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

A historic square with a prominent tower and statues.

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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 buffet setup with various food items and condiments.

A bathroom with a toilet, bidet, sink, and shower.

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

1. Relais Cloister Pienza

Pienza

AED 472

AED 544 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 hotel entrance with a sign reading "Hotel Corsignano," a paved driveway, and a large terracotta pot.

2. Hotel Corsignano

Pienza

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

AED 529

AED 607 total

includes taxes & fees

4 Nov - 5 Nov

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

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

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

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 478

AED 551 total

includes taxes & fees

6 Nov - 7 Nov

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

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

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 1,404

AED 1,561 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 villa with a tower, a swimming pool, and a well-maintained garden.

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

5. Hotel Rutiliano Centro Benessere

Pienza

AED 720

AED 808 total

includes taxes & fees

8 Oct - 9 Oct

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

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.

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

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 522

AED 590 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 cozy dining area with a table, chairs, a flower centerpiece, and a window with curtains.

A wooden door with a sign, a staircase with blue steps, and a metal handrail.

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

7. PienzaLettings Suites

Pienza

AED 297

AED 343 total

includes taxes & fees

2 Nov - 3 Nov

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

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

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.

8. Tenuta Santo Pietro

Pienza

AED 869

AED 972 total

includes taxes & fees

23 Oct - 24 Oct

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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

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

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

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

A buffet setup with various food items and condiments.

Relais Cloister Pienza

Pienza

AED 472

AED 544 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 building with a symmetrical facade, a central entrance, and a fountain in the courtyard.

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

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

Hotel San Gregorio

Pienza

AED 478

AED 551 total

includes taxes & fees

6 Nov - 7 Nov

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

Hotel Corsignano

Pienza

AED 529

AED 607 total

includes taxes & fees

4 Nov - 5 Nov

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

A well-maintained garden with a brick pathway, various potted plants, and trees.

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.

Affitacamere Maria Gabriella

Pienza

AED 376

AED 516 total

includes taxes & fees

7 Oct - 8 Oct

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

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.

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

Agriturismo Il Macchione

Pienza

AED 522

AED 590 total

includes taxes & fees

5 Nov - 6 Nov

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

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

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 869

AED 972 total

includes taxes & fees

23 Oct - 24 Oct

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

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

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.

La Bandita Townhouse

Pienza

AED 1,404

AED 1,561 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 villa with a tower, a swimming pool, and a well-maintained garden.

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

Hotel Rutiliano Centro Benessere

Pienza

AED 720

AED 808 total

includes taxes & fees

8 Oct - 9 Oct

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

A rustic villa with traditional architecture, surrounded by olive groves and a mountainous backdrop.

Podere Spedalone

Pienza

AED 565

AED 638 total

includes taxes & fees

25 Oct - 26 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 bedroom with a canopy bed, wooden flooring, a bedside table, and a built-in bookshelf.

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

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

L'Olmo

Pienza

AED 1,649

AED 1,830 total

includes taxes & fees

2 Nov - 3 Nov

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Family-friendly hotels with pools in Pienza

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

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

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

A buffet setup with various food items and condiments.

Relais Cloister Pienza

Pienza

AED 472

AED 544 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 building with a symmetrical facade, a central entrance, and a fountain in the courtyard.

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

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

Hotel San Gregorio

Pienza

AED 478

AED 551 total

includes taxes & fees

6 Nov - 7 Nov

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

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.

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

Agriturismo Il Macchione

Pienza

AED 522

AED 590 total

includes taxes & fees

5 Nov - 6 Nov

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

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

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 869

AED 972 total

includes taxes & fees

23 Oct - 24 Oct

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

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

Hotel Rutiliano Centro Benessere

Pienza

AED 720

AED 808 total

includes taxes & fees

8 Oct - 9 Oct

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

A rustic villa with traditional architecture, surrounded by olive groves and a mountainous backdrop.

Podere Spedalone

Pienza

AED 565

AED 638 total

includes taxes & fees

25 Oct - 26 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 bedroom with a canopy bed, wooden flooring, a bedside table, and a built-in bookshelf.

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

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

L'Olmo

Pienza

AED 1,649

AED 1,830 total

includes taxes & fees

2 Nov - 3 Nov

Interior

Outdoor dining

Pool

Living area

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.

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Top Pienza Hotel Reviews

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 !!!"

Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

8/10 Good

"Although the property and the staff were great, our room was a bit of a disappointment. Junior Sweet was just a giant room with furniture that was uncomfortable to use. In general the room needs an update. Not exactly what we expected. We unfortunately had a neighbor who opened up the gate outside in between our terrace which should have never happen if it had been locked. He did that because he said my husbands iPad was too loud when in fact, his was too loud and my husband who had headphones on could not hear his show so took them off so he could hear it. Needless to say we avoided our terrace after that. Shout out to Chiara and Samantha who took a desert request seriously and made two of my evenings! Michael and David’s were also wonderful!"

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.