A historic square with a prominent tower and statues.

Find Family Hotels in Pienza

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Pienza Family Hotels

This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

Our top choices for Pienza family-friendly hotels

A historic town with a prominent church, a square with a pool, and a well-lit street.

1. Relais Cloister Pienza

Relais Cloister Pienza
4.0 star property
Pienza
9.4 out of 10, Exceptional, (13 reviews)
The price is AED 434
AED 502 total
includes taxes & fees
5 Nov - 6 Nov
Relais Cloister Pienza
Two people sitting at a round table outdoors with a scenic view of mountains in the background.

2. Hotel Corsignano

Hotel Corsignano
4.0 star property
Pienza
9.4 out of 10, Exceptional, (394 reviews)
  • cleanliness
    Families find paradise with babysitting services, bicycle rentals, and two hot tubs just steps from Pienza's historic treasures.
The price is AED 477
AED 549 total
includes taxes & fees
23 Nov - 24 Nov
Hotel Corsignano
A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

3. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (167 reviews)
  • cleanliness
    Tuscan residence welcomes families with outdoor pool, hot tubs, and optional babysitting services just steps from Palazzo Piccolomini.
The price is AED 529
AED 606 total
includes taxes & fees
8 Nov - 9 Nov
Hotel San Gregorio
A room with a green cabinet, a mirror, a sink, and a television.

4. Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (74 reviews)
The price is AED 342
AED 479 total
includes taxes & fees
5 Nov - 6 Nov
Affitacamere Maria Gabriella
A modern interior with a stone wall, wooden paneling, and a television.

5. Hotel Rutiliano Centro Benessere

Hotel Rutiliano Centro Benessere
3.0 star property
Pienza
8.8 out of 10, Excellent, (13 reviews)
The price is AED 714
AED 802 total
includes taxes & fees
30 Oct - 31 Oct
Hotel Rutiliano Centro Benessere
A villa with a swimming pool, terraced garden, and a view of distant mountains.

6. Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
9.6 out of 10, Exceptional, (82 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 AED 552
AED 624 total
includes taxes & fees
5 Nov - 6 Nov
Agriturismo Il Macchione
A cozy room with a fireplace, two armchairs, and a table.

7. Tenuta Santo Pietro

Tenuta Santo Pietro
Pienza
9.6 out of 10, Exceptional, (139 reviews)
The price is AED 893
AED 999 total
includes taxes & fees
29 Oct - 30 Oct
Tenuta Santo Pietro
An outdoor dining area with wooden tables and benches, stone walls, and greenery.

8. La Bandita Townhouse

La Bandita Townhouse
Pienza
9.6 out of 10, Exceptional, (17 reviews)
The price is AED 1,662
AED 1,845 total
includes taxes & fees
3 Nov - 4 Nov
La Bandita Townhouse
A balcony with a metal railing, a small table with a chair, potted plants, and a view of the sea.

9. PienzaLettings Suites

PienzaLettings Suites
Pienza
10.0 out of 10, Exceptional, (6 reviews)
The price is AED 296
AED 342 total
includes taxes & fees
2 Nov - 3 Nov
PienzaLettings Suites
A stone building with a wooden door, a staircase, and a small window with a metal grill.

10. Casa Gioia - Casa Olivieri

Casa Gioia - Casa Olivieri
Pienza
10.0 out of 10, Exceptional, (3 reviews)
The price is AED 411
AED 469 total
includes taxes & fees
28 Oct - 29 Oct
Casa Gioia - Casa Olivieri
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 properties

Choose what matters most at family-friendly hotels in Pienza

Breakfast included
Pool

Family-friendly hotels with free breakfast in Pienza

A historic town with a prominent church, a square with a pool, and a well-lit street.
Relais Cloister Pienza

Relais Cloister Pienza

Relais Cloister Pienza
4.0 star property
Pienza
9.4 out of 10, Exceptional, (13)
The price is AED 434
AED 502 total
includes taxes & fees
5 Nov - 6 Nov
Relais Cloister Pienza
View all properties

Family-friendly hotels with pools in Pienza

A historic town with a prominent church, a square with a pool, and a well-lit street.
Relais Cloister Pienza

Relais Cloister Pienza

Relais Cloister Pienza
4.0 star property
Pienza
9.4 out of 10, Exceptional, (13)
The price is AED 434
AED 502 total
includes taxes & fees
5 Nov - 6 Nov
Relais Cloister Pienza
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 properties

Top Pienza Hotel Reviews

Hotel Corsignano

Hotel Corsignano

10/10 Excellent
"Great location, a few minutes walk from the city center. Staff were extremely helpful and professional. Room was large and comfortable, great water pressure in the shower. Very tasty and plentiful European breakfast."
William 4-night trip
Posted 15 hours ago
Hotel Corsignano

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 Palazzo Piccolomini, Historic Centre of Pienza, and Museo Diocesano. Make sure you have lots of time for activities like Palazzo Borgia and Artemisia Gallery.