

Agriturismo San Sano

La Certosa di Pontignano

Borgo Scopeto Wine & Country Relais

Chapter Chianti, a Member of Design Hotels

Castello di Meleto

Salvadonica - Borgo del Chianti

Hotel Tenuta Il Burchio

Castello di Casole, A Belmond Hotel, Tuscany

Tenuta Decimo

Four Points by Sheraton Siena

Choose what matters most at family-friendly hotels in San Sano

Top San Sano Hotel Reviews

Hotel Chiusarelli

Frequently asked questions

Explore a world of travel with Expedia