A historic square with a prominent tower and statues.

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Check availability on Pienza Family Hotels

This weekend
6 Nov - 8 Nov
Next weekend
13 Nov - 15 Nov

Our top choices for Pienza family-friendly hotels

A villa with a swimming pool, terraced garden, and a view of distant mountains.

1. Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
9.6 out of 10, Exceptional, (84 reviews)
"The natural surroundings and views around the agriturismo were beautiful, making our stay truly enjoyable. The tours and dinner options provided are excellent as well — I highly recommend taking part in them."
Japan
RYO
The price is AED 495
AED 561 total
includes taxes & fees
3 Dec - 4 Dec
Agriturismo Il Macchione
A modern living room with a white sofa, a coffee table, and a bookshelf.

2. La Bandita Townhouse

La Bandita Townhouse
Pienza
9.6 out of 10, Exceptional, (17 reviews)
"Great Stay!"
United States
Kristian
The price is AED 1,660
AED 1,842 total
includes taxes & fees
3 Nov - 4 Nov
La Bandita Townhouse
A swimming pool with a water feature, surrounded by greenery and a table with chairs.

3. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (169 reviews)
"Great location. Clean and quiet with good breakfast"
United States
Michael
The price is AED 502
AED 577 total
includes taxes & fees
5 Nov - 6 Nov
Hotel San Gregorio
A balcony with two metal chairs and a small round table, overlooking a green landscape with hills and trees.

4. Hotel Corsignano

Hotel Corsignano
4.0 star property
Pienza
9.4 out of 10, Exceptional, (397 reviews)
"Love this hotel. Very nice place in a great location and very friendly staff."
Canada
Tatiana
The price is AED 520
AED 596 total
includes taxes & fees
4 Nov - 5 Nov
Hotel Corsignano
A historic town with a prominent church, a square with outdoor seating, and a swimming pool.

5. Relais Cloister Pienza

Relais Cloister Pienza
4.0 star property
Pienza
9.0 out of 10, Wonderful, (16 reviews)
"The room and view were wonderful, the breakfast was delicious, and the staff members were incredibly helpful!"
United States
Tracy
The price is AED 470
AED 541 total
includes taxes & fees
5 Nov - 6 Nov
Relais Cloister Pienza
A historic building with a prominent clock tower and arched windows.

6. Rossellino

Rossellino
Pienza
8.6 out of 10, Excellent, (70 reviews)
"Very nice people. Glad we stayed there. Would absolutely stay there again!"
United States
Darrell
The price is AED 370
AED 505 total
includes taxes & fees
10 Nov - 11 Nov
Rossellino
A patio area with outdoor seating, potted plants, and a view of the landscape.

7. Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (74 reviews)
"A very pleasant and homey place to stay"
Germany
Janine und Thomas
The price is AED 342
AED 478 total
includes taxes & fees
9 Nov - 10 Nov
Affitacamere Maria Gabriella
A swimming pool with a stone wall and a metal ladder, surrounded by trees and a clear sky.

8. Podere Spedalone

Podere Spedalone
1.0 star property
Pienza
9.0 out of 10, Wonderful, (53 reviews)
"The common areas could be cleaner."
Ireland
Sana
The price is AED 562
AED 635 total
includes taxes & fees
9 Nov - 10 Nov
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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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 outdoor seating, and a swimming pool.
Relais Cloister Pienza

Relais Cloister Pienza

Relais Cloister Pienza
4.0 star property
Pienza
9.0 out of 10, Wonderful, (16)
The price is AED 470
AED 541 total
includes taxes & fees
5 Nov - 6 Nov
Relais Cloister Pienza
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Family-friendly hotels with pools in Pienza

A historic town with a prominent church, a square with outdoor seating, and a swimming pool.
Relais Cloister Pienza

Relais Cloister Pienza

Relais Cloister Pienza
4.0 star property
Pienza
9.0 out of 10, Wonderful, (16)
The price is AED 470
AED 541 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

Tenuta Santo Pietro

Tenuta Santo Pietro

10/10 Excellent
"This place was a Gem. The property and amenities were awesome and very homey. Very lovely and well seasoned staffed that know how to cater to their guests. I would recommend this spot to anyone who wants to be taken care of in a very special and specific manner. We had Dinner there both nights we stayed there and not only was it convenient but it was delicious. Traditional meals served simply, yet beautifully."
Adrien 2-night trip
Posted 2 days ago
Tenuta Santo Pietro

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.