A historic square with a prominent tower and statues.

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Check availability on Pienza Family Hotels

Tonight
7 Aug - 8 Aug
Tomorrow
8 Aug - 9 Aug
This weekend
7 Aug - 9 Aug
Next weekend
14 Aug - 16 Aug

Our top choices for Pienza family-friendly hotels

1. Hotel Corsignano

Hotel Corsignano
Pienza
  • Families find paradise with babysitting services, bicycle rentals, and two hot tubs just steps from Pienza's historic treasures.
AED 633
AED 722 total
includes taxes & fees
9 Aug - 10 Aug
Hotel Corsignano

2. 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.
AED 847
AED 957 total
includes taxes & fees
8 Aug - 9 Aug
Hotel San Gregorio

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.
AED 742
AED 833 total
includes taxes & fees
27 Aug - 28 Aug
Agriturismo Il Macchione

4. Podere Spedalone

Podere Spedalone
Pienza
  • This Tuscan farm stay delights families with seasonal outdoor pool, hiking trails, and complimentary breakfast buffet each morning.
AED 663
AED 747 total
includes taxes & fees
13 Aug - 14 Aug
Podere Spedalone

5. L'Olmo

L'Olmo
Pienza
AED 2,674
AED 2,958 total
includes taxes & fees
9 Aug - 10 Aug
L'Olmo

6. Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort
Trequanda
AED 841
AED 938 total
includes taxes & fees
17 Aug - 18 Aug
Borgo Sant'Ambrogio Resort

7. Locanda Vesuna

Locanda Vesuna
Trequanda
  • Immerse in family poolside fun at this Tuscan hotel with kids' playground, game room, and seasonal rooftop swimming.
AED 608
AED 682 total
includes taxes & fees
23 Aug - 24 Aug
Locanda Vesuna

8. Albergo San Biagio

Albergo San Biagio
Montepulciano
AED 194
AED 230 total
includes taxes & fees
13 Aug - 14 Aug
Albergo San Biagio

9. Locanda In Tuscany

Locanda In Tuscany
Castiglione d'Orcia
AED 1,046
AED 1,167 total
includes taxes & fees
30 Aug - 31 Aug
Locanda In Tuscany

10. Wellness Center Casanova Hotel e SPA

Wellness Center Casanova Hotel e SPA
San Quirico d'Orcia
  • A Tuscan family retreat with tennis courts, pool, and outdoor activities for adventurous kids of all ages.
AED 730
AED 819 total
includes taxes & fees
30 Aug - 31 Aug
Wellness Center Casanova Hotel e SPA
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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

Hotel Corsignano

Hotel Corsignano
Pienza
AED 633
AED 722 total
includes taxes & fees
9 Aug - 10 Aug
Hotel Corsignano

Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
AED 742
AED 833 total
includes taxes & fees
27 Aug - 28 Aug
Agriturismo Il Macchione

Hotel San Gregorio

Hotel San Gregorio
Pienza
AED 847
AED 957 total
includes taxes & fees
8 Aug - 9 Aug
Hotel San Gregorio

Podere Spedalone

Podere Spedalone
Pienza
AED 663
AED 747 total
includes taxes & fees
13 Aug - 14 Aug
Podere Spedalone

L'Olmo

L'Olmo
Pienza
AED 2,674
AED 2,958 total
includes taxes & fees
9 Aug - 10 Aug
L'Olmo
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

Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux

10/10 Excellent
"Beautiful place, delicious food and helpful staff"
Qingwen 2-night trip
Posted 1 day ago
Il Falconiere - Relais e Chateaux
Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent
"one of the best place to enjoy Tuscany area. there are 2 very beautiful pool in the top of the hill, and a very nice restaurant facing west where you can see fantastic sunset."
Song 1-night trip
Posted 2 days ago
Castello di Velona Resort Thermal SPA & Winery
Agriturismo La Sovana

Agriturismo La Sovana

10/10 Excellent
"Stunningly beautiful with wonderful pool. Great breakfasts. Went off property for most of the dinners which was easy given the great location. Will definitely return!"
Ingrid 4-night trip
Posted 5 days ago
Agriturismo La Sovana
Fonteverde Thermal Spa Resort Tuscany

Fonteverde Thermal Spa Resort Tuscany

10/10 Excellent
"Excellent service all over Restaurant and Spa"
Uri 2-night trip
Posted 10 days ago
Fonteverde Thermal Spa Resort Tuscany
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent
"Best hotel ever."
Ray 2-night trip
Posted 10 days ago
Castiglion del Bosco, A Rosewood Hotel
Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent
"Very clean and very quiet"
Andrey 2-night trip
Posted 3 weeks ago
Villa di Piazzano - Small Luxury Hotel of the World
Tenuta Santo Pietro

Tenuta Santo Pietro

10/10 Excellent
"Beautiful room and property. Location was very convenient to many small hill towns. Staff were wonderful, especially Bertina. Will be back!"
Judy 7-night trip
Posted 2 months ago
Tenuta Santo Pietro
Hotel San Gregorio

Hotel San Gregorio

10/10 Excellent
"The hotel was beautiful maintained and a very convenient location. We stayed in a newly renovated room which was quite modern and clean with excellent spaces for clothes and toiletries which I appreciated! Our room didn’t have a view, it looked onto another building which I was a bit disappointed about. The breakfast was average, too many sweet dessert choices for my taste, but there were eggs and and a nice yogurt bar. The pool area looks nicer in the pictures than it does in person but the pool itself was nice and refreshing. They could have furnished the pool area nicer considering the area we were in! The staff were helpful and friendly, hotel was very convenient with lots of parking and it was very clean."
Traci 2-night trip
Posted 2 months ago
Hotel San Gregorio

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 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.