The Best Family Hotels in Pienza from AED 343 in 2026 | Expedia

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Check availability on Pienza Family Hotels

Tonight

11 Oct - 12 Oct

Tomorrow

12 Oct - 13 Oct

Next weekend

16 Oct - 18 Oct

In two weeks

23 Oct - 25 Oct

Our top choices for Pienza family-friendly hotels

A living room with a sofa, armchairs, a coffee table, a cabinet, and a lamp.

A hotel room with a bed, bedside lamps, a desk with a coffee maker, and a window with curtains.

A buffet setup with various food items and condiments.

A historic town with a prominent church, a courtyard with a swimming pool, and terraced buildings.

1. Relais Cloister Pienza

Pienza

AED 471

AED 543 total

includes taxes & fees

25 Oct - 26 Oct

Two people sitting at a round table outdoors with a scenic view of mountains in the background.

A bar area with a wooden bar counter, three orange chairs, and a variety of bottles and glasses.

A patio area with wicker furniture, a glass table, and a pool in the background.

A breakfast buffet with various food items and beverages.

2. Hotel Corsignano

Pienza

Families find paradise with babysitting services, bicycle rentals, and two hot tubs just steps from Pienza's historic treasures.

AED 427

AED 495 total

includes taxes & fees

11 Nov - 12 Nov

A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

A hotel room with a bed, a desk with a computer, a TV, a wardrobe, and a mirror.

A modern bathroom with two sinks, a shower, and a toilet.

A swimming pool with a water feature, surrounded by greenery and a table with chairs.

3. Hotel San Gregorio

Pienza

Tuscan residence welcomes families with outdoor pool, hot tubs, and optional babysitting services just steps from Palazzo Piccolomini.

AED 475

AED 547 total

includes taxes & fees

8 Nov - 9 Nov

An outdoor dining area with wooden tables and benches, stone walls, and greenery.

A modern living room with a white sofa, a coffee table, and a bookshelf.

A modern interior with a white sofa, wooden coffee table, and bookshelves filled with books.

A stone corridor with a vaulted ceiling and an arched doorway at the end.

4. La Bandita Townhouse

Pienza

AED 1,582

AED 1,757 total

includes taxes & fees

3 Nov - 4 Nov

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

A cozy living room with a fireplace, comfortable seating, and a table set with various desserts.

A stone building with a gravel pathway leading to the entrance.

A stone building with a tiled roof, surrounded by a grassy area and flowering plants.

5. 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 483

AED 547 total

includes taxes & fees

5 Nov - 6 Nov

A room with a green cabinet, a mirror, a sink, and a television.

A cozy living room with a fireplace, a dining area, and a black leather chair.

A cozy dining area with a table set for four, surrounded by wooden chairs and a patterned tablecloth.

A patio area with outdoor seating, potted plants, and a view of the landscape.

6. Affitacamere Maria Gabriella

Pienza

AED 375

AED 515 total

includes taxes & fees

13 Oct - 14 Oct

A modern interior with a stone wall, wooden paneling, and a television.

A modern bathroom with a glass partition, two chrome fixtures, and warm lighting.

A villa with a tower, a swimming pool, and a well-maintained garden.

A dining area with tables and chairs, a buffet with various food items, and large windows offering a view of trees.

7. Hotel Rutiliano Centro Benessere

Pienza

AED 716

AED 804 total

includes taxes & fees

15 Oct - 16 Oct

A cozy room with a fireplace, two armchairs, and a table.

An outdoor dining area with tables set for two, surrounded by chairs, and large windows offering a view of the greenery outside.

A swimming pool with lounge chairs and umbrellas, surrounded by stone walls and greenery.

A cozy room with a pool table, comfortable seating, and a large arched window offering a view of the outdoors.

8. Tenuta Santo Pietro

Pienza

AED 839

AED 939 total

includes taxes & fees

23 Oct - 24 Oct

View all properties

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

A living room with a sofa, armchairs, a coffee table, a cabinet, and a lamp.

A hotel room with a bed, bedside lamps, a desk with a coffee maker, and a window with curtains.

A room with a herringbone floor, a bed, a sofa, a desk, and a view through a window.

A buffet setup with various food items and condiments.

Relais Cloister Pienza

Pienza

AED 471

AED 543 total

includes taxes & fees

25 Oct - 26 Oct

Two people sitting at a round table outdoors with a scenic view of mountains in the background.

A bar area with a wooden bar counter, three orange chairs, and a variety of bottles and glasses.

A patio area with wicker furniture, a glass table, and a pool in the background.

A breakfast buffet with various food items and beverages.

Hotel Corsignano

Pienza

AED 427

AED 495 total

includes taxes & fees

11 Nov - 12 Nov

A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

A hotel room with a bed, a desk with a computer, a TV, a wardrobe, and a mirror.

A building with a symmetrical facade, a central entrance, and a fountain in the courtyard.

A swimming pool with a water feature, surrounded by greenery and a table with chairs.

Hotel San Gregorio

Pienza

AED 475

AED 547 total

includes taxes & fees

8 Nov - 9 Nov

An outdoor dining area with wooden tables and benches, stone walls, and potted plants.

An outdoor dining area with wooden tables and benches, stone walls, and greenery.

A modern living room with a white sofa, a coffee table, and a bookshelf.

A courtyard with a stone building, arched openings, and a covered seating area.

La Bandita Townhouse

Pienza

AED 1,582

AED 1,757 total

includes taxes & fees

3 Nov - 4 Nov

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

A cozy living room with a fireplace, comfortable seating, and a table set with various desserts.

A stone building with a gravel pathway leading to the entrance.

A stone building with a tiled roof, surrounded by a grassy area and flowering plants.

Agriturismo Il Macchione

Pienza

AED 483

AED 547 total

includes taxes & fees

5 Nov - 6 Nov

A modern interior with a stone wall, wooden paneling, and a television.

A modern bathroom with a glass partition, two chrome fixtures, and warm lighting.

A villa with a tower, a swimming pool, and a well-maintained garden.

A dining area with tables and chairs, a buffet with various food items, and large windows offering a view of trees.

Hotel Rutiliano Centro Benessere

Pienza

AED 716

AED 804 total

includes taxes & fees

15 Oct - 16 Oct

A garden with two chairs under trees, a table, and a view of the landscape.

A table with a bottle of wine, two glasses, a bowl of olives, a plate of food, and a bowl of bread, set against a scenic outdoor view.

A bedroom with a bed, a nightstand, a lamp, a chair, a table, and a window with a view of greenery.

A dining area with a long table set for a meal, surrounded by wooden chairs and a patterned tablecloth.

Affitacamere Maria Gabriella

Pienza

AED 375

AED 515 total

includes taxes & fees

13 Oct - 14 Oct

A cozy room with a fireplace, two armchairs, and a table.

An outdoor dining area with tables set for two, surrounded by chairs, and large windows offering a view of the greenery outside.

A swimming pool with lounge chairs and umbrellas, surrounded by stone walls and greenery.

A cozy room with a pool table, comfortable seating, and a large arched window offering a view of the outdoors.

Tenuta Santo Pietro

Pienza

AED 839

AED 939 total

includes taxes & fees

23 Oct - 24 Oct

A cozy outdoor seating area with stone walls and red foliage, featuring a table and chairs, and a door leading to a covered entrance.

A cozy reading room with a fireplace, bookshelves, and comfortable seating.

A bedroom with a canopy bed, wooden flooring, a bedside table, and a built-in bookshelf.

A cozy living room with a sofa, coffee table, TV, bookshelves, and a decorative lamp.

L'Olmo

Pienza

AED 1,646

AED 1,827 total

includes taxes & fees

2 Nov - 3 Nov

An outdoor dining setup with various dishes on rustic wooden tables, set against a scenic backdrop of rolling hills and a sunset.

A restaurant with a rustic interior, featuring exposed brick arches, wooden beams, and a bar area in the background.

A rustic stone building with a tower, surrounded by lush greenery and a vegetable garden.

A large outdoor swimming pool with multiple sections, surrounded by lounge chairs and a modern building with a unique roof structure.

Podere Spedalone

Pienza

AED 564

AED 637 total

includes taxes & fees

30 Oct - 31 Oct

View all properties

Family-friendly hotels with pools in Pienza

A living room with a sofa, armchairs, a coffee table, a cabinet, and a lamp.

A hotel room with a bed, bedside lamps, a desk with a coffee maker, and a window with curtains.

A room with a herringbone floor, a bed, a sofa, a desk, and a view through a window.

A buffet setup with various food items and condiments.

Relais Cloister Pienza

Pienza

AED 471

AED 543 total

includes taxes & fees

25 Oct - 26 Oct

A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

A hotel room with a bed, a desk with a computer, a TV, a wardrobe, and a mirror.

A building with a symmetrical facade, a central entrance, and a fountain in the courtyard.

A swimming pool with a water feature, surrounded by greenery and a table with chairs.

Hotel San Gregorio

Pienza

AED 475

AED 547 total

includes taxes & fees

8 Nov - 9 Nov

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

A cozy living room with a fireplace, comfortable seating, and a table set with various desserts.

A stone building with a gravel pathway leading to the entrance.

A stone building with a tiled roof, surrounded by a grassy area and flowering plants.

Agriturismo Il Macchione

Pienza

AED 483

AED 547 total

includes taxes & fees

5 Nov - 6 Nov

A modern interior with a stone wall, wooden paneling, and a television.

A modern bathroom with a glass partition, two chrome fixtures, and warm lighting.

A villa with a tower, a swimming pool, and a well-maintained garden.

A dining area with tables and chairs, a buffet with various food items, and large windows offering a view of trees.

Hotel Rutiliano Centro Benessere

Pienza

AED 716

AED 804 total

includes taxes & fees

15 Oct - 16 Oct

A cozy room with a fireplace, two armchairs, and a table.

An outdoor dining area with tables set for two, surrounded by chairs, and large windows offering a view of the greenery outside.

A swimming pool with lounge chairs and umbrellas, surrounded by stone walls and greenery.

A cozy room with a pool table, comfortable seating, and a large arched window offering a view of the outdoors.

Tenuta Santo Pietro

Pienza

AED 839

AED 939 total

includes taxes & fees

23 Oct - 24 Oct

A cozy outdoor seating area with stone walls and red foliage, featuring a table and chairs, and a door leading to a covered entrance.

A cozy reading room with a fireplace, bookshelves, and comfortable seating.

A bedroom with a canopy bed, wooden flooring, a bedside table, and a built-in bookshelf.

A cozy living room with a sofa, coffee table, TV, bookshelves, and a decorative lamp.

L'Olmo

Pienza

AED 1,646

AED 1,827 total

includes taxes & fees

2 Nov - 3 Nov

An outdoor dining setup with various dishes on rustic wooden tables, set against a scenic backdrop of rolling hills and a sunset.

A restaurant with a rustic interior, featuring exposed brick arches, wooden beams, and a bar area in the background.

A rustic stone building with a tower, surrounded by lush greenery and a vegetable garden.

A large outdoor swimming pool with multiple sections, surrounded by lounge chairs and a modern building with a unique roof structure.

Podere Spedalone

Pienza

AED 564

AED 637 total

includes taxes & fees

30 Oct - 31 Oct

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 San Gregorio

Hotel San Gregorio

8/10 Good

"Great location, clean room and communal space. We were disappointed that we were given a room with jacuzzi but no shower and refrigerator was broken. Overall a nice experience"

Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent

"Stunning property; a real representation of Tuscany with the long driveway of tall trees; staff was amazing; food was excellent; gardens, picturesque! We would highly recommend! Overall amazing !!!"

Palazzuolo

Palazzuolo

10/10 Excellent

"Excellent room, good location, the staff is very gentle, the breakfast is good"

Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano

10/10 Excellent

"Our stay for our honeymoon was amazing. We loved our room and we were upgraded to a suite because they had it available. All the staff were kind and helpful. They carried our luggage up two flights of stairs to our room, helped make reservations, called taxis for us, etc. The property was beautiful, maintained nicely, and was very quiet. Really have no complaints. To note it is outside of city Centre of Siena so you will need taxis back and forth to the city for meals etc. which can get quite pricey so just plan ahead. Our room could’ve been cleaned a little better in between each day but overall it was still very clean. We would definitely stay there again!!"

La Bandita Townhouse

La Bandita Townhouse

10/10 Excellent

"Great 12 room boutique hotel in the heart of Pienza."

Hotel Villa Ricci

Hotel Villa Ricci

10/10 Excellent

"Personal, muy amable y educado, muy cálida, recepción, lindo hotel. Lo aconsejo para quienes quieran visitar la toscana y sobretodo Montepulciano."

Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent

"Amazing views. Relaxing stay! A very romantic hotel, though I was surprised by the number of families there; given its location and amenities, I had assumed it was geared towards couples. That isn't a negative comment, though—it was simply a case of my own mistaken perception."

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.