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Check availability on Pienza Family Hotels

Tonight
5 Dec - 6 Dec
Tomorrow
6 Dec - 7 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Top Pienza Family Hotels

Land view from property
Hotel Corsignano

Hotel Corsignano

4.0 star property
Pienza
9.4 out of 10, Exceptional, (329)
"Enjoyed the hotel. Great location, quality breakfast and rooms."
United States
Joseph
The price is AED 487
AED 561 total
includes taxes & fees
5 Jan - 6 January 2026
Hotel Corsignano
Free daily continental breakfast
Hotel Relais II Chiostro di Pienza

Hotel Relais II Chiostro di Pienza

4.0 star property
Pienza
8.8 out of 10, Excellent, (629)
"Excellent location in the heart of pienza old town, the view to the Toscana hills and valleys was unique, great experience staying in this hotel "
United States
Pedro
Hotel Relais II Chiostro di Pienza
Seasonal outdoor pool
Podere Spedalone

Podere Spedalone

1.0 star property
Pienza
9.4 out of 10, Exceptional, (42)
"Amazing food, amazing views"
United States
Juan
Podere Spedalone
Breakfast, lunch, dinner served; local cuisine
Hotel San Gregorio

Hotel San Gregorio

3.0 star property
Pienza
9.4 out of 10, Exceptional, (134)
"Such friendly staff, loved Pienza and the property was such a good location! "
United Kingdom
Bethan
The price is AED 763
AED 865 total
includes taxes & fees
5 Jan - 6 January 2026
Hotel San Gregorio
Outdoor pool
Agriturismo Il Macchione

Agriturismo Il Macchione

Pienza
9.6 out of 10, Exceptional, (56)
"The owners and staff are hospitable .and accommodating very warm people "
Canada
aileen
Agriturismo Il Macchione
Deluxe Double Room | Premium bedding, desk, laptop workspace, soundproofing
Affitacamere Maria Gabriella

Affitacamere Maria Gabriella

Pienza
9.8 out of 10, Exceptional, (51)
"This property has a lovely view, great garden, attentive staff with good breakfast. Stayed in the cottage and the patio was very sunny and relaxing. "
United States
Lenise
Affitacamere Maria Gabriella
Outdoor dining
Suite Gioconda - Podere Casa Rossa in Pienza

Suite Gioconda - Podere Casa Rossa in Pienza

Pienza
10.0 out of 10, Exceptional, (4)
"Comfortable, clean and the hosts are over the top welcoming! Walking distance to Pienza with gorgeous views. Loved staying here and hope to come back someday! "
United States
Doug H.
The price is AED 689
AED 928 total
includes taxes & fees
10 Dec - 11 Dec
Suite Gioconda - Podere Casa Rossa in Pienza
Outdoor dining
Il Podere di Casa Rossa Pienza

Il Podere di Casa Rossa Pienza

Pienza
10.0 out of 10, Exceptional, (3)
"Wonderful views, accommodating hosts"
United States
Pete and Alison C.
The price is AED 770
AED 1,108 total
includes taxes & fees
14 Dec - 15 Dec
Il Podere di Casa Rossa Pienza
Exterior
The house in the village - Angelica apartment - Vald'Orcia

The house in the village - Angelica apartment - Vald'Orcia

Monticchiello
10.0 out of 10, Exceptional, (11)
"Nice and comfortable house in a beautiful tiny village "
United States
Lana A.
The price is AED 404
AED 490 total
includes taxes & fees
10 Dec - 11 Dec
The house in the village - Angelica apartment - Vald'Orcia
Pool
Farmhouse "Genziana" with Shared Pool, Shared Garden & Wi-Fi

Farmhouse "Genziana" with Shared Pool, Shared Garden & Wi-Fi

Arcidosso
The price is AED 2,605
AED 2,614 total
includes taxes & fees
6 Dec - 7 Dec
Farmhouse "Genziana" with Shared Pool, Shared Garden & Wi-Fi
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

Abbadia Sicille Relais

Abbadia Sicille Relais

10/10 Excellent
" In the middle of literally nowhere (for me) but so peaceful and serene! I love the history of this monastery. I must say as a solo traveler I was a little nervous at first because it’s very remote. I saw maybe 3 cars in the parking lot and two other guests. But it was safe! Checked in and got a restaurant recommendation for Ristorante Conte Matto, ten minutes away in a small town. The food was excellent and my server was very friendly, even walked me out when I left. Definitely worth the visit. I had the room at the end of the building with the ginormous tub. It was clean, very spacious and simply furnished with a very comfortable bed and pillows. Not gonna lie, I did push my couch up against the door since I was alone but I went to sleep that night and had the most peaceful sleep, waking up to the most beautiful sunrise. "
Safeena 1-night trip
Posted 2 days ago
Abbadia Sicille Relais

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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 Podere Spedalone and Agriturismo Il Macchione.
How many family-friendly hotels are there in Pienza?
Expedia has 10 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.