A historic square with a prominent tower and statues.

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Check availability on Pienza Family Hotels

Tonight
23 Aug - 24 Aug
Tomorrow
24 Aug - 25 Aug
Next weekend
28 Aug - 30 Aug
In two weeks
4 Sep - 6 Sep

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 603
AED 690 total
includes taxes & fees
24 Aug - 25 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 692
AED 787 total
includes taxes & fees
25 Aug - 26 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 752
AED 844 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 730
AED 821 total
includes taxes & fees
11 Sep - 12 Sep
Podere Spedalone

5. Suite Gioconda - Podere Casa Rossa in Pienza

Suite Gioconda - Podere Casa Rossa in Pienza
Pienza
AED 862
AED 1,120 total
includes taxes & fees
15 Sep - 16 Sep
Suite Gioconda - Podere Casa Rossa in Pienza

6. Il Podere di Casa Rossa Pienza

Il Podere di Casa Rossa Pienza
Pienza
AED 1,012
AED 1,407 total
includes taxes & fees
23 Sep - 24 Sep
Il Podere di Casa Rossa Pienza

7. L'Olmo

L'Olmo
Pienza
AED 2,702
AED 2,990 total
includes taxes & fees
29 Aug - 30 Aug
L'Olmo

8. Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort
Trequanda
AED 600
AED 673 total
includes taxes & fees
22 Sep - 23 Sep
Borgo Sant'Ambrogio Resort

9. 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
24 Aug - 25 Aug
Locanda Vesuna

10. Locanda In Tuscany

Locanda In Tuscany
Castiglione d'Orcia
AED 901
AED 1,008 total
includes taxes & fees
14 Sep - 15 Sep
Locanda In Tuscany
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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

Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
AED 752
AED 844 total
includes taxes & fees
27 Aug - 28 Aug
Agriturismo Il Macchione

Hotel San Gregorio

Hotel San Gregorio
Pienza
AED 692
AED 787 total
includes taxes & fees
25 Aug - 26 Aug
Hotel San Gregorio

Hotel Corsignano

Hotel Corsignano
Pienza
AED 603
AED 690 total
includes taxes & fees
24 Aug - 25 Aug
Hotel Corsignano

Podere Spedalone

Podere Spedalone
Pienza
AED 730
AED 821 total
includes taxes & fees
11 Sep - 12 Sep
Podere Spedalone

L'Olmo

L'Olmo
Pienza
AED 2,702
AED 2,990 total
includes taxes & fees
29 Aug - 30 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

Hotel Corsignano

Hotel Corsignano

8/10 Good
"A cute little hotel, room was a bit smaller. Breakfast was amazing and you cant beat the location."
Minna 2-night trip
Posted 20 hours ago
Hotel Corsignano
Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent
"Staff was helpful , and the room was clean. The Antica Casina di Caccia dining with wine pairing was absolutely amazing. Also took some great pictures in the garden. The breakfast was nice too."
Yan Bo 1-night trip
Posted 5 days ago
Villa di Piazzano - Small Luxury Hotel of the World
Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux

10/10 Excellent
"Beautiful property and location."
Gary 1-night trip
Posted 9 days ago
Il Falconiere - Relais e Chateaux
Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent
"This property was amazing from the moment we booked. Chiara was extremely helpful with looking into horseback riding and other tours for us. I made a mistake in booking and she caught it and corrected it before we even arrived. She was great. Additionally, the room was beautiful and really clean. The food was delicious and every waitstaff that we encountered was polite and attentive--it could not have been a better experience."
Amy 2-night trip
Posted 9 days ago
Castello di Velona Resort Thermal SPA & Winery
Agriturismo La Sovana

Agriturismo La Sovana

10/10 Excellent
"Beautiful stay here. Restaurant was fantastic and they prepared special dishes to meet our vegetarian needs. Buffet breakfast with fresh cappuccinos was wonderful. Room was impeccably clean with daily cleaning service. This was our second time here and we are hoping to return to this authentic Tuscany resort. You will likely not find a better place to stay at in Tuscany."
Karen 4-night trip
Posted 2 weeks ago
Agriturismo La Sovana
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent
"Best hotel ever."
Ray 2-night trip
Posted 1 month ago
Castiglion del Bosco, A Rosewood Hotel
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 3 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 3 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 Palazzo Piccolomini, Historic Centre of Pienza, and Palazzo Borgia. Make sure you have lots of time for activities like Museo Diocesano and Artemisia Gallery.