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

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Check availability on Pienza Family Hotels

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16 Oct - 18 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 bathroom with a toilet, bidet, sink, and shower.

A buffet setup with various food items and condiments.

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 hotel entrance with a sign reading "Hotel Corsignano," a paved driveway, and a large terracotta pot.

A breakfast buffet with various food items and beverages.

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

2. Hotel Corsignano

Pienza

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

AED 508

AED 584 total

includes taxes & fees

8 Nov - 9 Nov

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

A buffet with various desserts and pastries, a painting on the wall, and wooden paneling.

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

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

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

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

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

4. La Bandita Townhouse

Pienza

AED 1,331

AED 1,480 total

includes taxes & fees

3 Nov - 4 Nov

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

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

A rectangular swimming pool with clear water, surrounded by a brick patio.

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

5. Hotel Rutiliano Centro Benessere

Pienza

AED 720

AED 808 total

includes taxes & fees

10 Oct - 11 Oct

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

A fire pit with burning logs, surrounded by stone blocks and a metal grill.

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

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

6. 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 504

AED 571 total

includes taxes & fees

5 Nov - 6 Nov

A balcony with a metal railing, a small table with a chair, potted plants, and a view of the sea.

A room with a view of a historic town, featuring stone buildings and a clear sky.

A bedroom with a four-poster bed, a wooden chest, a desk with a chair, and a window with blue curtains.

A cozy dining area with a table, chairs, a flower centerpiece, and a window with curtains.

7. PienzaLettings Suites

Pienza

AED 297

AED 343 total

includes taxes & fees

3 Nov - 4 Nov

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

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

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

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

8. Affitacamere Maria Gabriella

Pienza

AED 375

AED 515 total

includes taxes & fees

13 Oct - 14 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 poolside area with lounge chairs and umbrellas, a stone wall, and a clear sky.

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

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 buffet with various desserts and pastries, a painting on the wall, and wooden paneling.

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

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

Hotel San Gregorio

Pienza

AED 475

AED 547 total

includes taxes & fees

8 Nov - 9 Nov

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

A hotel entrance with a sign reading "Hotel Corsignano," a paved driveway, and a large terracotta pot.

A breakfast buffet with various food items and beverages.

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

Hotel Corsignano

Pienza

AED 508

AED 584 total

includes taxes & fees

8 Nov - 9 Nov

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

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

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

A cozy dining area with a table set for four, 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 villa with a swimming pool, terraced garden, and a view of distant mountains.

A fire pit with burning logs, surrounded by stone blocks and a metal grill.

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

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

Agriturismo Il Macchione

Pienza

AED 504

AED 571 total

includes taxes & fees

5 Nov - 6 Nov

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

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

A building with a stone facade, surrounded by trees and shrubs, and illuminated by warm lights.

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

Tenuta Santo Pietro

Pienza

AED 797

AED 894 total

includes taxes & fees

7 Nov - 8 Nov

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

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

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

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

La Bandita Townhouse

Pienza

AED 1,331

AED 1,480 total

includes taxes & fees

3 Nov - 4 Nov

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

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

A rectangular swimming pool with clear water, surrounded by a brick patio.

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

Hotel Rutiliano Centro Benessere

Pienza

AED 720

AED 808 total

includes taxes & fees

10 Oct - 11 Oct

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

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

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

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

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 swimming pool with sun loungers and umbrellas, surrounded by lush greenery and a house with a tiled roof.

L'Olmo

Pienza

AED 1,646

AED 1,827 total

includes taxes & fees

8 Nov - 9 Nov

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 poolside area with lounge chairs and umbrellas, a stone wall, and a clear sky.

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

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 buffet with various desserts and pastries, a painting on the wall, and wooden paneling.

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

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

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 fire pit with burning logs, surrounded by stone blocks and a metal grill.

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

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

Agriturismo Il Macchione

Pienza

AED 504

AED 571 total

includes taxes & fees

5 Nov - 6 Nov

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

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

A building with a stone facade, surrounded by trees and shrubs, and illuminated by warm lights.

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

Tenuta Santo Pietro

Pienza

AED 797

AED 894 total

includes taxes & fees

7 Nov - 8 Nov

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

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

A rectangular swimming pool with clear water, surrounded by a brick patio.

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

Hotel Rutiliano Centro Benessere

Pienza

AED 720

AED 808 total

includes taxes & fees

10 Oct - 11 Oct

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

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

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

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

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 swimming pool with sun loungers and umbrellas, surrounded by lush greenery and a house with a tiled roof.

L'Olmo

Pienza

AED 1,646

AED 1,827 total

includes taxes & fees

8 Nov - 9 Nov

Pool

Pool

Exterior

Room

Podere Manafiore - historical villa with swimming pool

Monticchiello

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

Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent

"Nice and quiet excellent hospitality"

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."

Hotel Corsignano

Hotel Corsignano

10/10 Excellent

"Everything was perfect the staff the hotel."

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.