The Best Family Hotels in Pienza from AED 342 in 2026 | Expedia

A historic square with a prominent tower and statues.

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Check availability on Pienza Family Hotels

Tonight

14 Oct - 15 Oct

Tomorrow

15 Oct - 16 Oct

This weekend

16 Oct - 18 Oct

Next weekend

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

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

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

1. Relais Cloister Pienza

Pienza

AED 469

AED 541 total

includes taxes & fees

28 Oct - 29 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 426

AED 493 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 buffet with various desserts and pastries, a painting on the wall, and wooden paneling.

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

3. Hotel San Gregorio

Pienza

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

AED 469

AED 540 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 cozy living room with a fireplace, comfortable seating, and a table set with various desserts.

4. 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 520

AED 588 total

includes taxes & fees

5 Nov - 6 Nov

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

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.

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

5. Hotel Rutiliano Centro Benessere

Pienza

AED 713

AED 801 total

includes taxes & fees

15 Oct - 16 Oct

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

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

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.

6. Affitacamere Maria Gabriella

Pienza

AED 346

AED 482 total

includes taxes & fees

28 Oct - 29 Oct

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

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

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.

7. La Bandita Townhouse

Pienza

AED 1,559

AED 1,731 total

includes taxes & fees

3 Nov - 4 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 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.

8. Tenuta Santo Pietro

Pienza

AED 882

AED 987 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 buffet setup with various food items and condiments.

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

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

Relais Cloister Pienza

Pienza

AED 469

AED 541 total

includes taxes & fees

28 Oct - 29 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.

Hotel Corsignano

Pienza

AED 426

AED 493 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 buffet with various desserts and pastries, a painting on the wall, and wooden paneling.

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

Hotel San Gregorio

Pienza

AED 469

AED 540 total

includes taxes & fees

8 Nov - 9 Nov

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

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

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 1,559

AED 1,731 total

includes taxes & fees

3 Nov - 4 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 cozy living room with a fireplace, comfortable seating, and a table set with various desserts.

Agriturismo Il Macchione

Pienza

AED 520

AED 588 total

includes taxes & fees

5 Nov - 6 Nov

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

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.

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

Hotel Rutiliano Centro Benessere

Pienza

AED 713

AED 801 total

includes taxes & fees

15 Oct - 16 Oct

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 346

AED 482 total

includes taxes & fees

28 Oct - 29 Oct

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 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.

Tenuta Santo Pietro

Pienza

AED 882

AED 987 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 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.

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

L'Olmo

Pienza

AED 1,639

AED 1,819 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 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.

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

Podere Spedalone

Pienza

AED 562

AED 635 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 buffet setup with various food items and condiments.

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

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

Relais Cloister Pienza

Pienza

AED 469

AED 541 total

includes taxes & fees

28 Oct - 29 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 buffet with various desserts and pastries, a painting on the wall, and wooden paneling.

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

Hotel San Gregorio

Pienza

AED 469

AED 540 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 cozy living room with a fireplace, comfortable seating, and a table set with various desserts.

Agriturismo Il Macchione

Pienza

AED 520

AED 588 total

includes taxes & fees

5 Nov - 6 Nov

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

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.

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

Hotel Rutiliano Centro Benessere

Pienza

AED 713

AED 801 total

includes taxes & fees

15 Oct - 16 Oct

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 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.

Tenuta Santo Pietro

Pienza

AED 882

AED 987 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 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.

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

L'Olmo

Pienza

AED 1,639

AED 1,819 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 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.

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

Podere Spedalone

Pienza

AED 562

AED 635 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

Tenuta Santo Pietro

Tenuta Santo Pietro

10/10 Excellent

"Tenuta Santo Pietro is truly a hidden gem, but what makes it so special is Bertina. She is, without a doubt, one of the most wonderful people I have ever encountered in all my years of traveling. Her warmth, kindness, attentiveness, and genuine love for what she does made our entire stay unforgettable. She goes above and beyond in every way and makes you feel so welcomed and cared for. I honestly cannot say enough wonderful things about her! The property is beautiful, the rooms are spacious, and the beds are incredibly comfortable. The restaurant is also absolutely incredible. After 10 days traveling throughout Italy, some of our favorite meals of the entire trip were here. From the exceptional wine to the pasta, desserts, and everything in between, every meal felt special. Tenuta Santo Pietro is a magical place, and Bertina is the heart of it. She made our stay truly unforgettable, and I cannot wait to return. I only hope she will be there to welcome us again. I have stayed in many wonderful places, but it is rare to meet someone who leaves such a lasting impression. Bertina is an absolute gem, and this property is so lucky to have her!"

Hotel San Gregorio

Hotel San Gregorio

10/10 Excellent

"Great location. Clean and quiet with good breakfast"

Fonteverde Thermal Spa Resort Tuscany

Fonteverde Thermal Spa Resort Tuscany

10/10 Excellent

"Our third stay here. It’s so nice. The town is also quaint too."

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.