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Check availability on Pienza Family-Friendly Hotels

Our top choices for Pienza family-friendly hotels

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Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
9.6 out of 10, Exceptional, (67 reviews)
  • cleanliness
    Splash into family fun at this Pienza retreat where kids adore the playground while parents unwind poolside at the winery.
The price is ฿5,525
฿6,229 total
includes taxes & fees
29 Jun - 30 Jun
Agriturismo Il Macchione
Seasonal outdoor pool

Podere Spedalone

Podere Spedalone
1.0 star property
Pienza
9.4 out of 10, Exceptional, (44 reviews)
  • cleanliness
    This Tuscan farm stay delights families with seasonal outdoor pool, hiking trails, and complimentary breakfast buffet each morning.
The price is ฿7,169
฿8,037 total
includes taxes & fees
15 Jun - 16 Jun
Podere Spedalone
Food and drink

Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (146 reviews)
  • cleanliness
    Tuscan residence welcomes families with outdoor pool, hot tubs, and optional babysitting services just steps from Palazzo Piccolomini.
The price is ฿6,771
฿7,676 total
includes taxes & fees
30 Jun - 1 Jul
Hotel San Gregorio
Land view from property

Hotel Corsignano

Hotel Corsignano
4.0 star property
Pienza
9.4 out of 10, Exceptional, (359 reviews)
  • cleanliness
    Families find paradise with babysitting services, bicycle rentals, and two hot tubs just steps from Pienza's historic treasures.
The price is ฿6,011
฿6,839 total
includes taxes & fees
21 Jun - 22 Jun
Hotel Corsignano
Suite, 2 Bedrooms | Courtyard view

L'Olmo

L'Olmo
Pienza
10.0 out of 10, Exceptional, (25 reviews)
The price is ฿22,343
฿24,728 total
includes taxes & fees
12 Jul - 13 Jul
L'Olmo
Children’s play area – outdoor

Fattoria Pieve a Salti

Fattoria Pieve a Salti
Montalcino
9.0 out of 10, Wonderful, (41 reviews)
  • cleanliness
    Splash into family adventure with year-round pools, a playground, and complimentary breakfast at this welcoming countryside retreat.
The price is ฿4,028
฿4,582 total
includes taxes & fees
16 Jun - 17 Jun
Fattoria Pieve a Salti
Seasonal outdoor pool, open 9:30 AM to 7:00 PM, pool umbrellas

SI Montalcino Hotel

SI Montalcino Hotel
3.0 star property
Montalcino
9.2 out of 10, Wonderful, (391 reviews)
The price is ฿3,842
฿4,529 total
includes taxes & fees
17 Jun - 18 Jun
SI Montalcino Hotel
Exterior

Le Ragnaie

Le Ragnaie
Montalcino
9.2 out of 10, Wonderful, (327 reviews)
The price is ฿4,885
฿5,752 total
includes taxes & fees
15 Jul - 16 Jul
Le Ragnaie
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 Pienza

Breakfast included
Pool

Family-friendly hotels with free breakfast in Pienza

Terrace/patio
Podere Spedalone

Podere Spedalone

Podere Spedalone
1.0 star property
Pienza
9.4 out of 10, Exceptional, (44)
The price is ฿7,169
฿8,037 total
includes taxes & fees
15 Jun - 16 Jun
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

Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent
"The Villa is not only one of the most beautiful places on earth but also comfortable warm and inviting. The accommodations are gorgeous and the food is magnificent! The staff is a dream~ so kind and personable. I highly recommend as it will be a trip of a lifetime !!!!"
Susannah 2-night trip
Posted 5 days ago
Villa di Piazzano - Small Luxury Hotel of the World

Frequently asked questions

What's Pienza like for family-friendly holidays?
The destination of Pienza is a good option if you've been considering a getaway with the children. The castle here makes this an attractive holiday spot for families.
What's the best family accommodation 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 options to stay with the children include Podere Spedalone and Agriturismo Il Macchione.
How many family hotels will I find in Pienza?
Expedia has 10 family-friendly hotels and other accommodation options in Pienza.
When's the best time to book a family-friendly holiday in Pienza?
The hottest months are usually August and July, with an average temperature of 21°C, while the coldest months are January and February, with an average of 5°C. Average annual precipitation for Pienza is 1065 mm.
What's there to see and do with your family in Pienza?
While you are visiting Pienza, you may want to round up the youngsters and make time to see interesting attractions such as Palazzo Piccolomini, Historic Centre of Pienza and Artemisia Gallery. Make sure that you have lots of time for activities such as Museo Diocesano and Palazzo Borgia.