Family friendly Hotels in San Sano, Gaiole in Chianti

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Check availability on San Sano Family friendly Hotels

Next weekend
May 29 - May 31
In two weeks
Jun 5 - Jun 7

Our top choices for San Sano family-friendly hotels

Outdoor pool

Agriturismo il Poggiarello

Agriturismo il Poggiarello
Siena
9.4 out of 10, Exceptional, (23 reviews)
"Great for families. Host gave amazing dining options!"
Canada
Amanda
The price is P8,977
P10,161 total
includes taxes & fees
May 24 - May 25
Agriturismo il Poggiarello
Exterior

Capanna 1826

Capanna 1826
San Gimignano
10.0 out of 10, Exceptional, (44 reviews)
"The hosts were so kind and the room was confirtable with an amazing view. Extensive italian breakfast. "
United States
Kristen
The price is P6,671
P8,090 total
includes taxes & fees
May 26 - May 27
Capanna 1826
Snack bar

La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (535 reviews)
"Friendly staff, beautiful property, delicious included breakfast, great dinner, and all around good experience. Only think I'd like to see is a gym, but luckily there's tons of hills to run to get a great workout 😄"
United States
Alex
The price is P9,010
P10,484 total
includes taxes & fees
Jun 10 - Jun 11
La Certosa di Pontignano
Terrace/patio

B&B Poggiobonizio

B&B Poggiobonizio
Poggibonsi
9.2 out of 10, Wonderful, (70 reviews)
"The host with the most. We had an amazing and comfortable stay with Simone. He really took care of us like family. Including staying up for our late arrival, waking up earlier and preparing the most delicious and fresh breakfast. He is truly one of a kind and made our short stay a memorable one. Wifi and AC were excellent. Grazie Simone."
Canada
Warren
The price is P4,215
P4,922 total
includes taxes & fees
Jun 18 - Jun 19
B&B Poggiobonizio
Seasonal outdoor pool, sun loungers

Castello di Meleto

Castello di Meleto
Gaiole in Chianti
8.8 out of 10, Excellent, (98 reviews)
"Lovely views and the apartment we stayed in was perfect and spacious. Weather was a bit too hot but the pools really helped control it. Would definitely go back!"
United Kingdom
Vladimir
The price is P14,378
P16,388 total
includes taxes & fees
May 24 - May 25
Castello di Meleto
Restaurant

Locanda Il Gallo

Locanda Il Gallo
3.0 star property
Greve in Chianti
9.4 out of 10, Exceptional, (53 reviews)
  • cleanliness
    Kids adore this Chianti hotel's castle-side location while parents love the inclusive breakfast and peaceful gardens.
"The property owner was very helpful explaining wineries location and local food! The in-house restaurant was excellent and convenient! "
United States
Santina
The price is P7,143
P8,072 total
includes taxes & fees
May 25 - May 26
Locanda Il Gallo
Restaurant

Locanda Il Pino

Locanda Il Pino
San Gimignano City Centre
10.0 out of 10, Exceptional, (5 reviews)
"Great stay"
United States
Thomas
The price is P6,440
P7,442 total
includes taxes & fees
Jun 6 - Jun 7
Locanda Il Pino
Breakfast and dinner served

Pensieri di Cavatina

Pensieri di Cavatina
Castelnuovo Berardenga
10.0 out of 10, Exceptional, (8 reviews)
"Very clean & beautiful property. Staff is wonderful & friendly! "
United States
Jean
The price is P14,572
P16,602 total
includes taxes & fees
May 24 - May 25
Pensieri di Cavatina
Seasonal outdoor pool, sun loungers

Residence Arianna

Residence Arianna
Sovicille
9.6 out of 10, Exceptional, (4 reviews)
  • cleanliness
    Family destination with seasonal pool and free breakfast near Siena Cathedral.
"We had a 4 night’s stay here and used it as our base for tours around Toscany. It is located in a quiet area outside Siena. The apartment was nice and clean. We used the kitchen for minor cooking and that worked well. There is a supermarket close by and small restaurants in the town. The AC was working great. The host was very keen to share information on good places to see and was eager to make our stay as pleasant as possible. The breakfast was very nice and they also have a restaurant where...
Denmark
Gitte Harrits
The price is P9,579
P10,752 total
includes taxes & fees
May 25 - May 26
Residence Arianna
Seasonal outdoor pool

Agriturismo Il Casolare di Bucciano

Agriturismo Il Casolare di Bucciano
San Gimignano
9.6 out of 10, Exceptional, (91 reviews)
  • cleanliness
    Explore family adventures at a Tuscan farm stay with a seasonal pool just minutes from San Gimignano's historic palace.
"Great place run by amazing family !! <💗>"
Canada
Lovleen
The price is P7,728
P8,859 total
includes taxes & fees
Jun 7 - Jun 8
Agriturismo Il Casolare di Bucciano
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.
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Choose what matters most at family-friendly hotels in San Sano

Breakfast included
Pool

Top San Sano Hotel Reviews

Borgo Vescine

Borgo Vescine

10/10 Excellent
"Loved absolutely everything. Property is beautiful. Food is incredible and reasonably priced. The wine is delicious. The service is excellent and the people are SO friendly. There is so much history to the location but it's also luxurious. The surrounding area has so much to do and see. Perfection, book it now"
Brian 3-night trip
Posted 6 hours ago
Borgo Vescine

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?
Borgo di Vescine - Tenute di Castelvecchi, Siena State Archives, and Siena Circuit 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 Museo del Cristallo di Colle di Val d'Elsa.

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