
Find Family Hotels in Pienza
- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Check availability on Pienza Family Hotels
Tonight
Sep 19 - Sep 20Tomorrow
Sep 20 - Sep 21Next weekend
Sep 25 - Sep 27In two weeks
Oct 2 - Oct 4Our top choices for Pienza family-friendly hotels




1. Hotel San Gregorio
Hotel San GregorioPienza
- Tuscan residence welcomes families with outdoor pool, hot tubs, and optional babysitting services just steps from Palazzo Piccolomini.
NT$6,573
NT$7,450 total
includes taxes & fees
Oct 6 - Oct 7




2. Hotel Corsignano
Hotel CorsignanoPienza
- Families find paradise with babysitting services, bicycle rentals, and two hot tubs just steps from Pienza's historic treasures.
NT$6,190
NT$7,029 total
includes taxes & fees
Oct 19 - Oct 20




3. Agriturismo Il Macchione
Agriturismo Il MacchionePienza
- Splash into family fun at this Pienza retreat where kids adore the playground while parents unwind poolside at the winery.
NT$7,057
NT$7,909 total
includes taxes & fees
Oct 15 - Oct 16
NT$3,544
NT$4,808 total
includes taxes & fees
Oct 4 - Oct 5




5. Podere Spedalone
Podere SpedalonePienza
- This Tuscan farm stay delights families with seasonal outdoor pool, hiking trails, and complimentary breakfast buffet each morning.
NT$5,395
NT$6,080 total
includes taxes & fees
Oct 8 - Oct 9
NT$5,409
NT$6,060 total
includes taxes & fees
Oct 5 - Oct 6
Family-friendly hotels with free breakfast in Pienza
NT$3,544
NT$4,808 total
includes taxes & fees
Oct 4 - Oct 5
NT$6,573
NT$7,450 total
includes taxes & fees
Oct 6 - Oct 7
NT$6,190
NT$7,029 total
includes taxes & fees
Oct 19 - Oct 20
NT$7,057
NT$7,909 total
includes taxes & fees
Oct 15 - Oct 16
NT$5,395
NT$6,080 total
includes taxes & fees
Oct 8 - Oct 9
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 propertiesTop Pienza Hotel Reviews
Hotel San Gregorio
8/10 Good
"Quaint but modern hotel walking distance to all - good breakfast and service in hotel restaurant. Spacious rooms with air conditioning (which gets turned off when staff cleans room - call desk to turn back on), safe, and bathroom with tub- but no shower curtain- took a while to learn how to negotiate using the shower handle. Pool area is restful. Enjoyed our stay"
Tenuta Santo Pietro
10/10 Excellent
"Beautiful place to stay halfway between Pienza and Montepulciano. The food was some of the best we had during our entire time in Italy and we loved spending our afternoon by the pool with a drink."
Castiglion del Bosco, A Rosewood Hotel
10/10 Excellent
"Very warm and friendly service."
Palazzuolo
10/10 Excellent
"Slight problem on check in. I'd booked a triple room with balcony as we thought we'd have a bit more space also my husband and I like separate beds. We were given our key and found a double bed in a double room. Went back to reception and the explanation was a bit odd. Lots of ' but there are are only 2 of you' went on and no amount of me explaing would pacify them. I just kept getting told there was only 2 of us. Eventually after a very long journey we were tired so I gave in with promise of twin beds would be available the next morning. Still not sure that I got what id paid for. The room had a superb view and a very small balcony but it had sun all day. The view was amazing. Perfect view of the city of Montecattini. True Tuscan scenary and absolutely stunning sunsets. Bathroom a bit small but it was clean and had a walk in shower. Beds very comfortable with nice pillows."















