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San Sano Hotel Guide - Family Friendly Hotels in San Sano, Gaiole in Chianti

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Check availability on San Sano Family Friendly Hotels

Tonight
13 Oct - 14 Oct
Tomorrow
14 Oct - 15 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for San Sano family-friendly hotels

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 wooden door, outdoor seating, and a pergola with vines.
A stone building with a window and a light fixture.
A rustic interior with a stone fireplace, wooden beams, and a staircase leading to an upper level.

1. Agriturismo San Sano

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.
€75
includes taxes & fees
2 Nov - 3 Nov
Agriturismo San Sano
A table set with various items including a book, glassware, and decorative objects against a stone wall backdrop.
A rustic kitchen with wooden beams, a dining table with chairs, a sofa, and wall-mounted decorations.
A bedroom with a wooden bed, a dresser, a mirror, and a window.
A cozy dining area with a wooden table, chairs, and a window with stone walls.

2. 'La Casa Di Emma' Apartment with Wi-Fi and Air Conditioning

'La Casa Di Emma' Apartment with Wi-Fi and Air Conditioning
Gaiole in Chianti
€264
includes taxes & fees
15 Oct - 16 Oct
'La Casa Di Emma' Apartment with Wi-Fi and Air Conditioning
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.
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.

3. Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
€157
includes taxes & fees
25 Oct - 26 Oct
Castello di Tornano Wine Resort
A candle on a tray with corks, a glass with a drink and an orange slice, and a table with chairs in an outdoor setting with arches in the background.
A restaurant setting with wooden chairs, a white tablecloth, and a waiter attending to a table.
An aerial view of a historic building complex with a central courtyard, surrounded by vineyards and greenery.
An interior corridor with arches, columns, and a brick wall.

4. La Certosa di Pontignano - Place of Charme

La Certosa di Pontignano - Place of Charme
Castelnuovo Berardenga
€101
includes taxes & fees
2 Nov - 3 Nov
La Certosa di Pontignano - Place of Charme
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 poolside area with lounge chairs and umbrellas, surrounded by stone flooring and greenery.
A bedroom with a large bed, wooden beams, stone wall, and a stone fireplace.

5. Ultimo Mulino Wellness Country Hotel

Ultimo Mulino Wellness Country Hotel
Gaiole in Chianti
  • Tuscan retreat offers poolside cabanas, kid-supervised swimming, and free bicycle rentals for memorable family adventures.
€97
includes taxes & fees
22 Oct - 23 Oct
Ultimo Mulino Wellness Country Hotel
An aerial view of a villa with a swimming pool, surrounded by lush greenery and a hilly landscape.
A view through a wooden-framed window with a stone archway, a brick wall, and a tiled roof.
A building with arched windows, a courtyard with a pond, and a metal fence.
A bar area with brick arches, wooden barrels, leather seating, and a wine rack.

6. Hotel Casafrassi

Hotel Casafrassi
Castellina in Chianti
€65
includes taxes & fees
14 Oct - 15 Oct
Hotel Casafrassi
A rustic cellar with brick walls, wooden barrels, and a stone ceiling. There is a wooden table with a wine bottle and glasses, and a television mounted on the wall.
A poolside area with lounge chairs and a view of the night sky.
A person relaxing in a hot tub with a view of a building and trees in the background.
A stone building with ivy-covered walls, a stone pathway, and a garden with flowers.

7. Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
  • Tuscan family adventures await at this hillside haven with a sparkling outdoor pool, wine tastings, and kid-friendly activities.
€113
includes taxes & fees
16 Oct - 17 Oct
Belvedere di San Leonino
A large building with multiple rooms, surrounded by a field of lavender.
An outdoor dining area with tables set for a meal, a sign indicating a wine list, and a view of the landscape.
An arched brick corridor leading to a dining area with tables set for a meal.
A historic estate with a central courtyard, surrounded by lush gardens and vineyards.

8. Borgo Scopeto Wine & Country Relais

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 cots.
€384
includes taxes & fees
3 Nov - 4 Nov
Borgo Scopeto Wine & Country Relais
A couple dining at an outdoor table with a view of the countryside.
A narrow street with buildings on either side, a flag, and a bench.
A woman in a blue bikini in a spa pool with a stone wall and a blue light fixture.
A dining table with wine glasses, a bottle, and plates of food, set against a window with a view of a balcony and flowers.

9. Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
Radda in Chianti
  • Families thrive at this historical Tuscan hotel with dual pools, kid-friendly dining, and spa experiences for all ages.
€114
includes taxes & fees
1 Nov - 2 Nov
Palazzo Leopoldo Dimora Storica & Spa
An outdoor dining area with a pool, potted plants, and umbrellas.
A spa area with a brick archway leading to a circular hot tub surrounded by mosaic tiles.
A villa with a swimming pool, outdoor seating, and a garden.
A restaurant with a table set for two, overlooking a scenic landscape.

10. Relais Vignale & Spa

Relais Vignale & Spa
Radda in Chianti
  • Family paradise at historic wine country hotel with rooftop pool and arcade room for all-ages entertainment.
€190
includes taxes & fees
16 Oct - 17 Oct
Relais Vignale & Spa
View all properties

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

Breakfast included
Pool
All-inclusive
4 stars
5 stars

Top San Sano Hotel Reviews

Palazzo Ravizza

Palazzo Ravizza

10/10 Excellent
"A beautiful palazzo turned hotel! So charming and lovely and extremely walkable to town. Room was huge and so comfortable. The property has a beautiful garden with a lovely view too. We absolutely loved our stay here- already planning our trip back!"
Marcela 3-night trip
Posted 8 hours ago
Palazzo Ravizza
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."
jacquelyn 5-night trip
Posted 9 hours ago
Hotel Casolare Le Terre Rosse
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent
"Gorgeous hotel in the heart of historic Siena."
Steven 1-night trip
Posted 10 hours ago
Grand Hotel Continental Siena – Starhotels Collezione
Hotel Italia

Hotel Italia

10/10 Excellent
"Staff and hotel was great."
Suzanne 1-night trip
Posted 1 day ago
Hotel Italia
Hotel Athena

Hotel Athena

10/10 Excellent
"Reception staff very friendly and helpful. Room on top floor had two full length windows with spectacular views. Older property but updated nicely; not modern but comfortable. Comfy bed, linens and pillows. Nice breakfast with lots of variety. There are two floors that have breakfast - the lowest level is more spacious and had food replaced more quickly than upper level. Hotel seems far, but everything is 5 to 15 minutes away. We found our favorite wine spot just a 5 minute walk away at Tuscan Wine School. But do go to the rooftop terrace for lovely views."
Barry 3-night trip
Posted 2 days ago
Hotel Athena
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."
Michelle 3-night trip
Posted 2 days ago
Castello di Spaltenna- Small Luxury Hotels of the World
Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

10/10 Excellent
"Beautiful Borgo with views over Sienna and wonderful Tuscan countryside. In peak summer there is a family pool and adults only pool. The family pool was quiet and nice area to relax. About 20-30 mins to Siena we explored lots of lovely hill top places for dinner each night. Pool side dining was ok, club sandwiches that type of thing not extensive choice but adequate. Stunning views, good location to explore surrounding area. Would definitely recommend. I stayed with my family two boys age 9 and 13 and they loved it. Accommodation was very comfortable and spacious."
Louise 4-night trip
Posted 6 days ago
Borgo Scopeto Wine & Country Relais
Four Points by Sheraton Siena

Four Points by Sheraton Siena

8/10 Good
"Property seem reasonable, staff helpful, rooms are little small and dated, bathrooms need renovation."
Rajendra 3-night trip
Posted 9 days ago
Four Points by Sheraton Siena
Borgo Vescine

Borgo Vescine

10/10 Excellent
"The staff was amazing and incredibly kind."
Natalie 2-night trip
Posted 11 days ago
Borgo Vescine

Frequently asked questions

What's San Sano like for family-friendly holidays?
If you've been thinking about a trip with your children, the relaxing destination of San Sano is a good choice. The excursions and restaurants are just a couple of things that make this an attractive spot for a family holiday. Take to the air and fly into Peretola Airport (FLR), which is located 27.9 mi (44.9 km) from the city centre.
What's the best family accommodation 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 holiday in San Sano?
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 San Sano is 935 mm.
What's there to see and do with your family in San Sano?
Borgo di Vescine - Tenute di Castelvecchi, Siena State Archives and Siena Circuit are interesting attractions that you and your family will enjoy exploring while you are staying in San Sano. Make sure that you have lots of time for activities such as Villa a Sesta Polo Club and Chianti Observatory.