A historic square with a prominent tower and statues.

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Check availability on Pienza Family Hotels

Tonight
Sep 19 - Sep 20
Tomorrow
Sep 20 - Sep 21
Next weekend
Sep 25 - Sep 27
In two weeks
Oct 2 - Oct 4

Our top choices for Pienza family-friendly hotels

1. Hotel San Gregorio

Hotel San Gregorio
Pienza
  • 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
Hotel San Gregorio

2. Hotel Corsignano

Hotel Corsignano
Pienza
  • 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
Hotel Corsignano

3. Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
  • 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
Agriturismo Il Macchione

4. Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
NT$3,544
NT$4,808 total
includes taxes & fees
Oct 4 - Oct 5
Affitacamere Maria Gabriella

5. Podere Spedalone

Podere Spedalone
Pienza
  • 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
Podere Spedalone

6. L'Olmo

L'Olmo
Pienza
NT$23,026
NT$25,475 total
includes taxes & fees
Sep 29 - Sep 30
L'Olmo

7. Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort
Trequanda
NT$5,409
NT$6,060 total
includes taxes & fees
Oct 5 - Oct 6
Borgo Sant'Ambrogio Resort
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Choose what matters most at family-friendly hotels in Pienza

Breakfast included
Pool
All-inclusive
4 stars
5 stars

Family-friendly hotels with free breakfast in Pienza

Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
NT$3,544
NT$4,808 total
includes taxes & fees
Oct 4 - Oct 5
Affitacamere Maria Gabriella

Hotel San Gregorio

Hotel San Gregorio
Pienza
NT$6,573
NT$7,450 total
includes taxes & fees
Oct 6 - Oct 7
Hotel San Gregorio

Hotel Corsignano

Hotel Corsignano
Pienza
NT$6,190
NT$7,029 total
includes taxes & fees
Oct 19 - Oct 20
Hotel Corsignano

Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
NT$7,057
NT$7,909 total
includes taxes & fees
Oct 15 - Oct 16
Agriturismo Il Macchione

Podere Spedalone

Podere Spedalone
Pienza
NT$5,395
NT$6,080 total
includes taxes & fees
Oct 8 - Oct 9
Podere Spedalone
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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Top Pienza Hotel Reviews

Hotel San Gregorio

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"
JANET 3-night trip
Posted 2 days ago
Hotel San Gregorio
Tenuta Santo Pietro

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."
Jenny 2-night trip
Posted 4 days ago
Tenuta Santo Pietro
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent
"Very warm and friendly service."
Abdel 2-night trip
Posted 6 days ago
Castiglion del Bosco, A Rosewood Hotel
Palazzuolo

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."
Dianne 11-night trip
Posted 2 weeks ago
Palazzuolo

Frequently asked questions

What's Pienza like for family-friendly vacations?
The destination of Pienza is a good option if you've been considering a getaway with the kids. The castle here makes this an attractive vacation spot for families.
What's the best accommodation for a family vacation in Pienza?
Hotel Corsignano is a hotel with a restaurant and free parking, and it's a top choice on Expedia for families. Other good choices to stay with the kids include Agriturismo Il Macchione and Podere Spedalone.
How many family-friendly hotels are there in Pienza?
Expedia has 9 family-friendly hotels and other accommodations in Pienza.
When's the best time to book a family-friendly vacation in Pienza?
The hottest months are usually August and July with an average temp of 69°F, while the coldest months are January and February with an average of 42°F. Average annual precipitation for Pienza is 42 inches.
What's there to see and do with your family in Pienza?
While you are visiting Pienza, you might want to round up the kiddos and make time to see interesting attractions such as Historic Centre of Pienza, Palazzo Piccolomini, and Museo Diocesano. Make sure you have lots of time for activities like Palazzo Borgia and Artemisia Gallery.

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